Triethylamine → N-{3-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3H-imidazol-4-yl)-ethylamino]-propyl}-3-hydroxy-benzenesulfonamide

HRID 1060896Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1060896
Br[CH2:2][CH2:3][CH2:4][NH:5][S:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[CH:10]=1)(=[O:8])=[O:7].[NH2:16][C:17]([C:25]1[CH:32]=[CH:31][C:28]([C:29]#[N:30])=[C:27]([F:33])[CH:26]=1)([C:19]1[N:20]([CH3:24])[CH:21]=[N:22][CH:23]=1)[CH3:18].CCN(CC)CC>CC#N>[C:29]([C:28]1[CH:31]=[CH:32][C:25]([C:17]([NH:16][CH2:2][CH2:3][CH2:4][NH:5][S:6]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([OH:15])[CH:10]=2)(=[O:8])=[O:7])([C:19]2[N:20]([CH3:24])[CH:21]=[N:22][CH:23]=2)[CH3:18])=[CH:26][C:27]=1[F:33])#[N:30]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 11470581(+)-4-[1-amino-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-2-fluoro-benzonitrileHCID 18629458N-(3-bromo-propyl)-3-hydroxy-benzenesulfonamide

Produkt 1

HCID 70026827N-{3-[1-(4-Cyano-3-fluoro-phenyl)-1-(3-methyl-3H-imidazol-4-yl)-ethylamino]-propyl}-3-hydroxy-benzenesulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

N-(3-Bromo-propyl)-3-hydroxy-benzenesulfonamide (0.23 g, 0.782 mmol), (+)-4-[1-amino-1-(3-methyl-3H-imidazol-4-yl)-ethyl]-2-fluoro-benzonitrile (Example 1, Step I) (0.191 g, 0.78 mmol), and Et3N (0.218 mL, 1.56 mmol) were dissolved in CH3CN (5 mL) and heated at reflux for 16 h. The reaction mixture was concentrated in vacuo, azeotroped with toluene, and dried to give the title compound. MS (M+1) 458.

Aufarbeitung

  1. temperatureheated
  2. temperatureat reflux for 16 h
  3. concentrationThe reaction mixture was concentrated in vacuo
  4. customazeotroped with toluene
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-57d6f351b74f419ca0157b8ec036bd8f
Quelldatensatz
uspto-grants-2003_02
Patentnummer
US06525074B2

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