Piperazine → 2-(6-Piperazin-1-YL-pyridin-3-YL)-1H-benzoimidazole

HRID 499156Notes

Reaction equation

HRID 499156 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]2[NH:12][C:11]3[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=3[N:9]=2)=[CH:4][CH:3]=1.[NH:17]1[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1>CN1CCCC1=O>[N:17]1([C:2]2[N:7]=[CH:6][C:5]([C:8]3[NH:12][C:11]4[CH:13]=[CH:14][CH:15]=[CH:16][C:10]=4[N:9]=3)=[CH:4][CH:3]=2)[CH2:22][CH2:21][NH:20][CH2:19][CH2:18]1

Participants

4

Reactant 2

HCID 4837PiperazineHCID 14883902-(6-chloropyridin-3-yl)-1H-1,3-benzodiazole

Product 1

HCID 675232322-(6-Piperazin-1-YL-pyridin-3-YL)-1H-benzoimidazoleYield 93%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
140 °C

Procedure

A mixture of 2-(6-chloropyridin-3-yl)-1H-benzoimidazole (0.468 g, 2.040 mmol) and piperazine (0.516 g, 6.000 mmol) in 1-methyl-2-pyrrolidone was heated to 140° C. with stirring for 2 hours. The solvent was removed in vacuo. The residue was diluted with water (100 mL) and stirred for 15 minutes. A white precipitate was formed which was collected by filtration and dried to afford the title compound in 93% yield (0.529 g, 1.900 mmol).

Workup

  1. customThe solvent was removed in vacuo
  2. additionThe residue was diluted with water (100 mL)
  3. stirringstirred for 15 minutes
  4. customA white precipitate was formed which
  5. filtrationwas collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-dc0cb6459b17461a832638e28ded9bcc
Source dataset
uspto-grants-2010_08
Patent number
US07767677B2

Reaction notes

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