1,2-Dichloroethane → HCID 59625331, Verbindung

HRID 2192806Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2192806
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][C:8]1[N:13]=[C:12]2[C:14]([CH3:18])([CH3:17])[CH2:15][CH2:16][C:11]2=[CH:10][C:9]=1[C:19]([OH:21])=O.CC(C)[CH2:24][NH:25][CH:26]1[CH2:31][CH2:30][CH2:29][N:28]([C:32]([O:34][C:35]([CH3:38])([CH3:37])[CH3:36])=[O:33])[CH2:27]1.[CH:40](N(CC)C(C)C)(C)C.F[P-](F)(F)(F)(F)F.ClC(N(C)C)=[N+](C)C.Cl[CH2:65][CH2:66]Cl>C(=O)([O-])O.[Na+]>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][NH:7][C:8]1[N:13]=[C:12]2[C:14]([CH3:17])([CH3:18])[CH2:15][CH2:16][C:11]2=[CH:10][C:9]=1[C:19]([N:25]([CH2:24][CH:65]([CH3:66])[CH3:40])[CH:26]1[CH2:31][CH2:30][CH2:29][N:28]([C:32]([O:34][C:35]([CH3:37])([CH3:36])[CH3:38])=[O:33])[CH2:27]1)=[O:21]

Komponenten

7

Edukt 5

HCID 111,2-DichloroethaneHCID 81531DiisopropylethylamineHCID 10989639Chloro-N,N,N',N'-tetramethylformamidinium HexafluorophosphateHCID 59625412HCID 59625412, VerbindungHCID 59625616HCID 59625616, Verbindung

Produkt 1

HCID 59625331HCID 59625331, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

2-[(Furan-2-ylmethyl)amino]-7,7-dimethyl-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carboxylic acid (390 mg), tert-butyl 3-[(2-methylpropyl)amino]piperidine-1-carboxylate (350 mg) and N,N-diisopropylethylamine (1.2 ml) were dissolved in 1,2-dichloroethane (10 ml), chloro-N,N,N′,N′-tetramethylformamidinium hexafluorophosphate (540 mg) was added and the mixture was stirred at room temperature for 18 hr. The reaction mixture was diluted with saturated aqueous sodium hydrogen carbonate solution and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was subjected to silica gel column chromatography, and the fraction eluted with ethyl acetate-hexane (5:95-100:10) was concentrated under reduced pressure to give the object compound (123 mg).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was evaporated under reduced pressure
  5. washthe fraction eluted with ethyl acetate-hexane (5:95-100:10)
  6. concentrationwas concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7900202318e4429485bd03378be85890
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08329691B2

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