Dimethylformamide → HCID 86669002, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-amino-6-chloropyrimidine (57 mg, 0.44 mmol) in DMF (2 mL) at 0° C. was added NaH (24 mg, 0.61 mmol). The reaction mixture was stirred at 0° C. for 10 minutes. A solution of 2-(2,6-dichlorophenyl)-7-(methylsulfonyl)thiazolo[4,5-d]pyrimidine (88 mg, 0.24 mmol) in DMF (1 mL) was then added at 0° C. The reaction mixture was warmed up to room temperature and stirred for 0.5 hour. The reaction was quenched with ice-water and extracted with EtOAc (3×25 mL). The combined organic extract was dried over Na2SO4, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography eluting with 5-50% EtOAc/hexanes gradient to give the desired compound as a white solid (71 mg, 71%). 1H NMR (400 MHz, DMSO) δ 11.75 (s, 1H), 9.02 (s, 1H), 8.80 (s, 1H), 8.11 (s, 1H), 7.76 (d, J=8.3 Hz, 2H), 7.72-7.63 (m, 1H). LCMS (ESI) m/z: 490 [M+H+].

Provenance & Evidence