Potassium Iodide → tert-Butyl 4-(quinoxalin-2-yl)piperazine-1-carboxylate

HRID 33174

Reaction equation

HRID 33174 reaction equation
Cl[C:2]1[CH:11]=[N:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C1(C)C=CC=CC=1.O>[C:12]([O:16][C:17]([N:19]1[CH2:24][CH2:23][N:22]([C:2]2[CH:11]=[N:10][C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]=2)[CH2:21][CH2:20]1)=[O:18])([CH3:15])([CH3:13])[CH3:14]

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 2389382-Chloroquinoxaline

Product 1

HCID 25070624tert-Butyl 4-(quinoxalin-2-yl)piperazine-1-carboxylate

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

A mixture of 9.1 mmol 2-chloroquinoxaline, 10.0 mmol piperazine-1-carboxylic acid tert-butyl ester, 22.8 mmol potassium carbonate and 2.1 mmol potassium iodide in 20 ml of toluene was refluxed overnight. The reaction mixture was cooled, poured into water and extracted 3 times with ethyl acetate. The organic phase was dried, evaporated and the title compound was crystallised from methanol. Yellowish solid.

Workup

  1. temperaturewas refluxed overnight
  2. temperatureThe reaction mixture was cooled
  3. extractionextracted 3 times with ethyl acetate
  4. customThe organic phase was dried
  5. customevaporated
  6. customthe title compound was crystallised from methanol

Sources & evidence

ORD record
ord-733e9c2c38b94ae1a26504d1d171a4d4
Source dataset
uspto-grants-2008_09
Patent number
US07429585B2

Linked notes

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