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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397400Generated: October 25, 2026

Water → 4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine

https://huagongshe.com/reaction/397400

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant7H-Pyrrolo(2,3-d)pyrimidine, 4-chloro-HCID 5356682—
SolventDimethylformamideHCID 6228—
Product4-Chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidineHCID 26582988%

Reaction Steps

According to Scheme 5, cesium carbonate (968 mg, 3 mmol) followed by methyl iodide (1 g, 7.1 mmol) was added to a solution of 4-chloro-7H-pyrrolo[2,3-d]pyrimidine (121 mg, 0.79 mmol) in DMF (5 mL). The mixture was stirred at room temperature for 6 hours. The reaction was poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried, concentrated and column chromatographed to give 116 mg (88%) of 4-chloro-7-methyl-7H-pyrrolo[2,3-d]pyrimidine as a white solid. 1H NMR (360 MHz, DMSO-d6) 8.62 (s, 1H), 7.71 (s, 1H), 6.62 (s, 1H), 3.84 (s, 3H, CH3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610688B2
Source datasetuspto-grants-2003_08
ORD IDord-a110dd028d084fa8af55e563f9c61804
Source noteuspto-grants-2003_08