5-Aminobenzimidazole → HCID 178517650, compound

HRID 452079

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:19]=[C:18]([C:20]([F:23])([F:22])[F:21])[CH:17]=[CH:16][C:13]=1[CH:14]=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:14]([C:13]4[CH:16]=[CH:17][C:18]([C:20]([F:23])([F:22])[F:21])=[CH:19][C:12]=4[F:11])[CH2:31][NH:30][C:35]3=[O:36])=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

Reactant 4

HCID 136235-Aminobenzimidazole

HCID 682631,1'-Carbonyldiimidazole

HCID 82115Trimethylsilyl cyanide

HCID 5229292-Fluoro-4-(trifluoromethyl)benzaldehyde

Product 1

HCID 178517650HCID 178517650, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.457 g, 3.44 mmol), 2-fluoro-4-(trifluoromethyl)benzaldehyde (0.600 g, 3.13 mmol), TMSCN (0.39 mL, 3.13 mmol), PdC (10%, 0.02 g), TEA (0.455 mL, 3.26 mmol), di-(imidazol-1-yl)methanone (0.529, 3.26 mmol) as described in method 2.

Workup

customThe compound was synthesized

Sources & evidence

ORD record: ord-346477bc48fb46429824a6acdf4573dd
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08486940B2

Linked notes

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