Dimethylformamide → HCID 131736369, compound

Participants

Reaction Conditions

Reaction Steps

A solution of tert-butyl (S)-1-((S)-8-bromo-5-((1-(2-cyanophenyl)-1H-indazol-3-yl)methyl)-4-oxo-2′,3′,4,5,5′,6′-hexahydro-3H-spiro[benzo[b][1,4]oxazepine-2,4′-pyran]-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate (50 mg, 67.2 μmol, Eq: 1.00) in DMF (1.5 mL) was degassed with argon and Zn(CN)2 (15.8 mg, 134 μmol, Eq: 2) and Pd(Ph3P)4 (23.3 mg, 20.2 μmol, Eq: 0.3) were added. The mixture was heated in microwave at 110° C. for 30 min., cooled, diluted with sat. NH4Cl and extracted with EtOAc. The combined extracts were washed with H2O, then concentrated and the residue was purified by preparative TLC to give tert-butyl (S)-1-((S)-8-cyano-5-((1-(2-cyanophenyl)-1H-indazol-3-yl)methyl)-4-oxo-2′,3′,4,5,5′,6′-hexahydro-3H-spiro[benzo[b][1,4]oxazepine-2,4′-pyran]-3-ylamino)-1-oxopropan-2-yl(methyl)carbamate (43.5 mg, 94%)

Provenance & Evidence