After fixing freetype fonts problem I was able to run notepad++.It showed some errors about freetype fonts so I installed them with macports and I had to copy them from /opt/X11/lib to /usr/local/lib before wine detected them.It opened windows console and here I was able to cd to Notepad++ 64 bit directory (downloaded from note that newest version did not work and threw some errors about some dll's).It compiled after more than 30 minutes.configure -enable-win64 successfully without errors in terminal run: make It showed that it couldn't find bison, so I installed it with macports (sudo port install bison).My steps were more or less something like that: I was able to build Wine 64 bit from source on macOS Catalina and successfully run Notepad++ 64 bit on it.