Ipad 2 stuck at preparing to update

I connect my iPad 2 (iOS7) to the most recent version of iTunes (11.5) ... and when I try to add songs or video, it gets stuck at PREPARING TO UPDATE.
Any ideas?
I am using a WINDOWS 7 machine.

Yes I have this problem too.
When I drag my music over to my iPhone, iTunes says "Preparing to update" for a few minutes. There is a spinning wheel on my iPhone, but then iTunes just gives up after a few minutes. The spinning wheel on my iPhone disappears, and absolutely nothing has happened; no files have been transfered, no songs have gone from iTunes to my iPhone.
The only reason I turned iTunes Match off on my iPhone is so that I can quickly add some music to my iPhone to listen to whilst I'm in the shower.
I sometimes need to add music to it that I just created myself and then go listen to it in the shower, car or whilst talking a walk somewhere with my iPhone.
i.e. I don't want to to 2 hours before iTunes Match decides it wants to sync up these freshly made mp3's!! Sometimes Match doesn't even work.... or I have to wait a week!!!!
That's what manually managing songs with iTunes should be for; for when you haven't got an age to wait for Match to decide whether it's going to sync your freshly-added songs or not!!
So many exclamation points but if ever exclamation points were needed it is when describing iTunes and iTunes Match usability!!
It totally *****.
Apple, you should be ashamed of this product.

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Ipad 2 stuck on preparing to update and now not recognised in itunes

Firstly my ipad had some songs with lighter colour, if i played that song i would skip to next song. After that when i add songs, video, pdf to my ipad it would stuck on preparing to update. Though i could add files in the app's folder. Now itunes is not recognising the ipad when connected with usb, but shows up in itunes as wireless sync. It shows up in windows explorer. Same thing with my ipod shuffle 4. When i connect ipod shuffle, itunes says syncing ipod, ipod sync compeleted but i cant see the ipod under devices. I have compeletely reinstalled itunes as instructed in the apple's support page and restarted my laptop ( win x64).
I have checked the photo sync and deleted the videos as mentioned in the thread https://discussions.apple.com/thread/2769353?start=0&tstart=0
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My iPad and iPhone are doing the same thing. Must be the traffic.

IPod iOS8.0.2 stuck on "preparing to update"

I just bought a brand new iPod Touch and it's been a complete pain in the *** to be able to transfer my music library.
I'm used to using the iPod Classic which is a pretty basic player.
I was about 75% done transferring my music library (manually) to the iPod Touch (only not the whole library as the size of this device is significantly smaller)
I was doing this by dragging and dropping files. At first it seemed to work fine, then I noticed that all of my songs on the iPod had a red square with a circle around it.
I ended up doing a restore on the iPod and tried again. This time it seems to work, but it got stuck on preparing to update.
Is there a setting that should make file transfers more seamless? I was able to hit the "x" beside the warning and then hit "Sync" when looking at the device page.
Just seems like a lot of additional work.

You did the only thing you could. You did not mis any settings.
Glitches do occur sometimes.

Itunes stuck on "preparing to update" when I try to transfer music?

I have an iphone 4, everything was fine until I updated to iOS 7.1 I believe. Every time I try to transfer a song to my phone it gets stuck on preparing to update forever and it never actually updates anything. When I go to "on this iphone" and search for the songs they appear greyed out. It doesn't matter how many songs I wanna transfer, it takes forever even when it's just 1. I manually manage music. Anybody can help me? This is really frustrating.

Hello there, I'm just a newbie here so please bear with me. I'm 1000% sure it's a compatibility problem between iOS 7.11 and newer models of iphones plus ipod touches. I've encountered the same annoyance many times- ipod touch 5th gen syncs perfectly for an entire month then gets stuck on the dreaded "preparing to update". Please don't hit me for saying this, but the best option is to wait: it once took me literally 15 minutes to get 2 bloody songs on my device- it WILL update eventually. Still, if you (as a perfectly reasonable human being) can't accept that, try re-installing itunes- this has worked for me in the past, but is fairly sporadic, only effective 60% of the time. Finally, I have a hypothesis that has to do with album art- I once sat my arse down and noticed that the "updates" usually ends with a painfully slow "updating files". I also noticed after running some experiments that songs WITHOUT album art sync much, much faster. I highly suggest you try syncing your tracks without the album art, then fixing it on your device, as inconvenient as it is.
I sincerely hope my advice would be of use. Sorry for the useless rambling.

When trying to manually add new songs to ipod, itunes gets stuck on preparing to update and does not transfer songs.

While adding new songs to ipod touch, all was fine.
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Somebody on twitter mentioned temporarily turning off their passcode before syncing and that seemed to help.

HT5704 My iPad is stuck on preparing update for about 6 hours

My iPad has been stuck on preparing update for about 12 hours now

Hi Alex,
If you still aren't able to successfully update your phone using iTunes because iTunes appears to be stuck preparing your phone. I would recommend you use the troubleshooting in the following article, named:
Resolve iOS update and restore errors in iTunes
Thank you for using Apple Support Communities.
Cheers,
Sterling

HT1535 When manually syncing, iPhone gets stuck on "preparing to update files"

When attempting to add songs via manual sync, ITunes indicates "preparing to update files" and becomes stuck on this.

Somebody on twitter mentioned temporarily turning off their passcode before syncing and that seemed to help.

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Thanks for the reply.
Yes i tried in my pc and disabled both and in my MacBookPro too, still no luck.

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Hiya,
I haven't updated my iPad since probably iOS 6.x maybe 5.x (not sure) - but I went to update it and as the usual error, it is stuck in recovery mode, telling me to plug it into iTunes, which I have done so. I have downloaded the update but I click restore and update (not that I want to, but I can't get it out of recovery so I guess I'll just lose all my stuff) it says it can not be restored because the device isn't elegible for this build.
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Anyone else seen this? Adding songs, then it got stuck.

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Thanks for the reply.
Yes i tried in my pc and disabled both and in my MacBookPro too, still no luck.

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I upgraded Itunes and Iphone to latest versions and now I can't not transfer music from my Itunes library to my iphone. It gets stuck in Preparing to Update. I see the songs on my Iphone but with the dreaded grayed out circle next to them. How do I fix this? I really love how upgrading makes things worse

I have to agree with you on this. I have become increasingly annoyed with the way iTunes arbitrarily manages and lists your music. Especially the "upgraded" music app. I have been a faithful Apple customer since the iphone 3, but I am ready for a divorce now.

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Hello there. I recently updated my iPhone to iOS 7.1. After the update, I noticed that I cannot transfer music to my phone by dragging and dropping. I though it may help if I upgrade my iTunes to the latest available version from the Apple website. That didn't help either. When I go to the "Apps" tab and drag and drop anything from the Windows Explorer to the apps, it gets added. It's only getting stuck at "Preparing to Update" when I add music from within iTunes library. If I disconnect during this sync and reconnect later, the songs do no appear in the phone but appear in the "on this iphone" tab as grey colored and cannot be played.
Any help wuld be appreciated.
Thanks. LD.

I have the same problem than you guys and I can fixed it just deleting the ebooks that I had on my device. I deleted them from iTunes on the device books list in my iphone. Presumibly some epub file was either corrupted or broken. I've got the idea and the possible reason from "twerppoet" at http://www.ipadforums.net/threads/help-my-itunes-are-taking-forever-to-update-fi les-on-ipad-when-i-transfer-ebooks.60436…
Hope that helps.

Ipad 2 stuck at preparing to update

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