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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1050425Generated: October 31, 2026

Sodium hydride → HCID 118599099, compound

https://huagongshe.com/reaction/1050425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant4-Methyloxybenzyl chlorideHCID 69993—
ReactantHCID 118598819HCID 118598819—
SolventDimethylformamideHCID 6228—
ProductHCID 118599099HCID 118599099—

Reaction Steps

Add sodium hydride (2.5 mmol, 2.5 eq) to a cooled solution of 5-bromo-N-methoxy-N,3-dimethyl-6-oxo-1,6-dihydropyridine-2-carboxamide (2, 1.0 mmol, 1 eq) in dimethylformamide (25 mL) and stir the reaction for 20 min. Add 4-methoxybenzyl chloride (1.2 mmol, 1.2 eq) and stir the reaction for 16 h. After completion, quench the reaction with water and extract with ethyl acetate. Remove the solvent and purify the crude by column chromatography to afford 5-bromo-N-methoxy-1-(4-methoxybenzyl)-N,3-dimethyl-6-oxo-1,6-dihydropyridine-2-carboxamide (3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382248B2
Source datasetuspto-grants-2016_07
ORD IDord-4e3419397eaf48c796fb0e1649128653
Source noteuspto-grants-2016_07