HT1535 Transferring purchased songs from MacBook Pro to iTouch

"iTunes cannot add any songs to the iPod . . . no songs in the playlist 'Purchased' can be copied to this iPod." This is the message I get when trying to 'autofill' songs purchased on my MacBook to my iTouch. I have been doing this for the past couple of years and it has worked just fine. For some reason now, it won't transfer my purchased music.
Thanks

Sync it like anything else
Open itunes, connect iphone, select what you want, sync

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