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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2274211Generated: October 26, 2026

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

https://huagongshe.com/reaction/2274211

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 numberUS09126951B2
Source datasetuspto-grants-2015_09
ORD IDord-e8601931f34845068c08a33c5913253e
Source noteuspto-grants-2015_09