Triethylamine → HCID 68494892, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture 2-(4-fluorophenyl)-3-(4-methylthiophenyl)acrylic acid (prepared according to procedure given in Example 1) (3 g, 10.4 mmol), EDCI (4 g, 20.8 mmol), HOBt (1.4 g, 10.4 mmol) in DMF (35 mL) and triethylamine (3 mL, 20.8 mmol) was added slowly and stirred for 30 min. Reaction mixture was cooled to 5° C. and anhydrous ammonia gas purged for 10 min and stirred at 30° C. for 30 min. Reaction mixture was poured into water (250 mL) and extracted with ethyl acetate (2×200 mL). Combined organic layer was successively washed with water (3×200 mL) and brine solution (1×150 mL), dried over anhydrous sodium sulfate (2 g) and concentrated to afford the crude compound. The crude compound was triturated with hexane:ethyl acetate (9:1) (40 mL) for 3 times to afford a title compound as colorless solid (2 g, 67% yield).

Provenance & Evidence