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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842205Generated: November 1, 2026

Dimethylformamide → t-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylate

https://huagongshe.com/reaction/1842205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactantt-Butyl 5-methylpyrazine-2-carboxylateHCID 57475683—
SolventEthyl AcetateHCID 8857—
Productt-butyl 5-((E)-2-dimethylaminovinyl)pyrazine-2-carboxylateHCID 57475684—

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of t-butyl 5-methylpyrazine-2-carboxylate (1.35 g), N,N-dimethylformamide (25 mL) and N,N-dimethylformamide dimethylacetal (25 mL) was stirred at 130° C. for five hours. The reaction solution was cooled to room temperature and diluted with ethyl acetate. The mixture was washed with a saturated sodium chloride solution three times. The organic layer was dried over anhydrous magnesium sulfate, and the insoluble matter was separated by filtration. The filtrate was concentrated and the residue was purified by silica gel column chromatography to obtain the title compound (648 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946210B2
Source datasetuspto-grants-2015_02
ORD IDord-1f3c8a908386467c8c2344805f2f1aa2
Source noteuspto-grants-2015_02