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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 129406Generated: October 27, 2026

Ethyl 8-bromo-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate → Ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-8-vinyl-3-quinolinecarboxylate

https://huagongshe.com/reaction/129406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 8-bromo-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylateHCID 11046932—
ReactantTri(butyl)vinylstannaneHCID 21115800—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductEthyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-8-vinyl-3-quinolinecarboxylateHCID 1937145979.9%

Reaction Steps

3.72 g of ethyl 8-bromo-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate, 4.4 g of tributylvinyl stannan and 0.46 g of tetrakis(triphenylphosphine)palladium(0) are refluxed in 40 ml of absolute toluene for 2 to 3 hours under a nitrogen atmosphere. The mixture is filtered under hot conditions, and the product which has precipitated at room temperature is filtered off with suction, washed with toluene and dried. 2.55 g of ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-8-vinyl-3-quinolinecarboxylate are obtained (79% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05468742
Source datasetuspto-grants-1995_11
ORD IDord-a61c6f61492d483580d1e6142e4fbe4e
Source noteuspto-grants-1995_11