Water → Flecainide

HRID 460428Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 460428
[F:1][C:2]([F:22])([F:21])[CH2:3][O:4][C:5]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:11][C:6]=1[C:7]([O:9]C)=O.[NH2:23][CH2:24][CH:25]1[CH2:30][CH2:29][CH2:28][CH2:27][NH:26]1.O>C1(C)C=CC=CC=1>[CH:13]1[C:12]([O:15][CH2:16][C:17]([F:20])([F:19])[F:18])=[CH:11][C:6]([C:7]([NH:23][CH2:24][CH:25]2[NH:26][CH2:27][CH2:28][CH2:29][CH2:30]2)=[O:9])=[C:5]([O:4][CH2:3][C:2]([F:1])([F:22])[F:21])[CH:14]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 90865Piperidine-2-methylamineHCID 2727094Methyl 2,5-bis(2,2,2-trifluoroethoxy)benzoate

Produkt 1

HCID 3356FlecainideAusbeute 87,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of methyl 2,5-bis(2,2,2-trifluoroethoxy)benzoate (1.5 g), 2-(aminomethyl)piperidine (0.62 g) in toluene (3 ml) was stirred at reflux for 10 hours. After cooling to room temperature, water (10 ml) was added and two layers solution were separated. The aqueous layer was extracted with toluene (2×10 ml) and the combined organic layers were washed with water (3×10 ml). The organic layer was concentrated under reduced pressure to give Flecainide free base as a white solid (1.63 g, 85%).

Aufarbeitung

  1. temperatureat reflux for 10 hours
  2. customtwo layers solution were separated
  3. extractionThe aqueous layer was extracted with toluene (2×10 ml)
  4. washthe combined organic layers were washed with water (3×10 ml)
  5. concentrationThe organic layer was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-da87f08ae68749968e27a5d0ae886fab
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196197B2

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