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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655705Generated: October 28, 2026

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

https://huagongshe.com/reaction/655705

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Methoxy-N-(4-methoxybenzoyl)-N-(6-dimethylamino-4-[2-thienylmethylamino]-3-cyanoquinolin-2-yl)benzamideHCID 66850377—
SolventAcetonitrileHCID 6342—
SolventPotassium HydroxideHCID 14797—
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 numberUS08071601B2
Source datasetuspto-grants-2011_12
ORD IDord-1f46fc19e8fd411f88ddeb2ea2a6b3bf
Source noteuspto-grants-2011_12