5-Aminobenzimidazole → 5-(4-(2-methoxyethoxy)phenyl)-1-(1H-benzo[d]imidazol-5-yl)imidazolidin-2-one

HRID 706314Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 706314
FC(F)(F)C([O-])=O.[NH2:8][C:9]1[CH:17]=[CH:16][C:12]2[N:13]=[CH:14][NH:15][C:11]=2[CH:10]=1.[CH3:18][O:19][CH2:20][CH2:21][O:22][C:23]1[CH:30]=[CH:29][C:26]([CH:27]=O)=[CH:25][CH:24]=1.[Si](C#N)(C)(C)C.[N:37]1([C:42](N2C=CN=C2)=[O:43])C=CN=[CH:38]1>>[CH3:18][O:19][CH2:20][CH2:21][O:22][C:23]1[CH:30]=[CH:29][C:26]([CH:27]2[N:8]([C:9]3[CH:17]=[CH:16][C:12]4[NH:13][CH:14]=[N:15][C:11]=4[CH:10]=3)[C:42](=[O:43])[NH:37][CH2:38]2)=[CH:25][CH:24]=1

Komponenten

6

Edukt 5

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 84468TrifluoroacetateHCID 64855604-(2-Methoxyethoxy)benzaldehyde

Produkt 1

HCID 1784961085-(4-(2-methoxyethoxy)phenyl)-1-(1H-benzo[d]imidazol-5-yl)imidazolidin-2-one

Versuchsvorschrift

The compound was synthesized as trifluoroacetate salt starting from 5-aminobenzimidazole (1.3 gmg, 9.99 mmol), 4-(2-methoxyethoxy)benzaldehyde (1.5 g, 8.33 mmol), TMSCN (1.64 mL, 16.66 mmol) 10% Pd—C (200 mg), TEA (2.5 mL, 18.40 mmol), di-(imidazol-1-yl)methanone (1.192 g, 7.36 mmol), as described in method 2. The product was purified by means of preparative HPLC.

Aufarbeitung

  1. customThe product was purified by means of preparative HPLC

Quellen und Nachweise

ORD-Eintrag
ord-313b66a7b08449b9aa0dc9c3f7dc27e2
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09173885B2

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