Hello,

I just tried this myself and configure is automatically picking up my freetype from brew in /usr/local/opt/freetype/. Looking at my log, this is done using pkg-config from brew. So you could try installing pkg-config (brew install pkg-config). You can also try adding --with-freetype=/usr/local/opt/freetype if that's where brew installed it for you.

/Erik


On 2018-02-11 22:51, mbl wrote:
OS: macOS High Sierra, version 10.13.2
Repo : https://github.com/dmlloyd/openjdk.git
Branch : jdk/jdk

mbldeMacBook-Pro:openjdk mbl$ bash ./configure 
--with-boot-jdk=/Library/Java/JavaVirtualMachines/jdk9.0.4.jdk/Home
configure: Configuration created at Mon Feb 12 14:43:36 CST 2018.
configure: error: Could not find freetype! You might be able to fix this by 
running 'brew install freetype'.
/projects/jdpros/openjdk/.build/generated-configure.sh: line 82: 5: Bad file 
descriptor
configure exiting with result code 1
mbldeMacBook-Pro:openjdk mbl$ sudo brew install freetype
Password:
Error: Running Homebrew as root is extremely dangerous and no longer supported.
As Homebrew does not drop privileges on installation you would be giving all
build scripts full access to your system.
mbldeMacBook-Pro:openjdk mbl$ brew install freetype
Updating Homebrew...
Warning: freetype 2.9 is already installed


What can I do?

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