1-Ethylpiperazine → Ethyl 6-(4-ethyl-1-piperazinyl)pyridine-3-carboxylate

HRID 1003319Notes

Reaction equation

HRID 1003319 reaction equation
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1.[CH2:13]([N:15]1[CH2:20][CH2:19][NH:18][CH2:17][CH2:16]1)[CH3:14]>>[CH2:13]([N:15]1[CH2:20][CH2:19][N:18]([C:2]2[N:7]=[CH:6][C:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=2)[CH2:17][CH2:16]1)[CH3:14]

Participants

3

Reactant 2

HCID 791961-EthylpiperazineHCID 2799611Ethyl 6-chloronicotinate

Product 1

HCID 18796410Ethyl 6-(4-ethyl-1-piperazinyl)pyridine-3-carboxylate

Conditions

Temperature
96 °C

Procedure

To 55.69 g of ethyl 6-chloropyridine-3-carboxylate was added 115 ml of 1-ethylpiperazine and the mixture was heated with stirring (55-137° C.) for 5 minutes. After completion of the reaction, the 1-ethylpiperazine was distilled off under reduced pressure, the residue was crystallized from water-metanol. The crystal was washed with water and then dried under reduced pressure to afford 71.89 g of the title compound as a colorless crystal.

Workup

  1. temperaturethe mixture was heated
  2. customAfter completion of the reaction
  3. distillationthe 1-ethylpiperazine was distilled off under reduced pressure
  4. customthe residue was crystallized from water-metanol
  5. washThe crystal was washed with water
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-ac23e8da05a7426f94041d06f1bc9566
Source dataset
uspto-grants-2000_04
Patent number
US06046201

Reaction notes

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