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ipython2 does not work with Milky Way (it used to work with the previous release):

$ ipython2
Traceback (most recent call last):
  File "/usr/bin/ipython2", line 6, in <module>
    from pkg_resources import load_entry_point
  File "/usr/lib/python2.7/site-packages/pkg_resources/__init__.py", line 3036, in <module>
    @_call_aside
  File "/usr/lib/python2.7/site-packages/pkg_resources/__init__.py", line 3020, in _call_aside
    f(*args, **kwargs)   
  File "/usr/lib/python2.7/site-packages/pkg_resources/__init__.py", line 3049, in _initialize_master_working_set
    working_set = WorkingSet._build_master()
  File "/usr/lib/python2.7/site-packages/pkg_resources/__init__.py", line 654, in _build_master
    ws.require(__requires__)
  File "/usr/lib/python2.7/site-packages/pkg_resources/__init__.py", line 968, in require 
    needed = self.resolve(parse_requirements(requirements))
  File "/usr/lib/python2.7/site-packages/pkg_resources/__init__.py", line 854, in resolve 
    raise DistributionNotFound(req, requirers)
pkg_resources.DistributionNotFound: The 'pathlib2' distribution was not found and is required by ipython

It is because ipython2 (and also python2-pickleshare) now requires pathlib2 while Milky Way only ships pathlib (python2-pathlib package) which is deprecated upstream over pathlib2 and this package is also orphaned BTW.

python2-pathlib2 is available in Arch:
https://www.archlinux.org/packages/community/any/python2-pathlib2/

It builds fine on hyperbola and once installed, ipython2 works fine. As of other packages currently depending on the legacy python2-pathlib, I checked them one by one and:

• python2-pickleshare: Broken as it requires pathlib2 (same as ipython2).
• python2-pytest-benchmark: Does not use pathlib at all (neither in setuptools requires.txt nor in the source code).

CVE-2020-5260 has been fixed very recently in Debian, so I thought I would apply this patch. However, I found out that security patches have not been applied for quite a while (I could account for at least 6 CVEs).

Considering that the version in Debian stretch (2.11.0) is the nearest version with security patches released by Debian and that git project oldest supported version is 2.17, I have used patches from Debian stretch to apply on 2.12.2 currently in Milky Way.

But I have the following error on check():

 |  *** prove ***
 |
 |  Test Summary Report
 |  -------------------
 |  t5570-git-daemon.sh                              (Wstat: 256 Tests: 20 Failed: 10)
 |    Failed tests:  3-7, 15-19
 |    Non-zero exit status: 1
 |  t5811-proto-disable-git.sh                       (Wstat: 256 Tests: 26 Failed: 16)
 |    Failed tests:  2-6, 9-11, 15-19, 21-23
 |    Non-zero exit status: 1
 |  Files=769, Tests=14137, 1101 wallclock secs ( 8.08 usr  1.12 sys + 144.48 cusr 63.42 csys = 217.10 CPU)
 |  Result: FAIL
 |  make[1]: *** [Makefile:45: prove] Error 1
 |  make[1]: Leaving directory '/build/git/src/git-2.12.2/t'
 |  make: *** [Makefile:2291: test] Error 2
 |  ==> ERROR: A failure occurred in check().
 |      Aborting...

This does not seem to be related to my change as the current version in Milky Way produces the same error (IOW the package currently in Milky Way is not rebuidable).