pip-sync failure

gistfile1.txt

$ pip-sync dev-requirements.txt
Found existing installation: httplib2 0.18.1
Uninstalling httplib2-0.18.1:
ERROR: Exception:
Traceback (most recent call last):
  File "/usr/lib/python3.9/shutil.py", line 806, in move
    os.rename(src, real_dst)
PermissionError: [Errno 13] Permission denied: '/usr/lib/python3/dist-packages/httplib2' -> '/tmp/pip-uninstall-7q26qd9s'

During handling of the above exception, another exception occurred:

Traceback (most recent call last):
  File "/home/dsterry/.local/lib/python3.9/site-packages/pip/_internal/cli/base_command.py", line 173, in _main
    status = self.run(options, args)
  File "/home/dsterry/.local/lib/python3.9/site-packages/pip/_internal/commands/uninstall.py", line 93, in run
    uninstall_pathset = req.uninstall(
  File "/home/dsterry/.local/lib/python3.9/site-packages/pip/_internal/req/req_install.py", line 633, in uninstall
    uninstalled_pathset.remove(auto_confirm, verbose)
  File "/home/dsterry/.local/lib/python3.9/site-packages/pip/_internal/req/req_uninstall.py", line 384, in remove
    moved.stash(path)
  File "/home/dsterry/.local/lib/python3.9/site-packages/pip/_internal/req/req_uninstall.py", line 281, in stash
    renames(path, new_path)
  File "/home/dsterry/.local/lib/python3.9/site-packages/pip/_internal/utils/misc.py", line 331, in renames
    shutil.move(old, new)
  File "/usr/lib/python3.9/shutil.py", line 818, in move
    rmtree(src)
  File "/usr/lib/python3.9/shutil.py", line 718, in rmtree
    _rmtree_safe_fd(fd, path, onerror)
  File "/usr/lib/python3.9/shutil.py", line 655, in _rmtree_safe_fd
    _rmtree_safe_fd(dirfd, fullname, onerror)
  File "/usr/lib/python3.9/shutil.py", line 675, in _rmtree_safe_fd
    onerror(os.unlink, fullname, sys.exc_info())
  File "/usr/lib/python3.9/shutil.py", line 673, in _rmtree_safe_fd
    os.unlink(entry.name, dir_fd=topfd)
PermissionError: [Errno 13] Permission denied: 'certs.cpython-39.pyc'
Traceback (most recent call last):
  File "/home/dsterry/.local/bin/pip-sync", line 8, in <module>
    sys.exit(cli())
  File "/home/dsterry/.local/lib/python3.9/site-packages/click/core.py", line 1137, in __call__
    return self.main(*args, **kwargs)
  File "/home/dsterry/.local/lib/python3.9/site-packages/click/core.py", line 1062, in main
    rv = self.invoke(ctx)
  File "/home/dsterry/.local/lib/python3.9/site-packages/click/core.py", line 1404, in invoke
    return ctx.invoke(self.callback, **ctx.params)
  File "/home/dsterry/.local/lib/python3.9/site-packages/click/core.py", line 763, in invoke
    return __callback(*args, **kwargs)
  File "/home/dsterry/.local/lib/python3.9/site-packages/piptools/scripts/sync.py", line 171, in cli
    sync.sync(
  File "/home/dsterry/.local/lib/python3.9/site-packages/piptools/sync.py", line 220, in sync
    run(  # nosec
  File "/usr/lib/python3.9/subprocess.py", line 528, in run
    raise CalledProcessError(retcode, process.args,
subprocess.CalledProcessError: Command '['/usr/bin/python3', '-m', 'pip', 'uninstall', '-y', 'httplib2', 'pycurl', 'pysimplesoap', 'python-apt', 'python-debian', 'python-debianbts', 'reportbug']' returned non-zero exit status 2.