You need to upgrade to at least Mac OS X 10.5.8, and get the latest version of iTunes.
See the iPad system requirements at http://www.apple.com/ipad/specs/ , which should also be printed on the iPad box.
What Mac model do you have? You may be able to upgrade to an OS higher than Leopard.
Mac OS X 10.5 Leopard installation system requirements
Leopard is no longer available at the Apple Store but may be available by calling Apple Phone Sales @ 1-800-MY-APPLE (1-800-692-7753).
If you can't obtain a retail install DVD from Apple, look on eBay or Google the installer part numbers to possibly find at an on-line store. Here's what to look for:
MB427Z/A Leopard 10.5.1 install DVD
MB576Z/A Leopard 10.5.4 install DVD
MB021Z/A Leopard 10.5.6 install DVD (single user)
MB022Z/A Leopard 10.5.6 install DVD (5-user family pack)
Installing Mac OS X 10.5 Leopard
Mac OS X 10.5 Leopard Installation and Setup Guide
After you install the base 10.5, download & install the 10.5.8 combo update at http://support.apple.com/downloads/Mac_OS_X_10_5_8_Combo_Update
The DVD should look like this
Caution - Leopard does not support classic mode. So, if you currently open OS 9 apps in classic mode, you won't be able to do this if you upgrade to Leopard.