5-Aminobenzimidazole → HCID 178517672, compound

HRID 706276Notes

Reaction equation

HRID 706276 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]([F:25])([O:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]=O)=[CH:19][CH:18]=1)[CH:13]([F:15])[F:14].[Si](C#N)(C)(C)C.[N:32]1([C:37](N2C=CN=C2)=[O:38])C=CN=[CH:33]1>>[F:11][C:12]([F:25])([O:16][C:17]1[CH:24]=[CH:23][C:20]([CH:21]2[N:1]([C:2]3[CH:10]=[CH:9][C:5]4[NH:6][CH:7]=[N:8][C:4]=4[CH:3]=3)[C:37](=[O:38])[NH:32][CH2:33]2)=[CH:19][CH:18]=1)[CH:13]([F:15])[F:14]

Participants

5

Reactant 4

HCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 1188044-(1,1,2,2-Tetrafluoroethoxy)-benzaldehyde

Product 1

HCID 178517672HCID 178517672, compound

Procedure

The compound was synthesized starting from 5-aminobenzimidazole (0.585 g, 4.4 mmol), 4-(1,1,2,2-tetrafluoroethoxy)benzaldehyde (0.888 g, 4 mmol), TMSCN (0.5 mL, 4 mmol), PdC (10%, 0.02 g), TEA (0.978 mL, 7.0 mmol), di-(imidazol-1-yl)methanone (0.621 g, 3.83 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-1e3cecbd7da04b359791bb759f21a11c
Source dataset
uspto-grants-2015_11
Patent number
US09173885B2

Reaction notes

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