I had the same problem, and I had to reinstall the pillow, and all this dependencies. Some of my symbolic links where not good.
First you need to do:
brew doctor
And see if you have some errors. My was like this:
Warning: Unbrewed dylibs were found in /usr/local/lib.
If you didn't put them there on purpose they could cause problems when
building Homebrew formulae, and may need to be deleted.
Unexpected dylibs:
/usr/local/lib/libjpeg.8.dylib
/usr/local/lib/libpng.3.dylib
/usr/local/lib/libpng12.0.dylib
/usr/local/lib/libpng14.14.dylib
Warning: Unbrewed .la files were found in /usr/local/lib.
If you didn't put them there on purpose they could cause problems when
building Homebrew formulae, and may need to be deleted.
Unexpected .la files:
/usr/local/lib/libjpeg.la
/usr/local/lib/libpng12.la
/usr/local/lib/libpng14.la
/usr/local/lib/libpng15.la
Warning: Unbrewed .pc files were found in /usr/local/lib/pkgconfig.
If you didn't put them there on purpose they could cause problems when
building Homebrew formulae, and may need to be deleted.
Unexpected .pc files:
/usr/local/lib/pkgconfig/libpng12.pc
/usr/local/lib/pkgconfig/libpng14.pc
Warning: Unbrewed static libraries were found in /usr/local/lib.
If you didn't put them there on purpose they could cause problems when
building Homebrew formulae, and may need to be deleted.
Unexpected static libraries:
/usr/local/lib/libjpeg.a
/usr/local/lib/libpng12.a
/usr/local/lib/libpng14.a
So, I decided to clear all the errors and dependencies that I installed:
brew uninstall pillow
brew uninstall libpng
brew uninstall libjpeg
brew uninstall webp
brew uninstall libtiff
brew uninstall littlecms
brew prune => to clean symlink
When my brew doctor was error free, I just ran brew install pillowit and everything worked fine.
Hope this helps.
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