I can't sync some albums/songs from iTunes 12.1 on my Mac to my iPad running iOS 8.2

In brief, when I drag content from iTunes to my iPad icon it will not transfer. It doesn't happen to all albums and songs but quite a few. I also have an iPod touch 5th gen iOS 8.2 and the same albums seem to move across ok? Most pf the time it say's "preparing to update" and then just does nothing?

Launch the Console application in any of the following ways:
☞ Enter the first few letters of its name into a Spotlight search. Select it in the results (it should be at the top.)
☞ In the Finder, select Go ▹ Utilities from the menu bar, or press the key combination shift-command-U. The application is in the folder that opens.
☞ Open LaunchPad and start typing the name.
The title of the Console window should be All Messages. If it isn't, select
          SYSTEM LOG QUERIES ▹ All Messages
from the log list on the left. If you don't see that list, select
          View ▹ Show Log List
from the menu bar at the top of the screen.
Click the Clear Display icon in the toolbar. Then take an action that isn't working the way you expect. Select any messages that appear in the Console window. Copy them to the Clipboard by pressing the key combination command-C. Paste into a reply to this message by pressing command-V.
The log contains a vast amount of information, almost all of which is irrelevant to solving any particular problem. When posting a log extract, be selective. A few dozen lines are almost always more than enough.
Please don't indiscriminately dump thousands of lines from the log into this discussion.
Please don't post screenshots of log messages—post the text.
Some private information, such as your name or email address, may appear in the log. Anonymize before posting.

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