5-Aminobenzimidazole → HCID 178517640, compound

HRID 706295Notes

Reaction equation

HRID 706295 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.[C:11]1([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:16]=[CH:15][CH:14]=[C:13]([CH:17]=O)[CH:12]=1.[Si](C#N)(C)(C)C.[N:31]1([C:36](N2C=CN=C2)=[O:37])C=CN=[CH:32]1>>[NH:6]1[C:5]2[CH:9]=[CH:10][C:2]([N:1]3[CH:17]([C:13]4[CH:14]=[CH:15][CH:16]=[C:11]([C:19]5[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=5)[CH:12]=4)[CH2:32][NH:31][C:36]3=[O:37])=[CH:3][C:4]=2[N:8]=[CH:7]1

Participants

5

Reactant 4

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 1210533-Phenylbenzaldehyde

Product 1

HCID 178517640HCID 178517640, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (526 mg, 3.95 mmol), biphenyl-3-carbaldehyde (600 mg, 3.29 mmol), TMSCN (654 mg, 6.59 mmol), 10% PdC (100 mg), TEA (1.5 mL, 11 mmol), di-(imidazol-1-yl)methanone (475 mg, 1.03 mmol) as described in method 2.

Workup

  1. customThe compound was synthesized

Sources & evidence

ORD record
ord-5171b6652ac84fd8a8ca729e3c2fb0bf
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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