5-Aminobenzimidazole → HCID 178488767, compound

HRID 452069Notes

Reaction equation

HRID 452069 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][CH3:21])[CH:15]=O.[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:15]([C:14]4[CH:17]=[CH:18][C:19]([O:20][CH3:21])=[C:12]([F:11])[CH:13]=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 676963-Fluoro-p-anisaldehydeHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanide

Product 1

HCID 178488767HCID 178488767, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.585 g, 4.4 mmol), 3-fluoro-4-methoxybenzaldehyde (0.617 g, 4 mmol), TMSCN (0.5 mL, 4 mmol), PdC (10%, 0.02 g), TEA (0.524 mL, 3.76 mmol), di-(imidazol-1-yl)methanone (0.333 g, 2.05 mmol) as described in method 2. The product was purified by means of FPLC.

Workup

  1. customThe compound was synthesized
  2. customThe product was purified by means of FPLC

Sources & evidence

ORD record
ord-1b0f4a55aa46462e8f0553072e5357bd
Source dataset
uspto-grants-2013_07
Patent number
US08486940B2

Reaction notes

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