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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30963Generated: October 30, 2026

Chlorosuccinimide → 7-(2'-C-methyl-beta-D-ribofuranosyl)-5-chloro-4-hydroxylamino pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/30963

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChlorosuccinimideHCID 31398—
Reactant7-(2'-C-methyl-beta-D-ribofuranosyl)-4-hydroxylamino-pyrrolo[2,3-d]pyrimidineHCID 10266549—
SolventDimethylformamideHCID 6228—
Product7-(2'-C-methyl-beta-D-ribofuranosyl)-5-chloro-4-hydroxylamino pyrrolo[2,3-d]pyrimidineHCID 10246104—

Reaction Conditions

Temperature0 °C

Reaction Steps

Nucleoside 117 (0.1 mmol) is dissolved in DMF (0.5 mL) and cooled to 0° C. NCS (0.1 mmol) dissolved in DMF (0.5 mL) is then added dropwise and the reaction stirred for 30 minutes at 0° C. and 30 minutes at room temperature. The reaction is quenched with methanol (5 mL) and then concentrated. Column chromatography (SiO2) with MeOH/DCM affords 123.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07425547B2
Source datasetuspto-grants-2008_09
ORD IDord-75161279d5f446eca4ddbf1e9bf8f6b3
Source noteuspto-grants-2008_09