2-Methoxyethylamine → 1-(2-aminopyrimidin-4-yl)-6-bromo-N-(2-methoxyethyl)-1H-1,3-benzodiazol-2-amine

Participants

Reaction Steps

A mixture of 2-methoxyethanamine (5 mL) and 4-[6-bromo-2-(trichloromethyl)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine (500 mg, 1.23 mmol) were stirred at RT for 3 days. The reaction mixture was then concentrated in vacuo and EtOAc/heptane (2:1) added. The solvent was removed in vacuo and this was repeated (×2). The resulting solid was then triturated from EtOAc:heptane (1:2). The solid was then dissolved in DCM (5 ml) and washed with water (2×2 ml). The organic phase was dried (Na2SO4), filtered and concentrated in vacuo to give the title compound (145 mg, 45% yield): 1H NMR (500 MHz, DMSO) delta 3.28 (3H, s), 3.71-3.53 (4H, m), 6.93 (1H, d, J=5.5), 7.14 (2H, s), 7.31-7.20 (2H, m), 7.67 (1H, d, J=1.6), 8.13 (1H, t, J=5.3), 8.41 (1H, d, J=5.5); LC-MS: m/z+363/365 (M+H)+.

Provenance & Evidence