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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1034940Generated: October 27, 2026

Ammonia → 2-(3-(8-Methoxy-1-oxo-1,2-dihydro-2,7-naphthyridin-3-yl)propyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/1034940

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantMethyl 4-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-2-methoxynicotinateHCID 58094505—
SolventMethanolHCID 887—
Product2-(3-(8-Methoxy-1-oxo-1,2-dihydro-2,7-naphthyridin-3-yl)propyl)isoindoline-1,3-dioneHCID 58094629—

Reaction Conditions

Temperature115 °C

Reaction Steps

Methyl 4-(5-(1,3-dioxoisoindolin-2-yl)pent-1-ynyl)-2-methoxynicotinate (100 mg, 0.26 mmol) is dissolved in 7% NH3 in MeOH (3 mL) and heated at 115° C. in a sealed tube for 24 hours. The reaction mixture is cooled and the solvents are removed by evaporation. The cyclized product is separated using silica gel column chromatography using hexan:ethyl acetate as solvent. MS m/z 364.1 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546370B2
Source datasetuspto-grants-2013_10
ORD IDord-4081a06af1a2496bab815e53e4845501
Source noteuspto-grants-2013_10