Hydrochloric Acid → HCID 59180455, compound

Participants

Reaction Steps

To a solution of methyl 3-aminothiophene-2-carboxylate (0.184 g; 1.17 mmol) in dichloromethane (2 mL) were added pyridine (0.199 mL; 2.34 mmol) and 4-(1,1-dimethylpropyl)benzenesulfonyl chloride (0.289 g; 1.17 mmol) sequentially. The reaction mixture was stirred for 24 hours at room temperature and then 1,2-dichloroethane (2 mL) and pyridine (1 mL) were added. The reaction mixture was heated at 70° C. for 24 hours, cooled to room temperature, diluted with ethyl acetate and acidified with aqueous hydrochloric acid (2N). The organic layer was separated, concentrated under reduced pressure, and the resulting crude product was purified by chromatography on silica gel eluting with ethyl acetate/hexanes (1:6 v/v) to give the desired product as a white solid (0.21 g).

Provenance & Evidence