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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548491Generated: October 25, 2026

Diisopropanolamine → 4-[Bis-(2-hydroxy-propyl)-amino]-but-2-enoic Acid [4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide

https://huagongshe.com/reaction/548491

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropanolamineHCID 8086—
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—
Product4-[Bis-(2-hydroxy-propyl)-amino]-but-2-enoic Acid [4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amideHCID 67203530—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 250 mg (0.51 mmol) of 4-bromo-but-2-enoic acid[4-(3-chloro-4-fluoro-phenylamino)-3-cyano-7-methoxy-quinolin-6-yl]-amide, and 136 mg (1.02 mmol) of 1,1′-iminodi-2-propanol in 2.25 ml dimethylformamide was stirred at room temperature for 3 hr and at 60° C. for 2 hr. After the mixture was cooled, saturated sodium bicarbonate solution was added and the solution was subsequently extracted with ethyl acetate. The extracts were evaporated to an oil, washed with hexane and dried under reduced pressure. Yield 240.1 mg (87%) tan solid: mp 122-125° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE042376E1
Source datasetuspto-grants-2011_05
ORD IDord-757843ad5fbd4d8d9f872cc0a8b39990
Source noteuspto-grants-2011_05