Bromine → ethyl 3-bromo-6-methyl-4-[(phenylsulfonyl)amino]-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridine-5-carboxylate

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of ethyl 6-methyl-4-[(phenylsulfonyl)amino]-2-(1H-pyrazol-4-yl)thieno[2,3-b]pyridine-5-carboxylate (Description 68) (5.8 g, 13.11 mmol) in CHCl3 (160 mL) at 60° C. was added bromine (0.81 mL, 15.73 mmol), pre-diluted in CHCl3 (36 mL), dropwise. The resulting mixture was stirred at 60° C. for ca. 1 h and then cooled to RT. The reaction mixture was then concentrated and the residue triturated with water (50 mL 3) and dried, to give the title compound (6.1 g). LCMS (A) m/z: 521/523 [M+1]+, Rt 1.11 min (acidic).

Provenance & Evidence