17 files changed, 348 insertions, 94 deletions

diff --git a/changelog.d/16332.misc b/changelog.d/16332.misc
new file mode 100644
index 0000000000..862d547d60
--- /dev/null
+++ b/changelog.d/16332.misc
@@ -0,0 +1 @@
+Added support for pydantic v2 in addition to pydantic v1. Contributed by Maxwell G (@gotmax23).
diff --git a/poetry.lock b/poetry.lock
index 5d560151fb..9a8be27b6f 100644
--- a/poetry.lock
+++ b/poetry.lock
@@ -12,6 +12,20 @@ files = [
 ]
 
 [[package]]
+name = "annotated-types"
+version = "0.5.0"
+description = "Reusable constraint types to use with typing.Annotated"
+optional = false
+python-versions = ">=3.7"
+files = [
+    {file = "annotated_types-0.5.0-py3-none-any.whl", hash = "sha256:58da39888f92c276ad970249761ebea80ba544b77acddaa1a4d6cf78287d45fd"},
+    {file = "annotated_types-0.5.0.tar.gz", hash = "sha256:47cdc3490d9ac1506ce92c7aaa76c579dc3509ff11e098fc867e5130ab7be802"},
+]
+
+[package.dependencies]
+typing-extensions = {version = ">=4.0.0", markers = "python_version < \"3.9\""}
+
+[[package]]
 name = "astroid"
 version = "2.15.0"
 description = "An abstract syntax tree for Python with inference support."
@@ -1818,55 +1832,140 @@ files = [
 
 [[package]]
 name = "pydantic"
-version = "1.10.11"
-description = "Data validation and settings management using python type hints"
+version = "2.3.0"
+description = "Data validation using Python type hints"
+optional = false
+python-versions = ">=3.7"
+files = [
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+    {file = "pydantic-2.3.0.tar.gz", hash = "sha256:1607cc106602284cd4a00882986570472f193fde9cb1259bceeaedb26aa79a6d"},
+]
+
+[package.dependencies]
+annotated-types = ">=0.4.0"
+pydantic-core = "2.6.3"
+typing-extensions = ">=4.6.1"
+
+[package.extras]
+email = ["email-validator (>=2.0.0)"]
+
+[[package]]
+name = "pydantic-core"
+version = "2.6.3"
+description = ""
 optional = false
 python-versions = ">=3.7"
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     {file = "PyYAML-6.0.1-cp38-cp38-win32.whl", hash = "sha256:184c5108a2aca3c5b3d3bf9395d50893a7ab82a38004c8f61c258d4428e80206"},
     {file = "PyYAML-6.0.1-cp38-cp38-win_amd64.whl", hash = "sha256:1e2722cc9fbb45d9b87631ac70924c11d3a401b2d7f410cc0e3bbf249f2dca62"},
     {file = "PyYAML-6.0.1-cp39-cp39-macosx_10_9_x86_64.whl", hash = "sha256:9eb6caa9a297fc2c2fb8862bc5370d0303ddba53ba97e71f08023b6cd73d16a8"},
@@ -2112,7 +2202,6 @@ files = [
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_aarch64.manylinux2014_aarch64.whl", hash = "sha256:5773183b6446b2c99bb77e77595dd486303b4faab2b086e7b17bc6bef28865f6"},
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_s390x.manylinux2014_s390x.whl", hash = "sha256:b786eecbdf8499b9ca1d697215862083bd6d2a99965554781d0d8d1ad31e13a0"},
     {file = "PyYAML-6.0.1-cp39-cp39-manylinux_2_17_x86_64.manylinux2014_x86_64.whl", hash = "sha256:bc1bf2925a1ecd43da378f4db9e4f799775d6367bdb94671027b73b393a7c42c"},
-    {file = "PyYAML-6.0.1-cp39-cp39-musllinux_1_1_x86_64.whl", hash = "sha256:04ac92ad1925b2cff1db0cfebffb6ffc43457495c9b3c39d3fcae417d7125dc5"},
     {file = "PyYAML-6.0.1-cp39-cp39-win32.whl", hash = "sha256:faca3bdcf85b2fc05d06ff3fbc1f83e1391b3e724afa3feba7d13eeab355484c"},
     {file = "PyYAML-6.0.1-cp39-cp39-win_amd64.whl", hash = "sha256:510c9deebc5c0225e8c96813043e62b680ba2f9c50a08d3724c7f28a747d1486"},
     {file = "PyYAML-6.0.1.tar.gz", hash = "sha256:bfdf460b1736c775f2ba9f6a92bca30bc2095067b8a9d77876d1fad6cc3b4a43"},
@@ -3345,4 +3434,4 @@ user-search = ["pyicu"]
 [metadata]
 lock-version = "2.0"
 python-versions = "^3.8.0"
-content-hash = "1481c785665220fbf79613030a581b7289d49b7f336cc136dd87d39048f5446c"
+content-hash = "364c309486e9d93d4da8a1a3784d5ecd7d2a9734cf84dcd4a991f2cd54f0b5b5"
diff --git a/pyproject.toml b/pyproject.toml
index f69336a73f..ea55d81b13 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -209,11 +209,11 @@ cryptography = ">=3.4.7"
 # ijson 3.1.4 fixes a bug with "." in property names
 ijson = ">=3.1.4"
 matrix-common = "^1.3.0"
-# We need packaging.requirements.Requirement, added in 16.1.
-packaging = ">=16.1"
-# This is the most recent version of Pydantic with available on common distros.
-# We are currently incompatible with >=2.0.0: (https://github.com/matrix-org/synapse/issues/15858)
-pydantic = "^1.7.4"
+# We need packaging.verison.Version(...).major added in 20.0.
+packaging = ">=20.0"
+# We support pydantic v1 and pydantic v2 via the pydantic.v1 compat module.
+# See https://github.com/matrix-org/synapse/issues/15858
+pydantic = ">=1.7.4, <3"
 
