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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1985688Generated: October 29, 2026

Acetic Acid → 4-Methoxy-N-(6-dimethylamino-4-[2-thienylmethylamino]-3-cyanoquinolin-2-yl)benzamide

https://huagongshe.com/reaction/1985688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium HydroxideHCID 14797—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Methoxy-N-(4-methoxybenzoyl)-N-(6-dimethylamino-4-[2-thienylmethylamino]-3-cyanoquinolin-2-yl)benzamideHCID 66850377—
SolventAcetonitrileHCID 6342—
Product4-Methoxy-N-(6-dimethylamino-4-[2-thienylmethylamino]-3-cyanoquinolin-2-yl)benzamideHCID 66850616—

Reaction Steps

To the solution of 2.3 g of 4-methoxy-N-(4-methoxybenzoyl)-N-(6-dimethylamino-4-[2-thienylmethylamino]-3-cyanoquinolin-2-yl)benzamide in 20 mL of acetonitrile, 5 ML of 1N methanolic potassium hydroxide solution is added. The reaction mixture is heated under reflux conditions for 10 minutes, 1.5 mL of glacial acetic acid is added to it, then it is neutralized with 15 mL of 1M sodium hydrogen carbonate solution. The precipitate is filtered off, the yellow crystalline material is recrystallized from the mixture of 5 ml of dimethylformamide and 40 mL of ethanol. After drying 1.15 g of the title compound is obtained, m.p.: 163° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07547696B2
Source datasetuspto-grants-2009_06
ORD IDord-7aa399c099684a098d15f45375f3982f
Source noteuspto-grants-2009_06