Sulfuric Acid → 2-chloro-3-(1-cyano-1-methylethoxy)-N-{5-[{2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl}benzamide sulfate

Participants

Reaction Conditions

Reaction Steps

2-Chloro-3-(1-cyano-1-methylethoxy)-N-{5-[{2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}(methyl)amino]-2-fluorophenyl}benzamide (150 mg, 0.259 mmol) produced in Example C122(xi) was dissolved in ethyl acetate (6 mL), and the solution was added dropwise to a suspension of sulfuric acid (51 mg, 0.52 mmol) in heptane at room temperature. Ethyl acetate (12 mL) was added, and the mixture was stirred at 50° C. for 15 min. The solution was concentrated under reduced pressure, tetrahydrofuran and heptane were added to the obtained residue at 50° C., and the mixture was cooled to room temperature. The crystallized crystals were collected by filtration, and dried to give the title compound (140 mg, 80%) as colorless crystals.

Provenance & Evidence