Fix multi-digit version in entry point replacement

news/11547.bugfix.rst

@@ -0,0 +1,3 @@
+Fix entry point generation of ``pip.X``, ``pipX.Y``, and ``easy_install-X.Y``
+to correctly account for multi-digit Python version segments (e.g. the "11"
+part 3.11).

src/pip/_internal/operations/install/wheel.py

@@ -325,7 +325,7 @@ def get_console_script_specs(console: Dict[str, str]) -> List[str]:
 
         scripts_to_generate.append(f"pip{get_major_minor_version()} = {pip_script}")
         # Delete any other versioned pip entry points
-        pip_ep = [k for k in console if re.match(r"pip(\d(\.\d)?)?$", k)]
+        pip_ep = [k for k in console if re.match(r"pip(\d+(\.\d+)?)?$", k)]
         for k in pip_ep:
             del console[k]
     easy_install_script = console.pop("easy_install", None)
@@ -340,7 +340,7 @@ def get_console_script_specs(console: Dict[str, str]) -> List[str]:
         )
         # Delete any other versioned easy_install entry points
         easy_install_ep = [
-            k for k in console if re.match(r"easy_install(-\d\.\d)?$", k)
+            k for k in console if re.match(r"easy_install(-\d+\.\d+)?$", k)
         ]
         for k in easy_install_ep:
             del console[k]

tests/unit/test_wheel.py

@@ -3,6 +3,7 @@
 import logging
 import os
 import pathlib
+import sys
 import textwrap
 from email import message_from_string
 from pathlib import Path
@@ -22,7 +23,11 @@
 from pip._internal.models.scheme import Scheme
 from pip._internal.operations.build.wheel_legacy import get_legacy_build_wheel_path
 from pip._internal.operations.install import wheel
-from pip._internal.operations.install.wheel import InstalledCSVRow, RecordPath
+from pip._internal.operations.install.wheel import (
+    InstalledCSVRow,
+    RecordPath,
+    get_console_script_specs,
+)
 from pip._internal.utils.compat import WINDOWS
 from pip._internal.utils.misc import hash_file
 from pip._internal.utils.unpacking import unpack_file
@@ -681,3 +686,31 @@ def test_rehash(self, tmpdir: Path) -> None:
         h, length = wheel.rehash(os.fspath(self.test_file))
         assert length == str(self.test_file_len)
         assert h == self.test_file_hash_encoded
+
+
+def test_get_console_script_specs_replaces_python_version(
+    monkeypatch: pytest.MonkeyPatch,
+) -> None:
+    # Fake Python version.
+    monkeypatch.setattr(sys, "version_info", (10, 11))
+
+    entry_points = {
+        "pip": "real_pip",
+        "pip99": "whatever",
+        "pip99.88": "whatever",
+        "easy_install": "real_easy_install",
+        "easy_install-99.88": "whatever",
+        # The followings shouldn't be replaced.
+        "not_pip_or_easy_install-99": "whatever",
+        "not_pip_or_easy_install-99.88": "whatever",
+    }
+    specs = get_console_script_specs(entry_points)
+    assert specs == [
+        "pip = real_pip",
+        "pip10 = real_pip",
+        "pip10.11 = real_pip",
+        "easy_install = real_easy_install",
+        "easy_install-10.11 = real_easy_install",
+        "not_pip_or_easy_install-99 = whatever",
+        "not_pip_or_easy_install-99.88 = whatever",
+    ]