Subclassing of annotated types does not always work

GitHub fields:

assignee = None
closed_at = None
created_at = <Date 2021-08-21.07:41:02.034>
labels = ['type-bug', 'library', '3.9', '3.10', '3.11']
title = 'Subclassing of annotated types does not always work'
updated_at = <Date 2021-08-21.07:47:25.292>
user = 'https://github.com/serhiy-storchaka'

bugs.python.org fields:

activity = <Date 2021-08-21.07:47:25.292>
actor = 'serhiy.storchaka'
assignee = 'none'
closed = False
closed_date = None
closer = None
components = ['Library (Lib)']
creation = <Date 2021-08-21.07:41:02.034>
creator = 'serhiy.storchaka'
dependencies = []
files = []
hgrepos = []
issue_num = 44969
keywords = []
message_count = 2.0
messages = ['400021', '400022']
nosy_count = 3.0
nosy_names = ['gvanrossum', 'serhiy.storchaka', 'kj']
pr_nums = []
priority = 'normal'
resolution = None
stage = None
status = 'open'
superseder = None
type = 'behavior'
url = 'https://bugs.python.org/issue44969'
versions = ['Python 3.9', 'Python 3.10', 'Python 3.11']