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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 228958Generated: October 25, 2026

Dimethylformamide → 4-{2-[6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-ethylcarbamoyl}-3,3-dimethyl-butanoic acid

https://huagongshe.com/reaction/228958

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4,4-Dimethylpiperidine-2,6-dioneHCID 14292—
Reactant7-(2-Chloro-ethoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolineHCID 23078272—
SolventWaterHCID 962—
Product4-{2-[6-Methoxy-4-(2-methyl-quinolin-3-yloxy)-quinolin-7-yloxy]-ethylcarbamoyl}-3,3-dimethyl-butanoic acidHCID 577563395.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

N,N-Dimethylformamide (1 ml) was added to 7-(2-chloro-ethoxy)-6-methoxy-4-(2-methyl-quinolin-3-yloxy)-quinoline (compound 353) (50 mg), potassium carbonate (53 mg), and 4,4-dimethylpiperidine-2,6-dione (54 mg), and the mixture was stirred at 80° C. overnight and then at 100° C. for one day. The reaction solution was cooled to room temperature, water was added to the reaction solution, and the mixture was extracted with chloroform. The chloroform layer was washed with water and was then dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure, and the residue was purified by thin layer chromatography using chloroform-methanol to give the title compound (3.5 mg, yield 5%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07560558B2
Source datasetuspto-grants-2009_07
ORD IDord-b96a6086272b4f5f80f517345f9cbf61
Source noteuspto-grants-2009_07