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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2196367Generated: October 29, 2026

Methanol → Methyl 3-amino-5-methoxypyrazine-2-carboxylate

https://huagongshe.com/reaction/2196367

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium hydrideHCID 24758—
ReactantAmmonium ChlorideHCID 25517—
ReactantMethyl 3-amino-5-chloropyrazine-2-carboxylateHCID 53417426—
ProductMethyl 3-amino-5-methoxypyrazine-2-carboxylateHCID 53438909—

Reaction Steps

At 0° C. 75 mg (1.866 mmol) 60% sodium hydride in oil was added in portions to 5 ml MeOH and the mixture was stirred at room temperature for 30 min. After re-cooling to 0° C. 350 mg (1.866 mmol) 3-amino-5-chloro-pyrazine-2-carboxylic acid methyl ester (GB 1248146) was added and the mixture was allowed to warm to room temperature and stirred over night. Saturated aqueous NH4Cl was added and the mixture was extracted with DCM and EtOAc, the combined organic layers were washed with saturated aqueous sodium chloride, dried with Na2SO4 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to EtOAc) to provide the title compound as colorless solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08338413B1
Source datasetuspto-grants-2012_12
ORD IDord-16a31d0635934f6fb6553ed16e753a15
Source noteuspto-grants-2012_12