Cesium carbonate → HCID 68182024, compound

Participants

Reaction Steps

A mixture of 4-[6-bromo-2-(trichloromethyl)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine (500 mg, 1.23 mmol), pyrrolidine (1 mL) and cesium carbonate (2 g, 6.14 mmol) in N,N-dimethylformamide (5 mL) was stirred for 24 h at room temperature. The reaction mixture was purified on a C18 column (acetonitrile/water, 5:95-80:20) to give 240 mg (51%) of 4-[6-bromo-2-[(pyrrolidin-1-yl)carbonyl]-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine as a white solid: 1H NMR (300 MHz, DMSO) delta 8.42 (d, J=5.1 Hz, 1H), 8.11 (d, J=1.8 Hz, 1H), 7.77 (d, J=8.7 Hz, 1H), 7.57-7.53 (m, 1H), 7.07 (s, 2H), 6.71 (d, J=5.4 Hz, 1H), 3.60 (d, J=6.3 Hz, 2H), 3.50 (t, J=6.6 Hz, 2H), 1.92 (s, 4H); LC-MS: m/z=+387 (M+H)+.

Provenance & Evidence