Water → 1-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-5-(ethyloxy)-1,2,3,6-tetrahydropyrazine

HRID 1889071Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1889071
[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([N:14]1[CH2:19][CH2:18][NH:17][C:16](=[O:20])[CH2:15]1)=[O:13].F[B-](F)(F)F.[CH2:26]([O+](CC)CC)[CH3:27].O.C(=O)([O-])O.[Na+]>ClCCl>[Cl:1][C:2]1[C:7]([C:8]([F:11])([F:9])[F:10])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12]([N:14]1[CH2:15][C:16]([O:20][CH2:26][CH3:27])=[N:17][CH2:18][CH2:19]1)=[O:13]

Komponenten

6

Edukt 4

HCID 962WaterHCID 516892Sodium BicarbonateHCID 2723982Triethyloxonium tetrafluoroborateHCID 665992084-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-2-piperazinone2×

Produkt 1

HCID 665993991-{[2-Chloro-3-(trifluoromethyl)phenyl]carbonyl}-5-(ethyloxy)-1,2,3,6-tetrahydropyrazine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

To a solution of 4-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-2-piperazinone (0.613 g, 2 mmol, e.g. as prepared in Intermediate 1) in Dichloromethane (5 ml) at room temperature was added triethyloxonium tetrafluoroborate (950 mg, 5.00 mmol). The reaction mixture was stirred for 18 hours. Dichloromethane (20 ml) and iced water (10 ml) were added and the pH was adjusted to pH 7 with solid sodium hydrogen carbonate. The organic phase was separated, washed with brine, dried and evaporated to give crude 1-{[2-chloro-3-(trifluoromethyl)phenyl]carbonyl}-5-(ethyloxy)-1,2,3,6-tetrahydropyrazine which was used without further purification.

Aufarbeitung

  1. customThe organic phase was separated
  2. washwashed with brine
  3. customdried
  4. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-19ef128f5b6843d9bd13a0f159348b45
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08501946B2

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