Phosphorus oxychloride → 4-Chloro-6-(naphth-2-yl)-7H-pyrrolo[2,3-d]pyrimidine

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Reaction Steps

Under a protective gas, 198.5 mg (0.76 mmol) of 6-(naphth-2-yl)-7H-pyrrolo[2,3-d]-pyrimidin-4-ol in 3 ml of phosphorus oxychloride are heated at boiling for 5 hours. The reaction mixture is poured into ice-water and stirred for 1 hour to complete the reaction. The crystals are filtered off and washed with water. Dissolving the crude product in THF/methanol, filtering through active carbon, concentrating the filtrate by evaporation, stirring the residue in isopropanol and washing with hexane yield the title compound; m.p. 268-269° C. (decomposition); FAB-MS: (M+H)+ =280.

Provenance & Evidence