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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 129419Generated: October 26, 2026

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

https://huagongshe.com/reaction/129419

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl((tributylstannyl)ethynyl)silaneHCID 639663—
ReactantEthyl 8-chloro-1-cyclopropyl-6,7-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylateHCID 13579166—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductEthyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylateHCID 1937145838%

Reaction Conditions

Temperature-18 °C

Reaction Steps

1.64 g of ethyl 8-chloro-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate, 3 g of tributylstannyl-trimethylsilyl-acetylene and 0.29 g of tetrakis(triphenylphosphine)palladium(0) are refluxed for 42 hours in 20 ml of absolute toluene under a nitrogen atmosphere. The reaction mixture is cooled to approx. -18° C. and filtered. After the filter residue has been dried, 0.74 g of ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylate is obtained (38% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05468742
Source datasetuspto-grants-1995_11
ORD IDord-76f4145bd2584731a1b174ab5961ad22
Source noteuspto-grants-1995_11