HT204087: About Windows Migration Assistant
Learn about About Windows Migration Assistant
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Helpful answers
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Jul 27, 2013 11:24 PM in response to halliatJHby mende1,Welcome to Apple Support Communities
If songs were purchased in the iTunes Store, plug the iPod nano, open iTunes and go to File menu (on the menu bar) > Devices > Transfer purchases.
If songs weren't purchased in the iTunes Store, you have to use an app like Senuti > http://www.fadingred.com/senuti/ There are other applications that works to do what you want