Hydrochloric Acid → HCID 18377368, compound

Participants

Reaction Conditions

Reaction Steps

5-t-Butoxycarbonyl-4,5,6,7-tetrahydro-thieno[3,2-c]pyridine-2-carboxylic acid (300 mg, 1.1 mmol) was dissolved in anhydrous tetrahydrofuran (5 ml), n-butyl lithium hexane solution (15%, 1.5 ml, 2.3 mmol) was added dropwise thereto at −78° C. in an atmosphere of argon, and then the mixture was stirred for 1 hour. The reaction solution was mixed with methyl iodide (1.6 ml, 2.7 mmol) and stirred for 1 hour and then at room temperature for 1 hour. The reaction solution was mixed with ethyl acetate and hydrochloric acid (1 N) to acidify the water layer, and then the reaction product was extracted with ethyl acetate. The organic layer was washed with saturated brine and dried with anhydrous magnesium sulfate, and then the solvent was removed by evaporation under a reduced pressure and the thus obtained material was separated and purified by a silica gel column chromatography to obtain 180 mg (0.61 mmol, 57% in yield) of the title compound.

Provenance & Evidence