 # This is for building the rust components during "poetry install", which
 # currently ignores the `build-system.requires` directive (c.f.
@@ -321,6 +321,8 @@ all = [
 isort = ">=5.10.1"
 black = ">=22.7.0"
 ruff = "0.0.290"
+# Type checking only works with the pydantic.v1 compat module from pydantic v2
+pydantic = "^2"
 
 # Typechecking
 lxml-stubs = ">=0.4.0"
diff --git a/scripts-dev/check_pydantic_models.py b/scripts-dev/check_pydantic_models.py
index 9f2b7ded5b..d1cfc9a85c 100755
--- a/scripts-dev/check_pydantic_models.py
+++ b/scripts-dev/check_pydantic_models.py
@@ -36,11 +36,41 @@ import textwrap
 import traceback
 import unittest.mock
 from contextlib import contextmanager
-from typing import Any, Callable, Dict, Generator, List, Set, Type, TypeVar
+from typing import (
+    TYPE_CHECKING,
+    Any,
+    Callable,
+    Dict,
+    Generator,
+    List,
+    Set,
+    Type,
+    TypeVar,
+)
 
 from parameterized import parameterized
-from pydantic import BaseModel as PydanticBaseModel, conbytes, confloat, conint, constr
-from pydantic.typing import get_args
+
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import (
+        BaseModel as PydanticBaseModel,
+        conbytes,
+        confloat,
+        conint,
+        constr,
+    )
+    from pydantic.v1.typing import get_args
+else:
+    from pydantic import (
+        BaseModel as PydanticBaseModel,
+        conbytes,
+        confloat,
+        conint,
+        constr,
+    )
+    from pydantic.typing import get_args
+
 from typing_extensions import ParamSpec
 
 logger = logging.getLogger(__name__)
@@ -251,7 +281,10 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                from pydantic import constr
+                try:
+                    from pydantic.v1 import constr
+                except ImportError:
+                    from pydantic import constr
                 constr()
                 """
             )
@@ -269,7 +302,10 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                from pydantic import *
+                try:
+                    from pydantic.v1 import *
+                except ImportError:
+                    from pydantic import *
                 constr()
                 """
             )
@@ -278,7 +314,10 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                from pydantic.types import constr
+                try:
+                    from pydantic.v1.types import constr
+                except ImportError:
+                    from pydantic.types import constr
                 constr()
                 """
             )
@@ -287,8 +326,11 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                import pydantic.types
-                pydantic.types.constr()
+                try:
+                    from pydantic.v1 import types as pydantic_types
+                except ImportError:
+                    from pydantic import types as pydantic_types
+                pydantic_types.constr()
                 """
             )
 
