N,N,N',N'-Tetramethylazodicarboxamide → 6-Methoxy-2-methyl-8-(phenylsulfonyl)-1,3,4,8-tetrahydro-2H-[1,4]oxazepino[6,7-e]indole

Participants

Reaction Conditions

Reaction Steps

THF (15 mL) was added to a pyrex tube charged with 4-{[(2-hydroxyethyl)(methyl)amino]methyl}-6-methoxy-1-(phenylsulfonyl)-1H-indol-5-ol (Intermediate 16, 1.02 mmol, 400 mg), triphenylphosphine (2.05 mmol, 537 mg) and 1,1′-azobis(N,N-dimethylformamide) (2.05 mmol, 353 mg). The reaction mixture was heated at 150° C. for 90 minutes in a microwave heater. The crude product was purified by preparative HPLC (XTerra C18, 50 mM NH4HCO3 pH 10-CH3CN) to give the title compound (137 mg). MS m/z 373 [M+H]+.

Provenance & Evidence