Piperazine → HCID 22390778, compound

HRID 1070736Notes

Reaction equation

HRID 1070736 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][CH2:11]Br)=[CH:2]1.[NH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[K+].[K+]>C(#N)C>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][CH2:11][N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:2]1

Participants

5

Reactant 3

HCID 4837PiperazineHCID 11430Potassium CarbonateHCID 150754803-(2-bromoethyl)Benzofuran

Product 1

HCID 22390778HCID 22390778, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

84 mmol of 2-(benzofuran-3-yl)-1-bromoethane, 67 mmol of piperazine and 56 mmol of potassium carbonate are added to 200 ml of acetonitrile. After refluxing for 4 hours, the reaction mixture is cooled and then concentrated. The residue is taken up in dichloromethane, is washed with water, dried, filtered and then concentrated under reduced pressure. Chromatography over silica gel (dichloromethane/ethanol: 90/10) allows the expected product to be isolated.

Workup

  1. temperatureAfter refluxing for 4 hours
  2. temperaturethe reaction mixture is cooled
  3. concentrationconcentrated
  4. washis washed with water
  5. customdried
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customto be isolated

Sources & evidence

ORD record
ord-25ec72649cf849cdbfaaf8a9dbd110b9
Source dataset
uspto-grants-2005_06
Patent number
US06903103B2

Reaction notes

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