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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 548492Generated: October 29, 2026

Pyrrolidine, 1-butyl- → HCID 67201959, compound

https://huagongshe.com/reaction/548492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidine, 1-butyl-HCID 69843—
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 67201959HCID 67201959—

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 85 μL (1.02 mmol) of R-(+)-3-pyrrolidinol in 5.0 ml dimethylformamide was stirred at room temperature for 4 hr and at 60° C. for 1 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, and purified by preparative TLC. Yield 84.2 mg (33%) yellow solid: mp 215-220° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUSRE042376E1
Source datasetuspto-grants-2011_05
ORD IDord-e49d6c6031fb4314b587f12245aef333
Source noteuspto-grants-2011_05