Water → HCID 19597402, compound

Participants

Reaction Steps

A solution of potassium peroxymonosulphate (4.93g) in water (10 ml) was added dropwise with stirring to a solution of 4-amino-5-[4-(phenylthio)phenyl]-7-(tert-butyl)pyrrolo[2,3-d]pyrimidine (1.0 g) in methanol (5 ml) and glacial acetic acid (5 ml) keeping the temperature below 5° C. The mixture was then stirred at ambient temperature for 3 hours and then diluted with water (50 ml). The mixture was extracted with ethyl acetate to give a solid which was purified by flash column chromatography on silica using ethyl acetate/triethylamine (9:1) as the mobile phase. Appropriate fractions were combined and concentrated to give a solid which was triturated with petroleum ether, boiling point 60-80° C. to give 7-tert-butyl-5-(4-phenylsulphonylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-ylamine, m.p. 222-224° C.

Provenance & Evidence