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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533162Generated: October 29, 2026

4-Methoxybenzylamine → 6-(4-methoxybenzyl)-3-vinyl-7,8-dihydro-1,6-naphthyridin-5(6H)-one

https://huagongshe.com/reaction/533162

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxybenzylamineHCID 75452—
ReactantHCID 68008364HCID 68008364—
SolventDimethylacetamideHCID 31374—
Product6-(4-methoxybenzyl)-3-vinyl-7,8-dihydro-1,6-naphthyridin-5(6H)-oneHCID 6800822092%

Reaction Conditions

Temperature150 °C

Reaction Steps

Methyl 2,5-divinylnicotinate (2.1 g, 11.1 mmol) was combined with p-methoxybenzylamine (2 mL, 15 mmol) and dimethylacetamide (7 mL) and heated for 20 min in a microwave reactor at 150° C. The reaction mixture was concentrated and purified over silica gel (0-100% EtOAc/hexanes) using automated chromatography. The product containing fractions were combined and evaporated under reduced pressure to give the compound (2.99 g, 92%). LC-MS (M+H)=295.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853237B2
Source datasetuspto-grants-2014_10
ORD IDord-ae011d635ee54892ab279714c536943e
Source noteuspto-grants-2014_10