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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548486Generated: October 28, 2026

Ethyl Acetate → HCID 73070213, compound

https://huagongshe.com/reaction/548486

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amideHCID 54242075—
SolventDimethylformamideHCID 6228—
ProductHCID 73070213HCID 7307021350.7%

Reaction Steps

A mixture of 1 g of the 4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide (2.04 mmol, 1 equiv.), 1.2 g of N,O-Dimethylhydroxylamine hydrochloride (12.25 mmol, 9 equiv.), and 1.5 g of sodium bicarbonate (18.38 mmol, 9 equiv.) in DMF (10 ml) was stirred at room temperature for 24 hours. Ethyl acetate was added to the reaction mixture, and the crude product was filtered. After flash chromatography (ethyl acetate:methanol:triethylamine 40:4:1), 0.486 g of the title compound was isolated (50.7% yield); mp 210-217° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE042376E1
Source datasetuspto-grants-2011_05
ORD IDord-f69dd10641964b2ca0eabcd3e0a09639
Source noteuspto-grants-2011_05