1-(2-Hydroxyethyl)piperazine → HCID 66986846, compound

HRID 555709Notes

Reaction equation

HRID 555709 reaction equation
[N:1]1([CH2:7][CH2:8][OH:9])[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH2:11][CH2:12][N:13]1[C:17](=[O:18])[C:16]2=[CH:19][CH:20]=[CH:21][CH:22]=[C:15]2[C:14]1=[O:23].C([O-])([O-])=O.[K+].[K+]>CC#N>[OH:9][CH2:8][CH2:7][N:1]1[CH2:6][CH2:5][N:4]([CH2:11][CH2:12][N:13]2[C:14](=[O:23])[C:15]3[C:16](=[CH:19][CH:20]=[CH:21][CH:22]=3)[C:17]2=[O:18])[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 76771-(2-Hydroxyethyl)piperazineHCID 113251H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11430Potassium Carbonate

Product 1

HCID 66986846HCID 66986846, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2-piperazin 1-yl-ethanol (510 mg, 3.9 mmol) is dissolved in CH3CN (5 mL). N-(2-Bromoethyl)-phthalimid (995 mg, 3.9 mmol) and anhydrous K2CO3 (1.1 g, 7.8 mmol) are added at RT and then the reaction mixture is refluxed for 5 h. The reaction mixture is allowed to cool to RT again and the precipitated crude product is isolated by filtration. It is then purified by flash chromatography (SiO2; DCM/MeOH, gradient 1-5% MeOH) to give the title compound as a white powder.: M+H=304.1; HPLC: CtRet=1.73 min.

Workup

  1. temperaturethe reaction mixture is refluxed for 5 h
  2. customthe precipitated crude product
  3. customis isolated by filtration
  4. customIt is then purified by flash chromatography (SiO2; DCM/MeOH, gradient 1-5% MeOH)

Sources & evidence

ORD record
ord-4e24a5414b394efb9f0bc51f0554784a
Source dataset
uspto-grants-2011_11
Patent number
US08053457B2

Reaction notes

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