Acetyl chloride → 2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-azetidin-3-yl-ethyl)-amide hydrochloride

Participants

Reaction Steps

To a solution of 3-(1-{[2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanylethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbonyl]-amino}-ethyl)-azetidine-1-carboxylic acid tert-butyl ester (150 mg, 0.23 mmol) in MeOH (4 mL) at 0° C. was added acetyl chloride (0.33 mL, 4.69 mmol) dropwise over 5 min. The reaction mixture was stirred at room temperature for 1 h as a thick precipitate gradually formed. The solvent was evaporated at room temperature and the residue was dried under high vacuum to isolate 145 mg of 2-(6-chloro-1-methyl-1H-indazol-3-yl)-5-(2-trimethylsilanyl-ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (1-azetidin-3-yl-ethyl)-amide hydrochloride as a yellow solid.

Provenance & Evidence