Trimethyl((tributylstannyl)ethynyl)silane → Ethyl 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-5-trimethylsilylethinyl-4-oxo-3-quinolinecarboxylate

HRID 1901493Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1901493
Br[C:2]1[C:11]([F:12])=[C:10]([F:13])[C:9]([F:14])=[C:8]2[C:3]=1[C:4](=[O:23])[C:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:6][N:7]2[CH:15]1[CH2:17][CH2:16]1.C([Sn]([C:37]#[C:38][Si:39]([CH3:42])([CH3:41])[CH3:40])(CCCC)CCCC)CCC>C1(C)C=CC=CC=1>[CH:15]1([N:7]2[C:8]3[C:3](=[C:2]([C:37]#[C:38][Si:39]([CH3:42])([CH3:41])[CH3:40])[C:11]([F:12])=[C:10]([F:13])[C:9]=3[F:14])[C:4](=[O:23])[C:5]([C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:6]2)[CH2:17][CH2:16]1

Komponenten

4

Edukt 2

HCID 639663Trimethyl((tributylstannyl)ethynyl)silaneHCID 22924353Ethyl 5-bromo-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate

Produkt 1

HCID 22924385Ethyl 1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-5-trimethylsilylethinyl-4-oxo-3-quinolinecarboxylateAusbeute 78,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

1.95 g of ethyl 5-bromo-1-cyclopropyl-6,7,8-trifluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylate, 2.7 g of tributylstannyl-trimethylsilyl-acetylene and 0.29 g of tetrakis-(triphenylphosphine)palladium(0) are refluxed for 4 hours in 20 ml of absolute toluene under a nitrogen atmosphere. The reaction mixture is filtered at room temperature; the solid is washed with a small amount of toluene and dried. 1.6 g of the title compound are obtained (78% of theory).

Aufarbeitung

  1. filtrationThe reaction mixture is filtered at room temperature
  2. washthe solid is washed with a small amount of toluene
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-c92f61cdd32a4880bbb68a59e2cba3d1
Quelldatensatz
uspto-grants-1996_11
Patentnummer
US05578604

Notizen zur Reaktion

Wird geladen…