Butanal → [5-(4-Fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester

HRID 15527

Reaktionsgleichung

Reaktionsgleichung von HRID 15527
[C:1]([O:5][C:6](=[O:27])[CH2:7][NH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][S:16]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)(=[O:18])=[O:17])=[CH:11][C:10]=1[NH2:26])([CH3:4])([CH3:3])[CH3:2].[CH:28](=O)[CH2:29][CH2:30][CH3:31]>C(O)C.C(O)(=O)C>[C:1]([O:5][C:6](=[O:27])[CH2:7][N:8]1[C:9]2[CH:14]=[CH:13][C:12]([NH:15][S:16]([C:19]3[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=3)(=[O:18])=[O:17])=[CH:11][C:10]=2[N:26]=[C:28]1[CH2:29][CH2:30][CH3:31])([CH3:4])([CH3:2])[CH3:3]

Komponenten

5

Edukt 2

HCID 261ButanalHCID 67199324[2-Amino-4-(4-fluoro-benzenesulfonylamino)-phenylamino]-acetic acid tert-butyl ester

Produkt 1

HCID 67201670[5-(4-Fluoro-benzenesulfonylamino)-2-propyl-benzoimidazol-1-yl]-acetic acid tert-butyl ester

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidKatalysatorHCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

The product from step c.) (100 mg, 0.25 mmol) was dissolved in ethanol (5 mL) and treated with acetic acid (2 drops) followed by butyraldehyde (35 uL, 0.39 mmol). The reaction was heated to 70° C. for 18 hours. The reaction mixture was cooled to ambient temperature and concentrated under reduced pressure to give the crude sub-title compound that was used without further purification.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled to ambient temperature
  2. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-2451222b1e724e918f6a55eac24a9455
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732618B2

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