反应详情

A solution of 3.9 g of 4-[[7-(trifluoromethyl)-4-quinolinyl]amino]benzoic acid and thionyl chloride is allowed to reflux for 41/2 hours. After isolation, the acid chloride is dissolved in 100 ml pyridine and 4.0 g of 4-[4-chlorophenyl]-1,2,5,6-tetrahydropyridine is added. The reaction is stirred overnight and then partitioned between chloroform and aqueous sodium carbonate. The organic phase is dried and concentrated. The residue is crystallized from methylene chloride. The crystals are filtered, washed with ether, and dried to yield 2.99 g (57%) of 4-(4-chlorophenyl)-1,2,5,6-tetrahydro-1-[4-[[7-(trifluoromethyl)-4-quinolinyl]-amino]benzoyl]pyridine, of melting point 225°-226° C.

1. temperatureto reflux for 41/2 hours
2. custompartitioned between chloroform and aqueous sodium carbonate
3. customThe organic phase is dried
4. concentrationconcentrated
5. customThe residue is crystallized from methylene chloride
6. filtrationThe crystals are filtered
7. washwashed with ether
8. customdried