Looks like no one’s replied in a while. To start the conversation again, simply ask a new question.

5th Generation Nano iPod. The iPod syncs on iTunes when I connect it to my MAC, but when I try to add a song from iTunes to the iPod, I receive the message "Cannot be synced, unknown error occurred (1039)

5th generation iPod Nano - iPod syncs with my iTunes and I can see it in iTunes, but when I try to move a song from my iTunes to the iPod I get an error message "Cannot by synced, Unknown error occurred (1039). System works fine with my 4th generation iPod Nano. I'm afraid to "RESET" my iPod because I may not be able to restore my music and videos afterwards.

iPod nano (5th generation), Mac OS X (10.6.1)

Posted on Apr 18, 2012 2:12 PM

Reply
10 replies

Apr 19, 2012 12:54 PM in response to VENTANILLA 97

My iPod had the latest version of iTunes already. When I select my iPod in iTunes and go to the MUSIC tab, the SYNC MUSIC option there has no "Selected Playlist" nor "Voice Memos" selection shown. (All that appears is "Entire Music Library" (which is selected), "Selected Playlists, Artists, Albums and Genres", (which is not selected) and "Include Music Videos" (which is selected)). Also the SYNC MUSIC option was never selected, so I can't deselect it. So I'm not having much luck so far....

Apr 19, 2012 1:54 PM in response to VENTANILLA 97

Hmm. Do you sync podcasts to your device? If so, disable that setting so that podcasts are removed from your device during the next sync with iTunes and see if that resolves the issue.


Otherwise, some users have been able to fix it by rebuilding their iTunes library. See here for instructions on how to do this.

iTunes: How to re-create your iTunes library and playlists


B-rock

Apr 20, 2012 10:19 PM in response to VENTANILLA 97

I have never sync'd podcasts on my iPod. I feel the problem is in the iPod itself since my 4th generation iPod works perfectly and I'm afraid to mess with my iTunes library since it did disappear once. I did notice that the problem started appearing after I upgraded my iMac from Leopard to Snow Leopard. Could that have something to do with the problem?

5th Generation Nano iPod. The iPod syncs on iTunes when I connect it to my MAC, but when I try to add a song from iTunes to the iPod, I receive the message "Cannot be synced, unknown error occurred (1039)

Welcome to Apple Support Community
A forum where Apple customers help each other with their products. Get started with your Apple ID.