HCID 20466637, compound → 2,3,5,8-Tetrahydroimidazo[1,2-a]pyrimidine

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Reaction Steps

Six hundred twenty milligrams of 8-(2-chloro-6-methylphenyl)-2,3,7,8-tetrahydro-imidazo[1,2-a]pyrimidine were dissolved in 5 ml of dimethylsulfoxide, and 280 mg of potassium tert.butoxide were added to this solution, under stirring. The mixture was then heated to 50° to 60° C. for 48 hours. Subsequent to this time, some of the 2,3,7,8-tetrahydro-imidazo[1,2-a]pyrimidine added isomerized to form 2,3,5,8-tetrahydro-imidazo[1,2-a]pyrimidine. After the solvent was evaporated and the mixture of isomers was dissolved in dilute 1 N hydrochloric acid, as described in Examples 1 and 2, the isomers were separated by fractional extraction at increasing pH values (monitored by thin layer chromatography).

Provenance & Evidence