5-Aminobenzimidazole → HCID 178517672, compound

HRID 452067Notes

Reaction equation

HRID 452067 reaction equation
[NH2:1][C:2]1[CH:10]=[CH:9][C:5]2[N:6]=[CH:7][NH:8][C:4]=2[CH:3]=1.[F:11][C:12]([F:25])([O:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=1)[CH:13]([F:15])[F:14].[Si](C#N)(C)(C)C.[N:32]1([C:37](N2C=CN=C2)=[O:38])C=CN=[CH:33]1>>[F:11][C:12]([F:25])([O:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]2[N:1]([C:2]3[CH:10]=[CH:9][C:5]4[NH:6][CH:7]=[N:8][C:4]=4[CH:3]=3)[C:37](=[O:38])[NH:32][CH2:33]2)=[CH:19][CH:18]=1)[CH:13]([F:15])[F:14]

Participants

5

Reactant 4

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 1188044-(1,1,2,2-Tetrafluoroethoxy)-benzaldehyde

Product 1

HCID 178517672HCID 178517672, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.585 g, 4.4 mmol), 4-(1,1,2,2-tetrafluoroethoxy)benzaldehyde (0.888 g, 4 mmol), TMSCN (0.5 mL, 4 mmol), PdC (10%, 0.02 g), TEA (0.978 mL, 7.0 mmol), di-(imidazol-1-yl)methanone (0.621 g, 3.83 mmol) as described in method 2. The product was purified by means of FPLC.

Workup

  1. customThe compound was synthesized
  2. customThe product was purified by means of FPLC

Sources & evidence

ORD record
ord-de1531a642ab4827b6482c2e8ccf7225
Source dataset
uspto-grants-2013_07
Patent number
US08486940B2

Reaction notes

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