Ammonium Chloride → 2-(2-(4-Formyl-3-(trifluoromethyl)-1H-pyrazol-1-yl)acetamido)-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide

Participants

Reaction Steps

3-(Trifluoromethyl)pyrazole-4-carbaldehyde (332 mg, 2.02 mmol) was dissolved in THF (10 mL). Potassium tert-butoxide (454 mg, 4.05 mmol) was added, followed by 2-(2-bromoacetamido)-N-methyl-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxamide (670 mg, 2.02 mmol). The reaction mixture was stirred at RT overnight. Aqueous NH4Cl (10 mL) was added and the reaction mixture extracted with DCM (3×10 mL). The combined DCM layers were washed with sodium bicarbonate solution (5×10 mL). The aqueous was separated using hydrophobic filter paper and the solvent removed in vacuo to give the desired product as a brown foam (0.73 g, 1.76 mmol, 87%).

Provenance & Evidence