Sodium Carbonate → Ammonia

HRID 2196189Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2196189
[F:1][C:2]1[CH:3]=[C:4]([NH:14][C:15]([C:17]2[C:18]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=3)=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:16])[CH:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.Br[CH:30]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[C:31]([N:33]([CH2:36][CH3:37])[CH2:34][CH3:35])=[O:32].C([O-])([O-])=O.[Na+].[Na+]>CN(C=O)C.CCOC(C)=O>[NH3:8].[CH2:36]([N:33]([CH2:34][CH3:35])[C:31]([CH:30]([C:38]1[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=1)[N:11]1[CH2:12][CH2:13][N:8]([C:7]2[CH:6]=[CH:5][C:4]([NH:14][C:15]([C:17]3[C:18]([C:23]4[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=4)=[CH:19][CH:20]=[CH:21][CH:22]=3)=[O:16])=[CH:3][C:2]=2[F:1])[CH2:9][CH2:10]1)=[O:32])[CH3:37]

Komponenten

7

Edukt 3

HCID 10340Sodium CarbonateHCID 14897375HCID 14897375, VerbindungHCID 66931694HCID 66931694, Verbindung

Produkt 2

HCID 222AmmoniaHCID 56670260HCID 56670260, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of biphenyl-2-carboxylic acid (3-fluoro-4-piperazin-1-yl-phenyl)-amide (0.030 g, 0.08 mmol), 2-bromo-N,N-diethyl-2-phenyl-acetamide (0.025 g, 0.09 mmol), and Na2CO3 (0.013 g, 0.1 mmol) in DMF (2 mL) was stirred at room temperature. After 18 h, the reaction mixture was diluted with EtOAc (25 mL) and washed with H2O (3×15 mL). The organic layers were combined, dried (Na2SO4), and concentrated. Chromatography of the resulting residue (SiO2: 2 M NH3 in MeOH/CH2Cl2) yielded the title compound.

Aufarbeitung

  1. washwashed with H2O (3×15 mL)
  2. dry with materialdried (Na2SO4)
  3. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4a099b9f3ae64f59934196a085765057
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338426B2

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