1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → tert-butyl 3-(2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamido)-3-methylpyrrolidine-1-carboxylate

Participants

Reaction Steps

To a stirred solution of 2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[2,3-b]pyrazine-7-carboxylic acid (100 mg, 0.32 mmol) in 6 mL of DMF were added EDCI (123 mmol, 0.64 mmol), DMAP (110 mg, 0.90 mmol) and tert-butyl 3-amino-3-methylpyrrolidine-1-carboxylate (128 mg, 0.64 mmol) in one portion at room temperature and the mixture stirred for 16 hours. The solvent was evaporated at 70° C. under reduced pressure, the residue was triturated with petroleum ether then decanted and dried to give crude tert-butyl 3-(2-(6-fluoro-1-methyl-1H-indazol-3-yl)-5H-pyrrolo[3,2-b]pyrazine-7-carboxamido)-3-methylpyrrolidine-1-carboxylate (103 mg, 65.2%) as a yellow solid which was used for the next step without further purification.

Provenance & Evidence