Ipod nano 1st gen not syncing

My ipod nano 1st gen is not syncing properly. When I plug it in and itunes starts up, it begins the syncing process, but gets stuck midway through. I have it set to only sync checked songs and a specific playlist. Also, it still has enough memory. Cannot get it to sync and stays busy so long i cannot eject because computer is busy syncing! I've also tried to reset and restore, but it wouldn't restore because it was busy syncing!! Help please!

I have the same problem. I have an Ipod Nano 1st generation that won't sync also. I tried downgrading Itunes version and that didn't work. I installed the latest Itunes and firmware but I'm still having the problem.
The only solution I have found is to reset the ipod, then do a restore in itunes then run the sync. It works then once and you will need to do it again everytime you sync otherwise it won't sync. It is rather disapointing considering that the Ipod is supposed to be a premium product.

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