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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693172Generated: October 25, 2026

Sodium Chloride → t-Butyl 5-methylpyrazine-2-carboxylate

https://huagongshe.com/reaction/1693172

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantEthyl AcetateHCID 8857—
Reactant5-Methyl-2-pyrazinecarboxylic acidHCID 122831—
ReactantTert-butyl 2,2,2-trichloroethanimidateHCID 2734700—
SolventTetrahydrofuranHCID 8028—
Productt-Butyl 5-methylpyrazine-2-carboxylateHCID 5747568399.6%

Reaction Steps

A boron trifluoride-diethyl ether complex (91.7 μL) was added dropwise to a suspension of 2-methylpyrazine-5-carboxylic acid (1 g) and tert-butyl 2,2,2-trichloroacetimidate (4.75 g) in tetrahydrofuran (20 mL) under ice-cooling. The reaction solution was warmed to room temperature, followed by stirring for two hours. A saturated sodium chloride solution and ethyl acetate were added to the reaction solution, and the organic layer was separated. The organic layer was dried over anhydrous magnesium sulfate, and the insoluble matter was separated by filtration. The filtrate was concentrated and purified by silica gel column chromatography to obtain the title compound (1.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158620B2
Source datasetuspto-grants-2012_04
ORD IDord-6b3ae6c3b0d64d1b9b60c0589847da86
Source noteuspto-grants-2012_04