Methylamine → HCID 59603097, compound

Participants

Reaction Steps

To a suspension of 5-bromo-pyridin-2-yl-acetic acid (0.87 g, 4.0 mmol) in THF (12 mL) was added HOBt (0.74 g, 4.8 mmol) and EDCI.HCl (0.85 g, 4.4 mmol). The resulting reaction mixture was stirred for 15-20 min at room temperature followed by drop-wise addition of methylamine (2.0 M in THF, 4.05 mL, 8.0 mmol). The resulting mixture was then continued to stir for 6-7 h at room temperature. After completion of reaction, water was added and extracted with EtOAc. The crude residue was purified over silica (60-120 M, 2.50% MeOH-DCM) to obtain the pale-yellow solid compound (0.25 g, 27%). 1H NMR (400 MHz, DMSO-d6): δ 2.58 (d, J=4.80 Hz, 3H), 3.57 (s, 2H), 7.33 (m, 1H), 7.96 (d, J=2.40 Hz and 8.40 Hz, 1H), 8.00 (br s, 1H) and 8.58 (d, J=2.40 Hz, 1H). MS: 229.11 (M+H+).

Provenance & Evidence