Well as far as I know the bridge will not be to successful as SCSI drives have been failing for over a decade and if those worked we would not have tried so hard to find other alternatives.  

Id try SCSI zips before a bridge and IDE.

Aztec Monster is a CF card to SCSI alternative some have found works well.

Also the classic is going to be due for a motherboard recapping (replace capacitors) if you have not done so.  The goo on the classics is bad.  After had 3 repaired its pretty common.