Glycerol → HCID 68181607, 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), cesium carbonate (3.2 g, 9.82 mmol) and propane-1,2,3-triol (565 mg, 6.14 mmol) in N,N-dimethylformamide (3 mL) was stirred for 12 h at room temperature. The reaction mixture was filtered through a frit filter to remove any solid material and the filtrate was purified by Flash-Preparative HPLC to give 90 mg (19%) of 3-[[1-(2-aminopyrimidin-4-yl)-6-bromo-1H-1,3-benzodiazol-2-yl]oxy]propane-1,2-diol as a yellow solid. 1H NMR (400 MHz, DMSO) delta 8.46 (s, 1H), 8.37 (d, J=5.2 Hz, 1H), 7.44-7.38 (m, 2H), 7.13-7.09 (m, 3H), 5.18 (d, J=5.2 Hz, 1H), 4.80 (d, J=6.0 Hz, 1H), 4.68-4.64 (m, 1H), 4.52-4.48 (m, 1H), 3.93 (d, J=4.8 Hz, 1H), 3.52-3.46 (m, 2H); LC-MS: m/z=+380 (M+H)+.

Provenance & Evidence