Benzaldehyde, 2-hydroxy-5-methyl- → 2-[[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-methyl]-4-methyl-phenol

HRID 18462

Reaktionsgleichung

Reaktionsgleichung von HRID 18462
[N:1]1([CH2:6][CH2:7][CH2:8][NH2:9])[CH:5]=[CH:4][N:3]=[CH:2]1.[OH:10][C:11]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][C:12]=1[CH:13]=O.C[Si]([N:24]=[N+:25]=[N-:26])(C)C.[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([CH2:34][N+:35]#[C-:36])=[CH:30][CH:29]=1>CO>[Cl:27][C:28]1[CH:33]=[CH:32][C:31]([CH2:34][N:35]2[C:36]([CH:13]([NH:9][CH2:8][CH2:7][CH2:6][N:1]3[CH:5]=[CH:4][N:3]=[CH:2]3)[C:12]3[CH:15]=[C:16]([CH3:19])[CH:17]=[CH:18][C:11]=3[OH:10])=[N:26][N:25]=[N:24]2)=[CH:30][CH:29]=1

Komponenten

6

Edukt 4

HCID 69184Benzaldehyde, 2-hydroxy-5-methyl-HCID 78378AzidotrimethylsilaneHCID 787361H-Imidazole-1-propanamineHCID 27574091-Chloro-4-(isocyanomethyl)benzene

Produkt 1

HCID 250622412-[[1-(4-Chloro-benzyl)-1H-tetrazol-5-yl]-(3-imidazol-1-yl-propylamino)-methyl]-4-methyl-phenol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3-Imidazol-1-yl-propylamine (1 mmol) and 2-Hydroxy-5-methyl-benzaldehyde (1 mmol) were combined in methanol (2 ml, dry). After 2 hours Trimethylsilylazide (5 mmol) and 1-Chloro-4-isocyanomethyl-benzene (1 mmol) was added. The reaction was stirred at room temperature for 48 h. After evaporation of the solvent the residue was purified with chromatographic methods.

Aufarbeitung

  1. customAfter evaporation of the solvent the residue
  2. customwas purified with chromatographic methods

Quellen und Nachweise

ORD-Eintrag
ord-9eb22706214142e0979a67926478b28b
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07741354B2

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