Bromomethyl 4-methoxyphenyl ketone → 5-Amino-2-(1-[4-methoxyphenylcarbonylmethyl]benzimidazol-2-yl)-pyrazole

HRID 30506

Reaktionsgleichung

Reaktionsgleichung von HRID 30506
[NH2:1][C:2]1[CH:3]=[CH:4][N:5]([C:7]2[NH:11][C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=2)[N:6]=1.[CH3:16][O:17][C:18]1[CH:27]=[CH:26][C:21]([C:22](=[O:25])[CH2:23]Br)=[CH:20][CH:19]=1.C(=O)([O-])[O-].[K+].[K+]>O>[NH2:1][C:2]1[CH:3]=[CH:4][N:5]([C:7]2[N:11]([CH2:23][C:22]([C:21]3[CH:26]=[CH:27][C:18]([O:17][CH3:16])=[CH:19][CH:20]=3)=[O:25])[C:10]3[CH:12]=[CH:13][CH:14]=[CH:15][C:9]=3[N:8]=2)[N:6]=1

Komponenten

5

Edukt 3

HCID 4965Bromomethyl 4-methoxyphenyl ketoneHCID 11430Potassium CarbonateHCID 574644725-amino-2-(1H-benzimidazol-2-yl)pyrazole

Produkt 1

HCID 574943345-Amino-2-(1-[4-methoxyphenylcarbonylmethyl]benzimidazol-2-yl)-pyrazole

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

A suspension of 5-amino-2-(1H-benzimidazol-2-yl)pyrazole (0.10 g, 0.5 mmol), p-methoxyphenacyl bromide (0.204 g, 0.9 mmol) and dry potassium carbonate (0.173 g, 1.25 mmol) is stirred at room temperature for 16 hours. The mixture is diluted with water and the product extracted with ethyl acetate. The product is purified by chromatography on silicagel. M.p. 136-140° C., 1H-NMR (400 MHz, d6-DMSO): 8.04 (d, 2H); 7.58 (m, 2H); 7.28 (m, 3H); 7.11 (d, 2H); 6.84 (s, 2H); 6.26 (s, 2H); 5.39 (d, 1H); 3.87 (s, 3H).

Aufarbeitung

  1. extractionthe product extracted with ethyl acetate
  2. customThe product is purified by chromatography on silicagel

Quellen und Nachweise

ORD-Eintrag
ord-f8b0f03890c64aedba67ef2fd6510344
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07423157B2

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