5-Aminobenzimidazole → HCID 178517665, compound

HRID 706286Notes

Reaction equation

HRID 706286 reaction equation
[F:1][C:2]1[CH:9]=[CH:8][C:7]([C:10]([F:13])([F:12])[F:11])=[CH:6][C:3]=1[CH:4]=O.[NH2:14][C:15]1[CH:23]=[CH:22][C:18]2[N:19]=[CH:20][NH:21][C:17]=2[CH:16]=1.[Si](C#N)(C)(C)C.[N:30]1([C:35](N2C=CN=C2)=[O:36])C=CN=[CH:31]1>>[NH:19]1[C:18]2[CH:22]=[CH:23][C:15]([N:14]3[CH:4]([C:3]4[CH:6]=[C:7]([C:10]([F:13])([F:12])[F:11])[CH:8]=[CH:9][C:2]=4[F:1])[CH2:31][NH:30][C:35]3=[O:36])=[CH:16][C:17]=2[N:21]=[CH:20]1

Participants

5

Reactant 4

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 27349042-Fluoro-5-(trifluoromethyl)benzaldehyde

Product 1

HCID 178517665HCID 178517665, compound

Procedure

The compound was synthesized from 2-fluoro-5-(trifluoromethyl)benzaldehyde (0.565 mL, 4 mmol), 5-aminobenzimidazole (0.585 g, 4.4 mmol), TMSCN (0.5 g, 4 mmol), TEA (0.669 mL, 4.8 mmol), PdC (10%, 0.02 g), di(1H-imidazol-1-yl)methanone (0.778 g, 4.8 mmol) as described in method 2.

Sources & evidence

ORD record
ord-8c3592ec9ca6450e84a198abd9310235
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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