Hydrochloric Acid → 2-Chloro-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulfanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile

Participants

Reaction Conditions

Reaction Steps

569 mg (1.218 mmol) of 2-amino-6-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}sulphanyl)-4-(1,3-thiazol-5-yl)pyridine-3,5-dicarbonitrile are dissolved in 20 ml of concentrated hydrochloric acid, the mixture is cooled to 0° C. and 252 mg (3.655 mmol) of sodium nitrite are added at this temperature. The mixture is stirred at 0° C. for 1 h and then warmed to room temperature and stirred at room temperature overnight. The reaction mixture is purified by preparative HPLC (acetonitrile/water: 10:90→95:5). This gives 445 mg (68% of theory) of the target compound.

Provenance & Evidence