Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693174Generated: October 25, 2026

Ethyl Acetate → Tert-butyl 5-formylpyrazine-2-carboxylate

https://huagongshe.com/reaction/1693174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium BicarbonateHCID 516892—
ReactantSodium periodateHCID 23667635—
Reactantt-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylateHCID 57475684—
SolventOxolane--water (1/1)HCID 21881883—
ProductTert-butyl 5-formylpyrazine-2-carboxylateHCID 57475686—

Reaction Steps

Sodium periodate (1.67 g) was added to a solution of t-butyl 5-((E)-2-dimethylamino-vinyl)-pyrazine-2-carboxylate (645 mg) in 50% tetrahydrofuran-water (26 mL), and the mixture was stirred at room temperature for four hours. A saturated sodium bicarbonate solution and ethyl acetate were added to the reaction solution, and the organic layer was separated. The organic layer was washed with a saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The insoluble matter was separated by filtration and the filtrate was concentrated. The residue was purified by silica gel column chromatography to obtain the title compound (249 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-8e9950dcb6b347b68cb209b081c7c772
Source noteuspto-grants-2012_04