Water → 4-[3-(4-Oxo-4,5,6,7-tetrahydroindolon-1-yl)propionylamino} Benzoic Acid Ethyl Ester

HRID 561255

Reaktionsgleichung

Reaktionsgleichung von HRID 561255
[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:15])[CH:13]=[CH2:14])=[CH:7][CH:6]=1)[CH3:2].[NH:17]1[C:25]2[CH2:24][CH2:23][CH2:22][C:21](=[O:26])[C:20]=2[CH:19]=[CH:18]1.C(=O)([O-])[O-:28].[K+].[K+].O>CN(C)C=O>[CH2:1]([O:3][C:4](=[O:16])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:15])[CH2:13][CH2:14][N:17]2[C:25]3[CH2:24][CH2:23][CH2:22][C:21](=[O:26])[C:20]=3[CH2:19][C:18]2=[O:28])=[CH:7][CH:6]=1)[CH3:2]

Komponenten

6

Edukt 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 84618Ethyl 4-[(1-oxoallyl)amino]benzoateHCID 2802291,5,6,7-Tetrahydro-4H-indol-4-one

Produkt 1

HCID 865869414-[3-(4-Oxo-4,5,6,7-tetrahydroindolon-1-yl)propionylamino} Benzoic Acid Ethyl EsterAusbeute 56 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

In the second step, 4-acryloylaminobenzoic acid ethyl ester (200 mg, 0.91 mmol), 1,5,6,7-tetrahydro-4H-indol-4-one (123 mg, 0.91 mmol) and potassium carbonate (126 mg, 0.91 mmol) were combined in dry N,N-dimethylformamide (3 mL) and stirred at room temperature for 24 hours, then heated to 60 C for 6 hours. Water (20 mL) was added and the resulting precipitate was vacuum filtered washing with water. The isolated solid was dried under vacuum to yield 180 mg (56%) of the title compound.

Aufarbeitung

  1. temperatureheated to 60 C for 6 hours
  2. filtrationfiltered
  3. washwashing with water
  4. customThe isolated solid was dried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-5e48d866b31d4cc4b7fa8be3b02e82c6
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08063233B2

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