Dimethylformamide → HCID 21949982, compound

Participants

Reaction Conditions

Reaction Steps

A 1.0 M solution of KOtBu in THF (4.77 ml, 4.77 mmol) was added to a solution of 2-(1-methyl-1H-indol-7-yl-acetamide (0.3 g, 1.59 mmol) and [7-(tert-Butoxycarbonylamino-methyl)-1H-indol-3-yl]-oxo-acetic acid methyl ester (0.53 g, 1.59 mmol) in DMF (15 ml) at room temperature. The reaction was heated at 140° C. for 4 h, allowed to cool to room temperature quenched with pH 7 buffer. The mixture was poured into EtOAc, extracted, washed with saturated aq NaHCO3, brine, dried (MgSO4), filtered, and concentrated onto SiO2. Flash chromatography (50:50 ethyl acetate: hexanes) afforded the title compound (0.1 g, 14%) as an orange solid. MS (electrospray, m/z) 442.2 (M++1), 440.3 (M−−1).

Provenance & Evidence