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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917609Generated: November 1, 2026

Toluene → HCID 22665590, compound

https://huagongshe.com/reaction/917609

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantTriethylamineHCID 8471—
Reactant3-Chloro-4-methoxybenzylamineHCID 738038—
ReactantHCID 17848356HCID 17848356—
SolventCitric AcidHCID 311—
ProductHCID 22665590HCID 22665590—

Reaction Steps

A mixture of 2-methoxycarboxy-3,5-dichloropyrazine (prepared in the above (2)) 234 mg, 3-chloro-4-methoxybenzylamine 204 mg, triethylamine 0.17 ml and anhydrous toluene 3 ml is stirred for 7 hours at room temperature. The reaction mixture is diluted with a 10% aqueous citric acid solution and the solution is extracted with ethyl acetate. The extract is washed with water and an aqueous saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo. The residue is purified and separated with silica gel chromatography (silica gel 5 mg, solvent; hexane:chloroform=1:1) and then the desired fraction is concentrated in vacuo to give 2-methoxycarbonyl-3-(3-chloro-4-methoxybenzylamino)-5-chloropyrazine as a pale yellow crystalline powder 102 mg. mp 149-151° C., MS(m/z): 342(M+H)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273868B2
Source datasetuspto-grants-2007_09
ORD IDord-c1d0a01f527a4436a66c42607aad7f7f
Source noteuspto-grants-2007_09