From db23b8bb13863fcd88ff91bc22398f8e0312039e Mon Sep 17 00:00:00 2001
From: "Tomas R." <tomas.roun8@gmail.com>
Date: Sun, 6 Oct 2024 15:16:41 +0200
Subject: [PATCH] gh-125008: Fix `tokenize.untokenize` roundtrip for `\n{{`
 (#125013)

---
 Lib/test/test_tokenize.py                     | 20 +++++++++++++++++++
 Lib/tokenize.py                               |  2 +-
 ...-10-05-23-53-06.gh-issue-125008.ETANpd.rst |  2 ++
 3 files changed, 23 insertions(+), 1 deletion(-)
 create mode 100644 Misc/NEWS.d/next/Core_and_Builtins/2024-10-05-23-53-06.gh-issue-125008.ETANpd.rst

diff --git a/Lib/test/test_tokenize.py b/Lib/test/test_tokenize.py
index de0e0b430a21bf..75710db7d05375 100644
--- a/Lib/test/test_tokenize.py
+++ b/Lib/test/test_tokenize.py
@@ -1919,6 +1919,26 @@ def test_roundtrip(self):
         self.check_roundtrip(r"f'\\\\N{{'")
         self.check_roundtrip(r"f'\\\\\\N{{'")
         self.check_roundtrip(r"f'\\\\\\\\N{{'")
+
+        self.check_roundtrip(r"f'\n{{foo}}'")
+        self.check_roundtrip(r"f'\\n{{foo}}'")
+        self.check_roundtrip(r"f'\\\n{{foo}}'")
+        self.check_roundtrip(r"f'\\\\n{{foo}}'")
+
+        self.check_roundtrip(r"f'\t{{foo}}'")
+        self.check_roundtrip(r"f'\\t{{foo}}'")
+        self.check_roundtrip(r"f'\\\t{{foo}}'")
+        self.check_roundtrip(r"f'\\\\t{{foo}}'")
+
+        self.check_roundtrip(r"rf'\t{{foo}}'")
+        self.check_roundtrip(r"rf'\\t{{foo}}'")
+        self.check_roundtrip(r"rf'\\\t{{foo}}'")
+        self.check_roundtrip(r"rf'\\\\t{{foo}}'")
+
+        self.check_roundtrip(r"rf'\{{foo}}'")
+        self.check_roundtrip(r"f'\\{{foo}}'")
+        self.check_roundtrip(r"rf'\\\{{foo}}'")
+        self.check_roundtrip(r"f'\\\\{{foo}}'")
         cases = [
     """
 if 1:
diff --git a/Lib/tokenize.py b/Lib/tokenize.py
index 7f418bb7a1b37f..4b4c3cfe16999b 100644
--- a/Lib/tokenize.py
+++ b/Lib/tokenize.py
@@ -200,7 +200,7 @@ def escape_brackets(self, token):
                         characters[-2::-1]
                     )
                 )
-                if n_backslashes % 2 == 0:
+                if n_backslashes % 2 == 0 or characters[-1] != "N":
                     characters.append(character)
                 else:
                     consume_until_next_bracket = True
diff --git a/Misc/NEWS.d/next/Core_and_Builtins/2024-10-05-23-53-06.gh-issue-125008.ETANpd.rst b/Misc/NEWS.d/next/Core_and_Builtins/2024-10-05-23-53-06.gh-issue-125008.ETANpd.rst
new file mode 100644
index 00000000000000..8971e052860225
--- /dev/null
+++ b/Misc/NEWS.d/next/Core_and_Builtins/2024-10-05-23-53-06.gh-issue-125008.ETANpd.rst
@@ -0,0 +1,2 @@
+Fix :func:`tokenize.untokenize` producing invalid syntax for
+double braces preceded by certain escape characters.