Reaction #1107

Reaction equation

4-(4-tert-butylanilino)-3-methoxy-2-methylpyridine

→

4-(4-tert-Butylcyclohexylamino)-3-methoxy-2-methylpyridine

Solvents

water

methanol

HCl

Conditions

Workup

1. 1
   Otherare hydrogenated at room temperature
2. 2
   Othernormal pressure until absorption of hydrogen
3. 3
   FiltrationAfter filtering
4. 4
   Concentrationconcentrating 1 g of syrup

Procedure

1 g of 4-(4-tert-butylanilino)-3-methoxy-2-methylpyridine in 20 ml of methanol, 3.7 ml of 2N HCl and 1.3 ml of water are hydrogenated at room temperature and normal pressure until absorption of hydrogen has ended using 1 g of rhodium on alumina (5% strength). After filtering and concentrating 1 g of syrup remains=100% isomer mixture.

Source