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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1844017Generated: October 30, 2026

Triphenylphosphine → 2-(4-Methoxybenzyl)-3,4-dihydro-2,6-naphthyridin-1(2H)-one

https://huagongshe.com/reaction/1844017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
Reactant3-(2-hydroxyethyl)-N-(4-methoxybenzyl)isonicotinamideHCID 89964514—
SolventTetrahydrofuranHCID 8028—
Product2-(4-Methoxybenzyl)-3,4-dihydro-2,6-naphthyridin-1(2H)-oneHCID 73554603145.4%

Reaction Steps

3-(2-Hydroxyethyl)-N-(4-methoxybenzyl)isonicotinamide (220 mg, 0.769 mmol) was reacted with PPh3 (403 mg, 1.538 mmol), DEAD (0.15 mL, 0.922 mmol) and THF (10 mL) to afford the crude product. Purification by column chromatography on silica gel (1% methanol in CHCl3) afforded 300 mg of the product. LCMS: 66.95%, m/z=269.0 (M+1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-a1b3bcd25d6c4edebe54b0dff97e0005
Source noteuspto-grants-2015_02