Tricyclohexylphosphine → Tert-butyl 4-[6-[6-(5-amino-6-methyl-pyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-1,4-diazepane-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl 4-[6-(6-tributylstannylpyrazolo[4,3-c]pyridin-1-yl)-2-pyridyl]-1,4-diazepane-1-carboxylate (0.5852 mmol; 400 mg), 5-bromo-3-methyl-pyrazin-2-amine (1.170 mmol; 220.1 mg), tricyclohexylphosphine (0.1405 mmol; 39.39 mg) and tris(dibenzylideneacetone)dipalladium (0) (0.05852 mmol; 53.59 mg) in N,N-Dimethylacetamide (30 mL) was purged with Argon for 1 min. The reaction mixture was sealed in a Biotage microwave tube and heated under microwave at 150° C. for 45 min. The mixture was partitioned between EtOAc and water. The organic layer was concentrated and the residue was purified on silica eluted with 10% MeOH in DCM to afford tert-butyl 4-[6-[6-(5-amino-6-methyl-pyrazin-2-yl)pyrazolo[4,3-c]pyridin-1-yl]-2-pyridyl]-1,4-diazepane-1-carboxylate (115.0 mg, 39%).

Provenance & Evidence