5-amino-1-methyl-1H-imidazole-4-carbonitrile → 4-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (5-cyano-3-methyl-3H-imidazol-4-yl)-amide

HRID 2186464Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2186464
[N+](C1C=CC(O[C:11]([C:13]2[C:21]3[O:20][C:19]([CH2:22][CH3:23])=[N:18][C:17]=3[C:16]([O:24][CH:25]([F:27])[F:26])=[CH:15][CH:14]=2)=[O:12])=CC=1)([O-])=O.[NH2:28][C:29]1[N:33]([CH3:34])[CH:32]=[N:31][C:30]=1[C:35]#[N:36]>C(OCC)C>[C:35]([C:30]1[N:31]=[CH:32][N:33]([CH3:34])[C:29]=1[NH:28][C:11]([C:13]1[C:21]2[O:20][C:19]([CH2:22][CH3:23])=[N:18][C:17]=2[C:16]([O:24][CH:25]([F:26])[F:27])=[CH:15][CH:14]=1)=[O:12])#[N:36]

Komponenten

4

Edukt 2

HCID 110516355-amino-1-methyl-1H-imidazole-4-carbonitrileHCID 545360974-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid 4-nitrophenyl ester

Produkt 1

HCID 102920454-Difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid (5-cyano-3-methyl-3H-imidazol-4-yl)-amideAusbeute 34,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Starting from 4-difluoromethoxy-2-ethylbenzooxazole-7-carboxylic acid 4-nitro-phenyl ester (100 mg) and 5-amino-1-methyl-1H-imidazole-4-carbonitrile (65 mg). Purification by column chromatography on silica eluting with 0-5% methanol in ethyl acetate afforded, after trituration with diethyl ether, the title compound as a white solid (33 mg)

Aufarbeitung

  1. customPurification by column chromatography on silica eluting with 0-5% methanol in ethyl acetate
  2. customafforded

Quellen und Nachweise

ORD-Eintrag
ord-9cb91b7778c042c59aca1a7a31f8931c
Quelldatensatz
uspto-grants-2002_06
Patentnummer
US06403791B1

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