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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1006669Generated: October 31, 2026

Dimethyl Sulfoxide → 2-Cyanomethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/1006669

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDichloromethaneHCID 6344—
ReactantPotassium CyanideHCID 9032—
Reactant2-Chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridineHCID 22672628—
SolventWaterHCID 962—
Product2-Cyanomethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridineHCID 2267256634.2%

Reaction Steps

2-chloromethyl-8-(2,6-dimethylbenzylamino)-3-methylimidazo[1,2-a]pyridine (2.4 mmol) and potassium cyanide (2.4 mmol) were added to dimethyl sulfoxide (25 ml) and stirred for 2 h. at room temperature. Methylene chloride and water were added to the reaction mixture and the organic layer was separated, dried (Na2SO4) and evaporated under reduced pressure. The residue was purified by by column chromatography on silica gel using methylene chloride:methanol (10:1) as eluent. Crystallization from acetonitrile gave 0.25 g (34%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06790960B2
Source datasetuspto-grants-2004_09
ORD IDord-6d5eab0e12094f599a0d133a72b63d0f
Source noteuspto-grants-2004_09