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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2404050Generated: October 26, 2026

Potassium Carbonate → 7-chloro-3-(3,5-dimethoxyphenyl)-1,8-dimethyl-1,6-naphthyridin-2(1H)-one

https://huagongshe.com/reaction/2404050

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 3,5-dimethoxyphenylacetateHCID 592191—
Reactant6-Chloro-5-methyl-4-(methylamino)nicotinaldehydeHCID 86713590—
SolventDimethylformamideHCID 6228—
Product7-chloro-3-(3,5-dimethoxyphenyl)-1,8-dimethyl-1,6-naphthyridin-2(1H)-oneHCID 8671359195%

Reaction Conditions

Temperature105 °C

Reaction Steps

A mixture of 6-chloro-5-methyl-4-(methylamino)nicotinaldehyde (3.11 g, 16.8 mmol), methyl 2-(3,5-dimethoxyphenyl)acetate (4.25 g, 20.2 mmol) and potassium carbonate (2.8 g, 20.3 mmol) in N,N-dimethylformamide (100 mL) was stirred at 105° C. overnight. LCMS monitored the reaction was completed. The reaction mixture was cooled to RT and quenched by water. The precipitate was filtered and dried to get the title compound (5.5 g, crude) as a yellow solid. MS (ES+) C18H17ClN2O3 requires: 344, 346. found: 345, 347 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08802697B2
Source datasetuspto-grants-2014_08
ORD IDord-1aa02eae83eb4a04b5dbe836e7b5c9f7
Source noteuspto-grants-2014_08