@@ -296,7 +338,10 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                from pydantic import constr
+                try:
+                    from pydantic.v1 import constr
+                except ImportError:
+                    from pydantic import constr
                 constr(min_length=10)
                 """
             )
@@ -305,7 +350,10 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                from pydantic import constr
+                try:
+                    from pydantic.v1 import constr
+                except ImportError:
+                    from pydantic import constr
                 constr(strict=False)
                 """
             )
@@ -314,7 +362,10 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic():
             run_test_snippet(
                 """
-                from pydantic import constr
+                try:
+                    from pydantic.v1 import constr
+                except ImportError:
+                    from pydantic import constr
                 constr(strict=True)
                 """
             )
@@ -323,7 +374,10 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                from pydantic import constr
+                try:
+                    from pydantic.v1 import constr
+                except ImportError:
+                    from pydantic import constr
                 x: constr()
                 """
             )
@@ -332,7 +386,10 @@ class TestConstrainedTypesPatch(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                from pydantic import BaseModel, conint
+                try:
+                    from pydantic.v1 import BaseModel, conint
+                except ImportError:
+                    from pydantic import BaseModel, conint
                 class C:
                     x: conint()
                 """
@@ -361,7 +418,10 @@ class TestFieldTypeInspection(unittest.TestCase):
             run_test_snippet(
                 f"""
                 from typing import *
-                from pydantic import *
+                try:
+                    from pydantic.v1 import *
+                except ImportError:
+                    from pydantic import *
                 class C(BaseModel):
                     f: {annotation}
                 """
@@ -388,7 +448,10 @@ class TestFieldTypeInspection(unittest.TestCase):
             run_test_snippet(
                 f"""
                 from typing import *
-                from pydantic import *
+                try:
+                    from pydantic.v1 import *
+                except ImportError:
+                    from pydantic import *
                 class C(BaseModel):
                     f: {annotation}
                 """
@@ -398,7 +461,10 @@ class TestFieldTypeInspection(unittest.TestCase):
         with monkeypatch_pydantic(), self.assertRaises(ModelCheckerException):
             run_test_snippet(
                 """
-                from pydantic.main import BaseModel
+                try:
+                    from pydantic.v1.main import BaseModel
+                except ImportError:
+                    from pydantic.main import BaseModel
                 class C(BaseModel):
                     f: str
                 """
diff --git a/synapse/_pydantic_compat.py b/synapse/_pydantic_compat.py
new file mode 100644
index 0000000000..ddff72afa1
--- /dev/null
+++ b/synapse/_pydantic_compat.py
@@ -0,0 +1,26 @@
+# Copyright 2023 Maxwell G <maxwell@gtmx.me>
+#
+# Licensed under the Apache License, Version 2.0 (the "License");
+# you may not use this file except in compliance with the License.
+# You may obtain a copy of the License at
+#
+#     http://www.apache.org/licenses/LICENSE-2.0
+#
+# Unless required by applicable law or agreed to in writing, software
+# distributed under the License is distributed on an "AS IS" BASIS,
+# WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+# See the License for the specific language governing permissions and
+# limitations under the License.
+
+from packaging.version import Version
+
+try:
+    from pydantic import __version__ as pydantic_version
+except ImportError:
+    import importlib.metadata
+
+    pydantic_version = importlib.metadata.version("pydantic")
+
+HAS_PYDANTIC_V2: bool = Version(pydantic_version).major == 2
+
+__all__ = ("HAS_PYDANTIC_V2",)
diff --git a/synapse/config/_util.py b/synapse/config/_util.py
index acccca413b..746838eee3 100644
--- a/synapse/config/_util.py
+++ b/synapse/config/_util.py
@@ -11,10 +11,16 @@
 # WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
 # See the License for the specific language governing permissions and
 # limitations under the License.
-from typing import Any, Dict, Type, TypeVar
+from typing import TYPE_CHECKING, Any, Dict, Type, TypeVar
 
