Solketal → HCID 68181687, compound

Participants

Reaction Steps

A mixture of (2,2-dimethyl-1,3-dioxolan-4-yl)methanol (800 mg, 6.05 mmol), cesium carbonate (1.7 g, 5.22 mmol) and 4-[6-bromo-2-(trichloromethyl)-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine (500 mg, 1.23 mmol) in N,N-dimethylformamide (4 mL) was stirred for 12 hr at room temperature. The reaction mixture was quenched with 20 mL of water and the precipitate was collected by filtration. The solid was dried in a vacuum oven to afford 385 mg (75%) of 4-[6-bromo-2-[(2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]-1H-1,3-benzodiazol-1-yl]pyrimidin-2-amine as a yellow solid. 1H NMR (400 MHz, CDCl3) delta 8.40 (d, J=5.2 Hz, 2H), 7.40 (s, 2H), 7.21 (d, J=6.0 Hz, 1H), 5.28 (s, 2H), 4.77-4.60 (m, 3H), 4.22-4.20 (m, 1H), 3.96-3.92 (m, 1H), 1.49 (s, 3H), 1.42 (s, 3H); LC-MS: m/z=+420 (M+H)+.

Provenance & Evidence