(1S,6S)-2,8-Diazabicyclo(4.3.0)nonane → HCID 18665331, Verbindung

HRID 2394304Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2394304
Cl[C:2]1[C:11]([Cl:12])=[C:10]2[C:5]([C:6](=[O:19])[C:7]([C:16]([OH:18])=[O:17])=[CH:8][N:9]2[CH:13]2[CH2:15][CH2:14]2)=[CH:4][N:3]=1.[C@@H:20]12[CH2:28][NH:27][CH2:26][C@@H:25]1[CH2:24][CH2:23][CH2:22][NH:21]2>CN(C)C=O.C(#N)C>[Cl:12][C:11]1[C:2]([N:27]2[CH2:28][C@@H:20]3[C@@H:25]([CH2:24][CH2:23][CH2:22][NH:21]3)[CH2:26]2)=[N:3][CH:4]=[C:5]2[C:10]=1[N:9]([CH:13]1[CH2:15][CH2:14]1)[CH:8]=[C:7]([C:16]([OH:18])=[O:17])[C:6]2=[O:19]

Komponenten

5

Edukt 2

HCID 10313138(1S,6S)-2,8-Diazabicyclo(4.3.0)nonaneHCID 189731217,8-Dichloro-1-cyclopropyl-1,4-dihydro-4-oxo-1,6-naphthyridine-3-carboxylic acid

Produkt 1

HCID 18665331HCID 18665331, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

200 mg (0.67 mmol) of 7,8-dichloro-1-cyclopropyl-1,4-dihydro-4-oxo-1,6-naphthyridine-3-carboxylic acid are stirred with 190 mg (1.5 mmol) of (1S,6S)-2,8-diazabicyclo[4.3.0]nonane in a mixture of 1.7 ml of dimethylformamide and 1.7 ml of acetonitrile under argon overnight. The precipitate is isolated and washed with acetonitrile. The crude product is purified on silica gel (eluent: dichloromethane/methanol/aqueous ammonia solution 75:20:25).

Aufarbeitung

  1. customThe precipitate is isolated
  2. washwashed with acetonitrile
  3. customThe crude product is purified on silica gel (eluent: dichloromethane/methanol/aqueous ammonia solution 75:20:25)

Quellen und Nachweise

ORD-Eintrag
ord-3937b85528af4856a326fae06cced6c6
Quelldatensatz
uspto-grants-1998_09
Patentnummer
US05811433

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