Sodium Hydroxide → HCID 16727476, Verbindung

HRID 1007725Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1007725
[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([NH:18][NH2:19])=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:20]2[CH:24]=[CH:23][O:22][CH:21]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C[O:26][C:27](=[O:37])[C:28]1[CH:33]=[CH:32][C:31]([C:34](Cl)=[O:35])=[CH:30][CH:29]=1.CCN(C(C)C)C(C)C.[OH-].[Na+]>CN(C=O)C.CC(O)=O>[CH:1]1([N:7]2[C:11]3[CH:12]=[CH:13][C:14]([C:16]([NH:18][NH:19][C:34]([C:31]4[CH:32]=[CH:33][C:28]([C:27]([OH:37])=[O:26])=[CH:29][CH:30]=4)=[O:35])=[O:17])=[CH:15][C:10]=3[N:9]=[C:8]2[C:20]2[CH:24]=[CH:23][O:22][CH:21]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 81531DiisopropylethylamineHCID 81850Methyl 4-(chlorocarbonyl)benzoateHCID 233781581H-Benzimidazole-5-carboxylic acid, 1-cyclohexyl-2-(3-furanyl)-, hydrazide

Produkt 1

HCID 16727476HCID 16727476, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

1-Cyclohexyl-2-furan-3-yl-1H-benzoimidazole-5-carboxylic acid hydrazide (0.022 g, 0.068 mmol) and methyl-4-chlorocarbonylbenzoate (0.013 g, 0.068 mmol) were stirred in DMF (1 mL) in the presence of DIEA (0.018 g, 0.14 mmol) for 2 h. An aqueous solution of NaOH (2.5 N, 0.22 mL, 0.55 mmol) was then added and the mixture was stirred for 2 h at room temperature. The reaction mixture was acidified by the addition of AcOH and purified by reversed phase C18 preparative HPLC to give the title compound of example 143.

Aufarbeitung

  1. custompurified by reversed phase C18 preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-9927dd7f82a84a759a0c884ede156c76
Quelldatensatz
uspto-grants-2004_09
Patentnummer
US06794404B2

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