5-Aminobenzimidazole → HCID 178487638, compound

HRID 706316Notes

Reaction equation

HRID 706316 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]=[CH:18][C:15]([CH:16]=O)=[CH:14][C:13]=1[O:20][CH3:21].[Si](C#N)(C)(C)C.[N:28]1([C:33](N2C=CN=C2)=[O:34])C=CN=[CH:29]1>>[NH:6]1[C:5]2[CH:9]=[CH:10][C:2]([N:1]3[CH:16]([C:15]4[CH:18]=[CH:19][C:12]([F:11])=[C:13]([O:20][CH3:21])[CH:14]=4)[CH2:29][NH:28][C:33]3=[O:34])=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

5

Reactant 4

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 27373584-Fluoro-3-methoxybenzaldehyde

Product 1

HCID 178487638HCID 178487638, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.585 g, 4.4 mmol), 4-fluoro-3-methoxybenzaldehyde (0.616 g, 4 mmol), TMSCN (0.5 mL, 4 mmol), PdC (10%, 0.02 g), TEA 1.21 mL, 8.7 mmol), di-(imidazol-1-yl)methanone (0.767 g, 4.7 mmol) as described in method 2.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-fc1113fa75ce411a82bcb9c91ebf704b
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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