HT1202 Track cannot be found (ipad-PC i-tunes)

Hi
I am trying to sync the music from my ipad to my PC. Through I-cloud I have managed to add songs from my ipad to my PC. I now want to add some older music from my PC to my Ipad, but am unable to. I have followed the step by step guide, but when I try to drag songs across it says 'file cannot be found'.
Am I missing something? Do I need i-tunes match for this?
Any help would be much appreciated as it's quite frustrating.
Thanks

This happens if the file is no longer where iTunes expects to find it. Possible causes are that you or some third party tool has moved, renamed or deleted the file, or that the drive it lives on has had a change of drive letter. It is also possible that iTunes has changed from expecting the files to be in the pre-iTunes 9 layout to post-iTunes 9 layout, or vice-versa, and so is looking in slightly the wrong place.
Select a track with an exclamation mark, use Ctrl-I to get info, then cancel when asked to try to locate the track. Look on the summary tab for the location that iTunes thinks the file should be. Now take a look around your hard drive(s). Hopefully you can locate the track in question. If a section of your library has simply been moved, or a drive letter has changed, it should be possible to reverse the actions.
Alternatively, as long as you can find a location holding the missing files, then you should be able to use my FindTracks script to reconnect them to iTunes.
tt2

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HT1202 Track cannot be found (ipad-PC i-tunes)

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