Dragging songs?

i recently have had trouble dragging songs from my library to my iPod. The iPod is formatted for Windows, so i thought that might be problem since I purchased a new iMac. Now i realize that I can't drag songs to playlists either. All I can do is select and song and hit control then use the scroll down menu to "add song to selected playlist". Any tips on how I can drag songs again, or help on getting them to my iPod?
THANKS!

Of the 50 or songs I attemped to do this with, only 1 may have been an iTunes-protected song. (i guess it's possible that one of these amongst the rest could halt the entire process...)
The same behavior happened if I attempted the drag-and-drop directly to the mounted SD card or a separate folder on my desktop.
I did realize I already have a solution -- namely MissingSync which allows syncing of selected playlists to the Palm.
(Still not sure why the drag-and-drop wouldn't work. Will tru it with a few definitely non-prtected files to see if that makes a difference...)

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