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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1058571Generated: November 1, 2026

Sodium hydride → 2,3-Dimethyl-8-(2,6-dimethylbenzyloxy)imidazo[1,2-a]pyrazine

https://huagongshe.com/reaction/1058571

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(2,6-Dimethylphenyl)methanolHCID 186748—
Reactant8-Chloro-2,3-dimethylimidazo[1,2-a]pyrazineHCID 10749923—
SolventAcetonitrileHCID 6342—
Product2,3-Dimethyl-8-(2,6-dimethylbenzyloxy)imidazo[1,2-a]pyrazineHCID 990385550%

Reaction Steps

Sodium hydride (0.15 g, 3 mmol) (50% in oil) was added to a stirred solution of 2,6-dimethylbenzylalcohol in acetonitril (10 ml). 8-chloro-2,3-dimethylimidazo[1,2-a]pyrazine (0.4 g, 3 mmol) was added and the reaction mixture was refluxed for 20 h. The solvent was evaporated under reduced pressure and the residue was solved in methylene chloride and washed with water. The organic layer was evaporated under reduced pressure and the residue was purified by column chromatography on silica gel using ethylacetate:petroleum ether(40-60) 1:1 as eluent. Crystallization from petroleum ether gave 0.42 g (50%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06518270B1
Source datasetuspto-grants-2003_02
ORD IDord-6dadd8d37f48432a8dc1e428596493c5
Source noteuspto-grants-2003_02