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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1369565Generated: November 1, 2026

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

https://huagongshe.com/reaction/1369565

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 numberUS06579884B1
Source datasetuspto-grants-2003_06
ORD IDord-af9c32c019664967b67d89d0c3b9a219
Source noteuspto-grants-2003_06