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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Trimethyl((tributylstannyl)ethynyl)silane | HCID 639663 | — |
| Reactant | Ethyl 8-bromo-1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate | HCID 11046932 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | Ethyl 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-(trimethylsilylethinyl)-4-oxo-3-quinolinecarboxylate | HCID 19371458 | 80.9% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05468742 |
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| Source dataset | uspto-grants-1995_11 |
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| ORD ID | ord-260e005467264593aecbd717d0b88692 |
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| Source note | uspto-grants-1995_11 |
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