Learn what to do if you can't sync music from iTunes on your computer to your iPhone, iPad, or iPod touch. When you use iTunes to sync music to your iPhone, iPad, or iPod touch, you might see an alert message. The message might say that your device "cannot be synced" or that iTunes can't copy a specific song to your device. The message might also have one of these error numbers: Error -5000 Error -69 Error 13010 Error 13014 First, make sure that you have the latest version of iTunes and the latest software updates for your device. Then continue below. Consolidate the media files in your iTunes library The media files in your iTunes library might be stored in several locations. Consolidate your files to make sure that the content is stored in one location. This can correct permissions and simplify the syncing process. Check for issues with third-party security software Some third-party software, including security software, can interfere with the sync process between your computer and your device. Change your security software's setup and then try to sync again. If you still see the error In some cases, there might be an issue with specific songs that you're trying to sync. To identify the songs: See if the error message includes which songs are causing the issue. Sync only a few songs at a time, adding more until the issue occurs again. For issues with songs that you bought from the iTunes Store, you can delete and then redownload them. You can also download them directly to your iPhone, iPad, or iPod touch. You might have an issue with songs you copied from a CD or didn’t buy from the iTunes Store. In this case, delete them and then import them again from the original source.