 import jsonschema
-from pydantic import BaseModel, ValidationError, parse_obj_as
+
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import BaseModel, ValidationError, parse_obj_as
+else:
+    from pydantic import BaseModel, ValidationError, parse_obj_as
 
 from synapse.config._base import ConfigError
 from synapse.types import JsonDict, StrSequence
diff --git a/synapse/config/workers.py b/synapse/config/workers.py
index 6567fb6bb0..f1766088fc 100644
--- a/synapse/config/workers.py
+++ b/synapse/config/workers.py
@@ -15,10 +15,16 @@
 
 import argparse
 import logging
-from typing import Any, Dict, List, Optional, Union
+from typing import TYPE_CHECKING, Any, Dict, List, Optional, Union
 
 import attr
-from pydantic import BaseModel, Extra, StrictBool, StrictInt, StrictStr
+
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import BaseModel, Extra, StrictBool, StrictInt, StrictStr
+else:
+    from pydantic import BaseModel, Extra, StrictBool, StrictInt, StrictStr
 
 from synapse.config._base import (
     Config,
diff --git a/synapse/events/validator.py b/synapse/events/validator.py
index 5da50cb0d2..a637fadfab 100644
--- a/synapse/events/validator.py
+++ b/synapse/events/validator.py
@@ -12,10 +12,16 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 import collections.abc
-from typing import List, Type, Union, cast
+from typing import TYPE_CHECKING, List, Type, Union, cast
 
 import jsonschema
-from pydantic import Field, StrictBool, StrictStr
+
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import Field, StrictBool, StrictStr
+else:
+    from pydantic import Field, StrictBool, StrictStr
 
 from synapse.api.constants import (
     MAX_ALIAS_LENGTH,
diff --git a/synapse/http/servlet.py b/synapse/http/servlet.py
index 5d79d31579..d9d5655c95 100644
--- a/synapse/http/servlet.py
+++ b/synapse/http/servlet.py
@@ -28,8 +28,15 @@ from typing import (
     overload,
 )
 
-from pydantic import BaseModel, MissingError, PydanticValueError, ValidationError
-from pydantic.error_wrappers import ErrorWrapper
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import BaseModel, MissingError, PydanticValueError, ValidationError
+    from pydantic.v1.error_wrappers import ErrorWrapper
+else:
+    from pydantic import BaseModel, MissingError, PydanticValueError, ValidationError
+    from pydantic.error_wrappers import ErrorWrapper
+
 from typing_extensions import Literal
 
 from twisted.web.server import Request
diff --git a/synapse/rest/client/account.py b/synapse/rest/client/account.py
index 49cd0805fd..e74a87af4d 100644
--- a/synapse/rest/client/account.py
+++ b/synapse/rest/client/account.py
@@ -18,7 +18,12 @@ import random
 from typing import TYPE_CHECKING, List, Optional, Tuple
 from urllib.parse import urlparse
 
-from pydantic import StrictBool, StrictStr, constr
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import StrictBool, StrictStr, constr
+else:
+    from pydantic import StrictBool, StrictStr, constr
 from typing_extensions import Literal
 
 from twisted.web.server import Request
diff --git a/synapse/rest/client/devices.py b/synapse/rest/client/devices.py
index 925f037743..80ae937921 100644
--- a/synapse/rest/client/devices.py
+++ b/synapse/rest/client/devices.py
@@ -17,7 +17,12 @@ import logging
 from http import HTTPStatus
 from typing import TYPE_CHECKING, List, Optional, Tuple
 
-from pydantic import Extra, StrictStr
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import Extra, StrictStr
+else:
+    from pydantic import Extra, StrictStr
 
 from synapse.api import errors
 from synapse.api.errors import NotFoundError, SynapseError, UnrecognizedRequestError
diff --git a/synapse/rest/client/directory.py b/synapse/rest/client/directory.py
index 570bb52747..82944ca711 100644
--- a/synapse/rest/client/directory.py
+++ b/synapse/rest/client/directory.py
@@ -15,7 +15,13 @@
 import logging
 from typing import TYPE_CHECKING, List, Optional, Tuple
 
