Before anything, if you have updated OSx recently, run from command line
xcode-select --install brew doctor brew update brew upgrade
A BIG NOTE::
brew install openssl1.1, but only few python versions have openssl1.1 others while others have OpenSSL 1.0.2 according to this post [https://github.com/pyenv/pyenv/issues/1425#issuecomment-582204245]
OpenSSL 1.1.0 support in the ssl module was only added to Python 2.7.13, 3.5.3 and 3.6.0 …
If you want to compile any other python version, then you have to download and compile OpenSSL 1.0.2 and manually link it [https://stackoverflow.com/questions/38670295/homebrew-refusing-to-link-openssl] and later remove it.