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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917608Generated: October 29, 2026

Dimethylformamide → Methyl 3,5-dichloropyrazine-2-carboxylate

https://huagongshe.com/reaction/917608

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium BicarbonateHCID 516892—
Reactant3,5-Dichloropyrazine-2-carboxylic acidHCID 22665536—
SolventCitric AcidHCID 311—
ProductMethyl 3,5-dichloropyrazine-2-carboxylateHCID 22665557—

Reaction Steps

A mixture of 2-carboxy-3,5-dichloropyrazine (prepared in the above (1)) 226 g, sodium hydrogen carbonate 118 mg, methyl iodide 0.5 ml and dimethylformamide 1.8 ml is stirred at room temperature for 14 hours. The mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The combined organic layer is washed with water and an aqueous saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo to give 2-methoxycarbonyl-3,5-dichloropyrazine as a pale brown crystalline powder 245 mg. mp 60-63° C., MS(m/z): 206(M+)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273868B2
Source datasetuspto-grants-2007_09
ORD IDord-e48f66d536b3470ca1d288c134e4244e
Source noteuspto-grants-2007_09