TERT-BUTYL 2,4-DICHLORO-5H-PYRROLO[3,4-D]PYRIMIDINE-6(7H)-CARBOXYLATE

Uses

Synthesis

785775-01-1

24424-99-5

903129-71-5

General procedure for the synthesis of 6-Boc-2,4-dichloro-5,7-dihydropyrrolo[3,4-d]pyrimidines from 2,4-dichloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidines and di-tert-butyl dicarbonate: 17.67 g of di-tert-butyl dicarbonate was dissolved in dichloromethane and cooled down to 0 °C, then slowly added dropwise 2,4-dichloro-6,7-dihydro-5H -pyrrolo[3,4-d]pyrimidine (exact mass not provided) followed by the addition of 23.417 mL of triethylamine. The reaction mixture was stirred at room temperature for 3 hours. The progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was washed three times with water and the organic phase was dried with anhydrous sodium sulfate. Finally, purification by column chromatography using dichloromethane: methanol = 20:1 (v/v) as mobile phase gave 4.12 g of the light yellow solid product 6-Boc-2,4-dichloro-5,7-dihydropyrrolo[3,4-d]pyrimidine in 23% yield.

References