iTunes reports that "iTunes cannot recognize this iPod at this time"

Symptom

If iTunes displays one of the following messages when you connect iPod nano (3rd generation) or iPod classic, proceed to the Solution section:

• iTunes for Windows
  
  
  

  
  
  



• iTunes for Mac
  

  
  
  

Products affected

• 
  iPod nano (3rd generation)
  


• 
  iPod classic
  

Solution

In some cases, your iPod may simply need to be reset. Follow the steps below to reset your iPod:

1. Toggle the Hold switch on and off. (Slide it to Hold, and then turn it off again).


2. Press and hold the Menu and Center buttons simultaneously
   
   source