Sodium Bicarbonate → HCID 86638551, Verbindung

HRID 1807731Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1807731
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[Cl:16].Br[CH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([OH:34])([C:30]([F:33])([F:32])[F:31])[C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=1.C(=O)([O-])O.[Na+]>C(#N)C.[I-].[Na+]>[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([N:10]2[CH2:11][CH2:12][N:13]([CH2:18][C:19]3[CH:20]=[CH:21][C:22]([C:25]([OH:34])([C:26]([F:27])([F:28])[F:29])[C:30]([F:31])([F:32])[F:33])=[CH:23][CH:24]=3)[CH2:14][CH2:15]2)=[O:9])=[CH:4][C:3]=1[Cl:16]

Komponenten

6

Edukt 3

HCID 516892Sodium BicarbonateHCID 235273962-[4-(Bromomethyl)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-olHCID 64322197(4-Amino-3-chlorophenyl)(piperazin-1-yl)methanone

Produkt 1

HCID 86638551HCID 86638551, VerbindungAusbeute 50,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 5238Sodium IodideKatalysatorHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

A mixture of (4-amino-3-chlorophenyl)(piperazin-1-yl)methanone (6.67 mmol, 1.6 g), 2-(4-(bromomethyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (6.67 mmol, 2.250 g), sodium hydrogencarbonate (20.02 mmol, 1.682 g) and sodium iodide (0.334 mmol, 0.050 g) in acetonitrile (50 mL) was stirred for 24 hours. The reaction was concentrated under reduced pressure and dichloromethane was added. The mixture was filtered and the filtrate was chromatographed on silica eluting with dichloromethane to dichloromethane/ethyl acetate to give the title compound (1.66 g).

Aufarbeitung

  1. concentrationThe reaction was concentrated under reduced pressure and dichloromethane
  2. additionwas added
  3. filtrationThe mixture was filtered
  4. customthe filtrate was chromatographed on silica eluting with dichloromethane to dichloromethane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-e49bc4c6827a4191a299994798476a40
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08357679B2

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