Lawesson's reagent → (E)-4-Methyl-1-[4-[7-(trifluoromethyl)-4-quinolyl]piperazin-1-yl]hex-2-ene-1-thione

HRID 333986Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 333986
[CH3:1][CH:2]([CH2:27][CH3:28])/[CH:3]=[CH:4]/[C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[C:22]3[C:17](=[CH:18][C:19]([C:23]([F:26])([F:25])[F:24])=[CH:20][CH:21]=3)[N:16]=[CH:15][CH:14]=2)[CH2:9][CH2:8]1)=O.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:38])=CC=1>C1COCC1>[CH3:1][CH:2]([CH2:27][CH3:28])/[CH:3]=[CH:4]/[C:5]([N:7]1[CH2:12][CH2:11][N:10]([C:13]2[C:22]3[C:17](=[CH:18][C:19]([C:23]([F:26])([F:25])[F:24])=[CH:20][CH:21]=3)[N:16]=[CH:15][CH:14]=2)[CH2:9][CH2:8]1)=[S:38]

Komponenten

4

Edukt 2

HCID 87949Lawesson's reagentHCID 86691602(E)-4-Methyl-1-[4-[7-(trifluoromethyl)-4-quinolyl]piperazin-1-yl]hex-2-en-1-one

Produkt 1

HCID 86691603(E)-4-Methyl-1-[4-[7-(trifluoromethyl)-4-quinolyl]piperazin-1-yl]hex-2-ene-1-thione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

(E)-4-methyl-1-[4-[7-(trifluoromethyl)-4-quinolyl]piperazin-1-yl]hex-2-en-1-one (20 mg, 0.049 mmol) was dissolved in THF (1 ml), Lawesson's reagent (20 mg, 0.051 mmol) was added in one portion and the resulting mixture was stirred overnight at room temperature. The volatiles were removed under reduced pressure and the residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile) to yield 5.4 mg (0.013 mmol, 25%).

Aufarbeitung

  1. customThe volatiles were removed under reduced pressure
  2. customthe residue was purified by preparative HPLC (gradient of water containing 0.1% NH3 and acetonitrile)
  3. customto yield 5.4 mg (0.013 mmol, 25%)

Quellen und Nachweise

ORD-Eintrag
ord-a87e0d5970434aa18618f7618bdc92fd
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08883791B2

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