반응 #535872

반응 방정식

compound

4-Amino-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

N-chlorosuccinimide

→

desired product

수율 35.0%

4-Amino-5-chloro-7-(2-C-methyl-β-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine

수율 35.0%

용매

DMF

DMF

반응 조건

후처리

1. 1
   기타the reaction quenched by addition of methanol (4 mL)
2. 2
   기타evaporated in vacuo
3. 3
   기타The crude product was purified on silica gel
4. 4
   workup.ADDITIONFractions containing the product
5. 5
   기타evaporated in vacuo

실험 절차

To a pre-cooled solution (0° C.) of the compound from Step F of Example 62 (140 mg, 0.50 mmol) in DMF (2.5 mL) was added N-chlorosuccinimide (0.075 g, 0.55 mmol) in DMF (0.5 mL) dropwise. The solution was stirred at rt for 1 h and the reaction quenched by addition of methanol (4 mL) and evaporated in vacuo. The crude product was purified on silica gel using methanol/dichloromethane (1:9) as eluent. Fractions containing the product were pooled and evaporated in vacuo to give the desired product (55 mg) as a colorless solid.

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