2-Aminobenzimidazole → HCID 67598292, compound

HRID 1601049Notes

Reaction equation

HRID 1601049 reaction equation
Cl.[C:2]([C:4]1[CH:17]=[CH:16][C:7]([CH2:8][N:9]2[C:13]([CH2:14]Cl)=[CH:12][N:11]=[CH:10]2)=[CH:6][CH:5]=1)#[N:3].[NH2:18][C:19]1[NH:20][C:21]2[CH:27]=[CH:26][CH:25]=[CH:24][C:22]=2[N:23]=1.C(N(C(C)C)CC)(C)C>C(#N)C>[C:2]([C:4]1[CH:17]=[CH:16][C:7]([CH2:8][N:9]2[C:13]([CH2:14][C:19]3([NH2:18])[N:23]=[C:22]4[CH:24]=[CH:25][CH:26]=[CH:27][C:21]4=[N:20]3)=[CH:12][N:11]=[CH:10]2)=[CH:6][CH:5]=1)#[N:3]

Participants

5

Reactant 3

HCID 136242-AminobenzimidazoleHCID 81531DiisopropylethylamineHCID 97953574-((5-(Chloromethyl)-1H-imidazol-1-yl)methyl)benzonitrile hydrochloride

Product 1

HCID 67598292HCID 67598292, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

The compound described in Example 26, Step 1 [1-(4-cyanobenzyl)-5-(chloromethyl)imidazole hydrochloride] (0.75 mmol, 0.20 g), 2-aminobenzimidazole (0.90 mmol, 0. 12 g) and diisopropylethylamine (2.25 mmol, 0.29 g) were dissolved in acetonitrile and placed in a nitrogen purged sealed tube and warmed at 80° C. for 18 hr. The precipitate was filtered off to yield 1-(4-cyanobenzyl)-5-(2-amino-1-benzimidazolylmethyl)imidazole.

Workup

  1. custompurged
  2. customsealed tube
  3. filtrationThe precipitate was filtered off

Sources & evidence

ORD record
ord-169408ecd5dc49ac8c703df61b1f0020
Source dataset
uspto-grants-1999_11
Patent number
US05977134

Reaction notes

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