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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1799555Generated: November 1, 2026

Azobisisobutyronitrile → 2-Pyridinecarboxylic acid, 3-(bromomethyl)-6-chloro-, methyl ester

https://huagongshe.com/reaction/1799555

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
ReactantMethyl 6-chloro-3-methylpyridine-2-carboxylateHCID 45489870—
SolventCarbon TetrachlorideHCID 5943—
Product2-Pyridinecarboxylic acid, 3-(bromomethyl)-6-chloro-, methyl esterHCID 58216631—

Reaction Steps

Methyl 6-chloro-3-methylpyridine-2-carboxylate (3.46 g, 18.6 mmol), NBS (3.32 g, 18.6 mmol) and AIBN (61 mg, 0.37 mmol) were stirred in refluxing CCl4 (40 mL) for 6 hours. The mixture was then cooled to room temperature and purified directly by silica gel chromatography (2-20% EtOAc/hexanes) to give the title compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08344144B2
Source datasetuspto-grants-2013_01
ORD IDord-02b2e190108246de90eb1079c090545b
Source noteuspto-grants-2013_01