Potassium Carbonate → HCID 18415768, Verbindung

HRID 991001Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 991001
[NH:1]1[C:5]2[C:6]3[C:11]([CH2:12][C:4]=2[C:3]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)=[N:2]1)=[CH:10][CH:9]=[CH:8][CH:7]=3.C(=O)([O-])[O-].[K+].[K+].Br[CH2:27][C:28]([NH2:30])=[O:29]>CN(C)C=O.ClCCl>[NH:1]1[C:5]2[C:6]3[C:11]([CH2:12][C:4]=2[C:3]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:27][C:28]([NH2:30])=[O:29])=[CH:15][CH:14]=2)=[N:2]1)=[CH:10][CH:9]=[CH:8][CH:7]=3

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 696322-BromoacetamideHCID 135512470HCID 135512470, Verbindung

Produkt 1

HCID 18415768HCID 18415768, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenol (0.28 g, Example 30), potassium carbonate (0.16 g) and 2-bromoacetamide (0.16 g) was stirred together at ambient temperature in dry dimethyl formamide (5 ml) for 4 days and then allowed to stand at ambient temperature for 9 days. The mixture was diluted with dichloromethane (50 ml) and washed with 1M aqueous sodium hydroxide solution and then with water. Some insoluble material which remained throughout the extractions was collected by filtration. The solid was purified by flash column chromatography on silica using ethyl acetate as the mobile phase. Appropriate fractions were collected, combined and evaporated to give 2-[4-(1,4-dihydroindeno[1,2-c]pyrazol-3-yl)phenoxy]acetamide, m.p. 247-248° C.

Aufarbeitung

  1. washwashed with 1M aqueous sodium hydroxide solution
  2. extractionSome insoluble material which remained throughout the extractions
  3. filtrationwas collected by filtration
  4. customThe solid was purified by flash column chromatography on silica
  5. customAppropriate fractions were collected
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-b03e9e334f874791a261999fd7aa6944
Quelldatensatz
uspto-grants-2002_10
Patentnummer
US06462036B1

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