Methanol → HCID 67004450, compound

Participants

Reaction Steps

A solution of 2-Chloro-6-ethoxy-3-fluorobenzaldehyde (2.0 g, 9.8 mmol), 5-bromo-7-azaindole (1.8 g, 8.9 mmol) and KOH (797 mg, 14.2 mmol) in methanol (30 mL) was stirred for 48 h at room temperature. The reaction mixture was concentrated to dryness and diluted with saturated aq. ammonium chloride. The aq. layer was extracted with ethyl acetate (2×30 mL). The combined organic layers were dried (Na2SO4) and concentrated to give a residue that was purified by column chromatography (5/95, methanol/DCM) to give the title compound as foamy solid. 1H NMR (CDCl3, 400 MHz): δ=1.35 (t, 3H, J=7.2 Hz), 3.43 (s, 3H), 4.0 (q, 1H, J=7.2 Hz), 4.07 (q, 1H, J=7.2 Hz), 6.39 (s, 1H), 6.81 (dd, 1H, J=4.0, 9.2 Hz), 7.01 (t, 1H, J=8.4 Hz), 8.06 (d, 1H, J=2.0 Hz), 8.29 (d, 1H, J=2.0 Hz), 9.49 (s, 1H).

Provenance & Evidence