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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 129408Generated: October 25, 2026

Trimethyl((tributylstannyl)ethynyl)silane → Ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylate

https://huagongshe.com/reaction/129408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl((tributylstannyl)ethynyl)silaneHCID 639663—
ReactantEthyl 8-bromo-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylateHCID 11046932—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductEthyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylateHCID 1937145880.9%

Reaction Conditions

Temperature-18 °C

Reaction Steps

22.2 g of ethyl 8-bromo-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate, 30.2 g of tributylstannyl-trimethylsilyl-acetylene and 3.48 g of tetrakis(triphenylphosphine)palladium(0) are refluxed for 3 hours in 300 ml of absolute toluene under a nitrogen atmosphere. After the reaction mixture has cooled to approx. -18° C., the solid is filtered off with suction, washed with toluene and dried. 18.8 g of ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylate (80% of theory) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05468742
Source datasetuspto-grants-1995_11
ORD IDord-260e005467264593aecbd717d0b88692
Source noteuspto-grants-1995_11