3-Chlorobenzaldehyde → HCID 178517646, compound

HRID 452082Notes

Reaction equation

HRID 452082 reaction equation
FC(F)(F)C([O-])=O.[NH2:8][C:9]1[CH:17]=[CH:16][C:12]2[N:13]=[CH:14][NH:15][C:11]=2[CH:10]=1.[Cl:18][C:19]1[CH:20]=[C:21]([CH:24]=[CH:25][CH:26]=1)[CH:22]=O.[Si](C#N)(C)(C)C.[N:33]1([C:38](N2C=CN=C2)=[O:39])C=CN=[CH:34]1>>[NH:13]1[C:12]2[CH:16]=[CH:17][C:9]([N:8]3[CH:22]([C:21]4[CH:24]=[CH:25][CH:26]=[C:19]([Cl:18])[CH:20]=4)[CH2:34][NH:33][C:38]3=[O:39])=[CH:10][C:11]=2[N:15]=[CH:14]1

Participants

6

Reactant 5

HCID 114773-ChlorobenzaldehydeHCID 136235-AminobenzimidazoleHCID 682631,1'-CarbonyldiimidazoleHCID 82115Trimethylsilyl cyanideHCID 84468Trifluoroacetate

Product 1

HCID 178517646HCID 178517646, compound

Procedure

The compound was synthesized as trifluoroacetate salt starting from 5-aminobenzimidazole (0.293 g, 2.2 mmol), 3-chloro benzaldehyde (0.227 mL, 2 mmol), TMSCN (0.25 mL, 2 mmol), PdC (10%, 0.01 g), TEA (0.613 mL, 4.4 mmol), di-(imidazol-1-yl)methanone (0.389 g, 2.4 mmol) as described in method 2. The product was purified by means of preparative HPLC.

Workup

  1. customThe product was purified by means of preparative HPLC

Sources & evidence

ORD record
ord-34046356ff984cfaa52eefa0b8e0fcf0
Source dataset
uspto-grants-2013_07
Patent number
US08486940B2

Reaction notes

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