Methylamine → HCID 67236301, compound

Participants

Reaction Steps

To a solution of 2-{[(1-oxo-2,3,4,5-tetrahydro-1H-[1,4]diazepino[1,2-a]indol-8-yl)carbonyl]amino}benzoic acid (100 mg, 0.28 mmol) in DMF (1.0 mL) are added 2M methylamine in THF (0.69 mL, 1.38 mmol), N-hydroxybenzotriazole (26 mg, 0.20 mmol), N,N-diisopropylethylamine (0.10 mL, 0.55 mmol) and 4-dimethylaminopyridine (6.7 mg, 0.06 mmol). After the reaction mixture is stirred for 10 min, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (158 mg, 0.83 mmol) is added. The reaction mixture is then stirred for another 16 h at room temperature. The crude reaction mixture is purified by preparative HPLC using 10-85% acetonitrile/water with 0.1% TFA to afford the title compound (80 mg, 77%). LCMS (ESMS): m/z 377.20 (M+H+).

Provenance & Evidence