Diethyl Ether → HCID 67658523, compound

Participants

Reaction Steps

N-methylation was accomplished via dropwise addition of NaH (0.24 g, 6 mmol, THF) to a solution of the above product, Boc-3-amino-1-(methyl-3-cyanophenyl)-1,3-dihydro-5-phenyl-1,4-benzodiazapin-2-one (1.28 g, 2.74 mmol), in THF (20 ml) containing CH3I (0.65 ml, 10.4 mmol) at 0° C. for 8 hr. After dilution with Et2O and aqueous workup, concentration of the organic phase and flash chromatography (silica gel, 35% EtOAc/hexane) yielded the product, Boc-3-methylamino-1-(methyl-3-cyanophenyl)-1,3-dihydro-5-phenyl-1,4-benzodiazapin-2-one (0.94 g, 71.5 %). 1H NMR, 13C NMR, and mass analysis were consistent with structure.

Provenance & Evidence