Methylamine → HCID 66631116, compound

Participants

Reaction Steps

To a mixture of 4-fluoro-2-(4-bromophenyl)-5-hydroxybenzofuran-3-carboxylic acid (0.62 g, 1.77=10, 1 eq), 2M solution of methylamine in THF (5.4 ml, 10.8 mmol, 6.1 eq), HOBT (0.43 g, 3.18 mmol, 1.8 eq), EDCI.HCl (0.61 g, 3.18 mmol, 1.8 eq) in THF at r.t. under an nitrogen atmosphere was added diisopropylethylamine (1.9 ml, 10.9 mmol, 6.2 eq). The clear reaction mixture was stirred at r.t. overnight. The reaction mixture was concentrated and diluted with water, and then the solid precipitate was collected by filtration. The product was washed with petroleum ether and dried under vacuum. Yield: 0.51 g (79.7%). 1H NMR (400 MHz, DMSO-d6) δ 9.67 (s, 1H), 8.63 (t, J=4.4 Hz, 1H), 7.79-7.72 (m, 4H), 7.33 (d, J=8.8 Hz, 1H), 7.02 (m, 1H), 2.81 (d, J=4.4 Hz, 3H).

Provenance & Evidence