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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 82254Generated: October 25, 2026

Methyl iodide → 4-chloro-5-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/82254

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant6-Chloro-7-iodo-7-deazapurineHCID 14809281—
SolventDimethylformamideHCID 6228—
Product4-chloro-5-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidineHCID 4260946261%

Reaction Steps

To a mixture of 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (Preparation 225, 30 g, 0.1 mol), Cs2CO3 (50 g, 0.15 mol) in DMF (150 mL), MeI (28.4 g, 0.2 mol) was added dropwise at 0° C. After addition, the mixture was stirred at room temperature for 10 hours. The reaction mixture was cooled to 0° C. and quenched by the addition of water (500 mL). Then the solid was collected by filtration and washed with Et2O (100 mL) to afford 4-chloro-5-iodo-7-methyl-7H-pyrrolo[2,3-d]pyrimidine as a brown solid in 61% yield, 20 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846698B2
Source datasetuspto-grants-2014_09
ORD IDord-5183687992584b168accd678f781f565
Source noteuspto-grants-2014_09