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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4302Generated: October 25, 2026

Sodium Bicarbonate → 8-(2-Methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazine

https://huagongshe.com/reaction/4302

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactant2-Amino-3-(2-methylbenzyloxy)pyrazineHCID 13825975—
Reactant3-Mesyloxy-5-hexyn-2-oneHCID 14368346—
SolventEthanolHCID 702—
Product8-(2-Methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazineHCID 138259673.8%

Reaction Steps

Sodium bicarbonate (2.73 g) was added to a solution of 2-amino-3-(2-methylbenzyloxy)pyrazine (3.5 g) and 3-mesyloxy-5-hexyn-2-one (6.18 g) in ethanol (35 ml) and the mixture was refluxed for 12 hours. The mixture was poured into an aqueous solution of sodium bicarbonate and extracted with chloroform. The extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel (200 g) with a mixture of chloroform and methanol (50:1) as an eluent to give 8-(2-methylbenzyloxy)-3-(2-propynyl)-2-methylimidazo[1,2-a]pyrazine (0.182 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04725601
Source datasetuspto-grants-1988_02
ORD IDord-5a47df5726014329923daab875341450
Source noteuspto-grants-1988_02