-from pydantic import StrictStr
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import StrictStr
+else:
+    from pydantic import StrictStr
+
 from typing_extensions import Literal
 
 from twisted.web.server import Request
diff --git a/synapse/rest/client/models.py b/synapse/rest/client/models.py
index 3d7940b0fc..880f79473c 100644
--- a/synapse/rest/client/models.py
+++ b/synapse/rest/client/models.py
@@ -13,7 +13,12 @@
 # limitations under the License.
 from typing import TYPE_CHECKING, Dict, Optional
 
-from pydantic import Extra, StrictInt, StrictStr, constr, validator
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import Extra, StrictInt, StrictStr, constr, validator
+else:
+    from pydantic import Extra, StrictInt, StrictStr, constr, validator
 
 from synapse.rest.models import RequestBodyModel
 from synapse.util.threepids import validate_email
diff --git a/synapse/rest/key/v2/remote_key_resource.py b/synapse/rest/key/v2/remote_key_resource.py
index 0aaa838d04..48c47058db 100644
--- a/synapse/rest/key/v2/remote_key_resource.py
+++ b/synapse/rest/key/v2/remote_key_resource.py
@@ -16,7 +16,13 @@ import logging
 import re
 from typing import TYPE_CHECKING, Dict, Mapping, Optional, Set, Tuple
 
-from pydantic import Extra, StrictInt, StrictStr
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import Extra, StrictInt, StrictStr
+else:
+    from pydantic import StrictInt, StrictStr, Extra
+
 from signedjson.sign import sign_json
 
 from twisted.web.server import Request
diff --git a/synapse/rest/models.py b/synapse/rest/models.py
index d47de5c19e..de354a2135 100644
--- a/synapse/rest/models.py
+++ b/synapse/rest/models.py
@@ -11,7 +11,14 @@
 # WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
 # See the License for the specific language governing permissions and
 # limitations under the License.
-from pydantic import BaseModel, Extra
+from typing import TYPE_CHECKING
+
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
+
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import BaseModel, Extra
+else:
+    from pydantic import BaseModel, Extra
 
 
 class RequestBodyModel(BaseModel):
diff --git a/synapse/storage/background_updates.py b/synapse/storage/background_updates.py
index 99ebd96f84..12829d3d7d 100644
--- a/synapse/storage/background_updates.py
+++ b/synapse/storage/background_updates.py
@@ -31,8 +31,8 @@ from typing import (
 )
 
 import attr
-from pydantic import BaseModel
 
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
 from synapse.metrics.background_process_metrics import run_as_background_process
 from synapse.storage.engines import PostgresEngine
 from synapse.storage.types import Connection, Cursor
@@ -41,6 +41,11 @@ from synapse.util import Clock, json_encoder
 
 from . import engines
 
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import BaseModel
+else:
+    from pydantic import BaseModel
+
 if TYPE_CHECKING:
     from synapse.server import HomeServer
     from synapse.storage.database import DatabasePool, LoggingTransaction
diff --git a/tests/rest/client/test_models.py b/tests/rest/client/test_models.py
index 0b8fcb0c47..524ea6047e 100644
--- a/tests/rest/client/test_models.py
+++ b/tests/rest/client/test_models.py
@@ -12,12 +12,18 @@
 # See the License for the specific language governing permissions and
 # limitations under the License.
 import unittest as stdlib_unittest
+from typing import TYPE_CHECKING
 
-from pydantic import BaseModel, ValidationError
 from typing_extensions import Literal
 
+from synapse._pydantic_compat import HAS_PYDANTIC_V2
 from synapse.rest.client.models import EmailRequestTokenBody
 
+if TYPE_CHECKING or HAS_PYDANTIC_V2:
+    from pydantic.v1 import BaseModel, ValidationError
+else:
+    from pydantic import BaseModel, ValidationError
+
 
 class ThreepidMediumEnumTestCase(stdlib_unittest.TestCase):
     class Model(BaseModel):