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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1752485Generated: October 28, 2026

Water → HCID 68110364, compound

https://huagongshe.com/reaction/1752485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTributylvinyltinHCID 81998—
ReactantLithium ChlorideHCID 433294—
ReactantMethyl 3-amino-5-chloropyrazine-2-carboxylateHCID 53417426—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 68110364HCID 68110364—

Reaction Conditions

Temperature85 °C

Reaction Steps

To a mixture of 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester (GB 1248146, 161 mg 0.86 mmol), tributyl(vinyl)tin (0.352 ml, 1.204 mmol) and lithium chloride (102 mg, 2.498 mmol) in DMF (4 ml) was added PdCl2(PPh3)2 (30.2 mg, 0.043 mmol) and the mixture was heated to 85° C. for 2.5 h. After cooling to room temperature water was added and the mixture was extracted with EtOAc, the combined organic layers were washed with water and half saturated aq. NaCl, dried with Na2SO4 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1:9) to provide the title compound as yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09163011B2
Source datasetuspto-grants-2015_10
ORD IDord-5d0db4964ef7432bb2f515f7c8c08628
Source noteuspto-grants-2015_10