Triethylamine → HCID 178456899, compound

Participants

Reaction Steps

To a solution of (5Z)-5-(piperidin-4-ylmethylidene)-4-(prop-2-yn-1-ylamino)thiazol-2(5H)-one dihydrochloride (1.50 g) in DMF (23.3 mL) were added 4-bromo-2-(trifluoromethyl)benzaldehyde (1.99 g) and triethylamine (2.93 mL). The reaction mixture was stirred at room temperature for 1.5 hr, and sodium triacetoxyborohydride (3.34 g) was added. The reaction mixture was stirred at room temperature for 1 hr and poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (1.71 g).

Provenance & Evidence