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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 386408Generated: October 30, 2026

Dichloromethane → 2-Chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazine

https://huagongshe.com/reaction/386408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantIodine chlorideHCID 24640—
Reactant2-Chloro-5H-pyrrolo[2,3-B]pyrazineHCID 45789638—
SolventPyridineHCID 1049—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-Chloro-7-iodo-5H-pyrrolo[2,3-b]pyrazineHCID 5362769075%

Reaction Conditions

Temperature0 °C

Reaction Steps

A 1M solution of iodine chloride in dichloromethane (4 ml, 4 mmol) was added dropwise to an ice-cold solution of 2-chloro-5H-pyrrolo[2,3-b]pyrazine (4) in N-methylpyrrolidone (residual from previous step) and pyridine (5 ml). The reaction mixture was stirred for 60 minutes at 0° C. and then was concentrated in vacuo. The residue was purified by flash chromatography, using as eluent pentane/EtOAc 0% to 50%, to give the title compound (820 mg, 75% over two steps). 1H NMR (DMSO-d6) 8.2 (1H, s), 8.4 (1H, s). MS (ES+): 280

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08372835B2
Source datasetuspto-grants-2013_02
ORD IDord-e163a31e3dd94cdaacbd12802624c337
Source noteuspto-grants-2013_02