Piperazine → 2-tert-Butyl-4-cyclobutyl-6-(piperazin-1-yl)pyrimidine

HRID 1050994Notes

Reaction equation

HRID 1050994 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[C:7]([C:11]1[N:16]=[C:15](Cl)[CH:14]=[C:13]([CH:18]2[CH2:21][CH2:20][CH2:19]2)[N:12]=1)([CH3:10])([CH3:9])[CH3:8]>CCO>[C:7]([C:11]1[N:12]=[C:13]([CH:18]2[CH2:21][CH2:20][CH2:19]2)[CH:14]=[C:15]([N:1]2[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]2)[N:16]=1)([CH3:10])([CH3:8])[CH3:9]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 860953852-Tert-butyl-4-chloro-6-cyclobutyl-pyrimidine

Product 1

HCID 666733902-tert-Butyl-4-cyclobutyl-6-(piperazin-1-yl)pyrimidineYield 87.4%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

piperazine (7.54 g, 87.57 mmol) was dissolved in EtOH, 2-tert-butyl-4-chloro-6-cyclobutyl-pyrimidine (3.28 g, 14.60 mmol) was added dropwise at 80° C. over 10 min. The solution was refluxed overnight and then concentrated under reduced pressure. The residue was dissolved in EtOAc, washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure to give the title compound (3.5 g, 87%).

Workup

  1. temperatureThe solution was refluxed overnight
  2. concentrationconcentrated under reduced pressure
  3. dissolutionThe residue was dissolved in EtOAc
  4. washwashed with water and brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-615836ecb1244901a809f946d354e025
Source dataset
uspto-grants-2016_07
Patent number
US09388148B2

Reaction notes

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