5-Aminobenzimidazole → HCID 178458239, compound

HRID 706319Notes

Reaction equation

HRID 706319 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]([O:20][CH2:21][CH2:22][CH3:23])[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]([O:20][CH2:21][CH2:22][CH3:23])=[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

5

Reactant 4

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 57488483HCID 57488483, compound

Product 1

HCID 178458239HCID 178458239, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.09 g, 0.67 mmol), 2-fluoro-4-propoxybenzaldehyde (0.11 g, 0.6 mmol), TMSCN (0.084 mL, 0.67 mmol), PdC (10%, 0.02 g), TEA 0.184 mL, 1.32 mmol), di-(imidazol-1-yl)methanone (0.117 g, 0.72 mmol) as described in method 2.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-07ba85e634d0489a9d1b23e179b78422
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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