Piperazine → HCID 68721387, compound

HRID 467588Notes

Reaction equation

HRID 467588 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH2:8][CH2:9][Cl:10].C([O-])([O-])=O.[K+].[K+]>CC#N>[Cl:10][CH:9]1[CH2:8][NH:4][CH2:3][CH2:2][N:1]1[CH2:6][CH3:5]

Participants

5

Reactant 3

HCID 4837PiperazineHCID 78491-Bromo-2-ChloroethaneHCID 11430Potassium Carbonate

Product 1

HCID 68721387HCID 68721387, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
25 °C

Procedure

The piperazine Example 2 (500 mg, 1.36 mmol), BrCH2CH2Cl (0.7 mL), and K2CO3 (320 mg, 2.3 mmol) were taken up in CH3CN (2 mL) and stirred at 25° C. for 18 h. The solution was partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The combined organic layers were washed with brine and dried (MgSO4), Filtration and concentration gave a yellow oil. The residue was purified via gradient flash chromatography (0-15% EtOAc in CH2Cl2, SiO2) which gave 357 mg (61%) of the chloro-ethyl piperazine as a yellow oil.

Workup

  1. customThe solution was partitioned between EtOAc and water
  2. extractionThe aqueous layer was extracted with EtOAc
  3. washThe combined organic layers were washed with brine
  4. customdried
  5. filtration(MgSO4), Filtration and concentration
  6. customgave a yellow oil
  7. customThe residue was purified via gradient flash chromatography (0-15% EtOAc in CH2Cl2, SiO2) which

Sources & evidence

ORD record
ord-071b424bb842443aa56172a1a890d067
Source dataset
uspto-grants-2014_01
Patent number
US08623873B2

Reaction notes

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