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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 524067Generated: October 25, 2026

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

https://huagongshe.com/reaction/524067

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 numberUS09340514B2
Source datasetuspto-grants-2016_05
ORD IDord-b5d4d1ac9f7148c394290c2b063189d3
Source noteuspto-grants-2016_05