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Jul 10, 2015 5:33 PM in response to spyglasseyeby Carolyn Samit,Syncing your iPad to a computer running Windows?
"Error 39"
This can be caused by outdated iTunes software or web accelerators.
To resolve, download the latest version of iTunes for Windows at apple.com/itunes/download/
If already on the latest version, look at disabling or uninstalling any web accelerator software and restarting.From here > Advanced iTunes Store troubleshooting - Apple Support