5-Aminobenzimidazole → HCID 178517674, compound

HRID 706287Notes

Reaction equation

HRID 706287 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]1[CH:13]=[C:14]([CH:17]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:19]=1)[CH:15]=O.[Si](C#N)(C)(C)C.[N:30]1([C:35](N2C=CN=C2)=[O:36])C=CN=[CH:31]1>>[NH:6]1[C:5]2[CH:9]=[CH:10][C:2]([N:1]3[CH:15]([C:14]4[CH:17]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:19]=[C:12]([F:11])[CH:13]=4)[CH2:31][NH:30][C:35]3=[O:36])=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

5

Reactant 4

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 6056863-Fluoro-5-(trifluoromethyl)benzaldehyde

Product 1

HCID 178517674HCID 178517674, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.585 g, 4.4 mmol), 3-fluoro-5-(trifluoromethyl)benzaldehyde (0.768 g, 4 mmol), TMSCN (0.5 mL, 4 mmol), PdC (10%, 0.02 g), TEA (0.558 mL, 4 mmol), di-(imidazol-1-yl)methanone (0.648, 4 mmol) as described in method 2.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-82ea06d64a2d4d11920afa91f67741c9
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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