5-Aminobenzimidazole → HCID 178458238, compound

HRID 452110Notes

Reaction equation

HRID 452110 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]=[CH:18][C:19]=1[O:20][CH2:21][CH2:22][CH3:23])[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]=[CH:18][C:19]([O:20][CH2:21][CH2:22][CH3:23])=[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 574319263-Fluoro-4-propoxybenzaldehyde

Product 1

HCID 178458238HCID 178458238, compound

Procedure

The compound was further synthesized starting from 5-aminobenzimidazole (0.806 g, 6.1 mmol), 3-fluoro-4-propoxybenzaldehyde (1.0 g, 5.5 mmol), TMSCN (0.69 mL, 5.5 mmol), PdC (10%, 0.02 g), TEA 1.44 mL, 10.3 mmol), di-(imidazol-1-yl)methanone (0.92 g, 5.6 mmol) as described in method 2.

Workup

  1. customThe compound was further synthesized

Sources & evidence

ORD record
ord-b58736d4e7e146c382682e22e6c89526
Source dataset
uspto-grants-2013_07
Patent number
US08486940B2

Reaction notes

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