Hi harryfromwakefield,
Thanks for participating in the Apple Support Communities.
It looks like you're trying to sync music to your iPod nano from a CD you imported into iTunes.
The iPod icon you're seeing in the top-left of the iTunes window represents your device. As mentioned in
Locate and view your connected device in iTunes, if you click the iPod icon, you'll be able to view and change its settings--including sync settings.
If you want to be able to drag and drop songs to sync with your iPod nano, follow these steps from Move content from iTunes on your computer to your iPhone, iPad, or iPod touch:
Check to make sure that the "Manually manage music and videos" option is turned on:
- Connect your device to your computer.
- Open iTunes. Make sure that you have the latest version.
- Locate and click on your device.
- In the left sidebar, click Summary.
- Scroll to the Options section.
- Click the box next to "Manually manage music and videos."
- Click Apply.
You might see a message that your device is synced with another library. This means that you've used a different computer to sync your device in the past, and iTunes can't sync without first erasing and replacing all iTunes content on your device.
- Connect your device to your computer.
- Open iTunes. Make sure that you have the latest version.
- Choose the content that you want to add to your device from your iTunes library.
- Look in the left sidebar for your device, then drag the content to your iPhone, iPad, or iPod.
If you're using an iPhone, you can only add music or video from a single iTunes Library.
If you're using an iPad or iPod, you can add music from multiple iTunes Libraries, but video from only one iTunes Library.
Best Regards.