Potassium Carbonate → HCID 52987591, compound

HRID 1820748Notes

Reaction equation

HRID 1820748 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8](Cl)=[CH:7][N:6]=1)=[O:4].[C:12]([N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1)([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[CH3:1][O:2][C:3]([C:5]1[N:6]=[CH:7][C:8]([N:22]2[CH2:21][CH2:20][N:19]([C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])[CH2:24][CH2:23]2)=[N:9][CH:10]=1)=[O:4]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 143452tert-Butyl piperazine-1-carboxylateHCID 406081Methyl 5-chloropyrazine-2-carboxylate

Product 1

HCID 52987591HCID 52987591, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 17 mmol methyl-5-chloropyrazine-2-carboxylate, 18 mmol of N-BOC-piperazine and 20 mmol of K2CO3 in 20 ml of acetonitrile was heated under reflux for 3 hours. The reaction mixture was concentrated, diluted with water and extracted with ethyl acetate. The title compound was recrystallized from ethyl acetate to yield a colorless solid. MS (m/e): 323.4 (MH+, 100%)

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3 hours
  3. concentrationThe reaction mixture was concentrated
  4. additiondiluted with water
  5. extractionextracted with ethyl acetate
  6. customThe title compound was recrystallized from ethyl acetate
  7. customto yield a colorless solid

Sources & evidence

ORD record
ord-3e0e27a1973d4adf8bc30518eeb6bc11
Source dataset
uspto-grants-2009_10
Patent number
US07605163B2

Reaction notes

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