Most of the jailbreak users may experience either the cracked application don’t transfer, or get deleted when sync with iTunes.
Solution 1:
Make sure you have the correct AppSync version installed for you firmware
Make sure you have at least 1 legit app from the AppStore installed, free or paid.
Make sure your device IS NOT connected to the computer while you install an app.
Try rebooting, or Respring, after you install an app, then try syncing again.
Make sure iTunes Sync is ON in Installous.
Solution 2:
Right-click on your device icon in the left menu in iTunes (under Devices), and click Reset Warnings
Right-click again and click Transfer Purchases
Solution 3:
Download an iDevice filesystem browsing program, like iFunBox, or iPhone Explorer (make sure you have afc2add from Cydia installed)
Open the program you chose, and navigate to var/mobile/Documents/Installous/downloads
Copy the ipa files you downloaded to a folder somewhere on your computer (where you can find them)
Open iTunes, click on File (in top left) and click on Add File to Library, then navigate to the folder where you copied the ipas, hold down Shift (PC) or Command Key (Macs), select all the files (click on the 1st, and the last) and click Open
Alternately, you can select multiple files using CTRL, right-click and click Open
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