Triethylamine → 2,2-Dimethylpropyl 4-(pyridin-2-yl)-1-piperazinecarboxylate

HRID 421816Notes

Reaction equation

HRID 421816 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.Cl[C:14]([O:16][CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:15].C(N(CC)CC)C>C(Cl)(Cl)Cl.C(OCC)(=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:8][CH2:9][N:10]([C:14]([O:16][CH2:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:15])[CH2:11][CH2:12]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 944591-(2-Pyridyl)piperazineHCID 33521852,2-Dimethylpropyl carbonochloridate

Product 1

HCID 119926062,2-Dimethylpropyl 4-(pyridin-2-yl)-1-piperazinecarboxylate

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 8857Ethyl AcetateSolvent

Procedure

1-(2-Pyridyl)piperazine (106 m) was dissolved in chloroform (2 mL), and neopentyl chloroformate (0.10 mL) and triethylamine (0.135 mL) were added thereto and stirred at room temperature for 5 hours, and the reaction liquid was diluted with ethyl acetate, washed with water and saturated saline water and dried with anhydrous sodium sulfate. The solvent was evaporated away, and the resulting residue was isolated and purified through thin-layer silica gel chromatography (chloroform/methanol=19/1) to obtain 177 mg of the entitled compound as a colorless solid.

Workup

  1. customthe reaction liquid
  2. washwashed with water and saturated saline water
  3. dry with materialdried with anhydrous sodium sulfate
  4. customThe solvent was evaporated away
  5. customthe resulting residue was isolated
  6. custompurified through thin-layer silica gel chromatography (chloroform/methanol=19/1)

Sources & evidence

ORD record
ord-376cbb62125245e4a47314852c2dc334
Source dataset
uspto-grants-2012_01
Patent number
US08101618B2

Reaction notes

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