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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1421729Generated: October 30, 2026

Methanol → 5-chloro-1-(5-hydroxymethyl-pyrazin-2-yl)-1H-pyridin-2-one

https://huagongshe.com/reaction/1421729

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
Reactant5-(5-chloro-2-oxo-2H-pyridin-1-yl)-pyrazine-2-carboxylic acid methyl esterHCID 53839215—
SolventDichloromethaneHCID 6344—
Product5-chloro-1-(5-hydroxymethyl-pyrazin-2-yl)-1H-pyridin-2-oneHCID 18779744—

Reaction Steps

A solution of the ester from step 2 (1.41 g, 5.317 mmol), in CH2Cl2 and methanol (1:1 50 ml) at 0° C. was treated with sodium borohydride (2.01 g, 53.17 mmol) and the reaction was stirred at room temperature for 18 hrs. The solvent was evaporated in vacuo and the residue was dissolved in EtOAc and sat. NaHCO3. The aqueous layer was extracted with EtOAc and the combined extracts were dried (MgSO4) and evaporated in vacuo. The residue was chromatographed (silica gel, MeOH: CH2Cl2 2:98 to 5:95 gradient elution) to afford the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06077853
Source datasetuspto-grants-2000_06
ORD IDord-ccf385782e444f4c908b2380eeb765c8
Source noteuspto-grants-2000_06