Dichloromethane → Methyl 2-(6-carbamoyl-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-yl)acetate

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Reaction Steps

To a slurry of methyl 2-(6-carbamoyl-5-(2,4-dichlorophenyl)-7-methyl-5,8-dihydroimidazo[1,2-a]pyrimidin-2-yl)acetate (1.05 g, 2.66 mmol) in THF (30 mL was added 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (604 mg, 2.66 mmol). After 30 min, CH2Cl2 (100 mL) and satd aq NaHCO3 (50 mL) were added. The layers were separated, the aqueous layer extracted with an additional 50 mL of CH2Cl2, and the combined CH2Cl2 extracts were washed with satd aq NaHCO3 (3×50 mL). The organic solution was dried with MgSO4, filtered, and concentrated under reduced pressure to yield methyl 2-(6-carbamoyl-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2-a]pyrimidin-2-yl)acetate (816 mg, 2.08 mmol, 78%) as a pale grey-green solid contaminated with 11% (by HPLC analysis) of the starting material. This material was used without further purification.

Provenance & Evidence