Imidazole → HCID 58507769, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 3-(4-morpholin-4-yl-thieno[3,2-d]pyrimidin-2-yl)-phenol (17.28 g, 55.1 mmol), imidazole (1.7 eq., 93.7 mmol, 6.38 g) and tert-butyldimethylsilyl chloride (1.5 eq., 82.7 mmol. 12.47 g) in DMF (45 mL) was heated at 50° C. for 5 hours. The reaction mixture was then cooled and partitioned between water (400 mL) and ether (3×400 mL). The combined organic layers were washed sequentially with saturated aqueous sodium hydrogen carbonate (300 mL), brine (300 mL), separated and dried (MgSO4). The crude product was evaporated onto silica and purified by chromatography (5%→20% ethyl acetate-petrol) to yield compound 7 as a white solid (19.60 g, 83%).

Provenance & Evidence