1-Ethylpiperazine → Methyl 6-(4-ethylpiperazin-1-yl)nicotinate

HRID 1003318Notes

Reaction equation

HRID 1003318 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1)[CH3:2].Cl[C:10]1[N:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][CH:11]=1>O>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([C:10]2[N:15]=[CH:14][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH:12][CH:11]=2)[CH2:5][CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 791961-EthylpiperazineHCID 254249Methyl 6-chloropyridine-3-carboxylate

Product 1

HCID 14987929Methyl 6-(4-ethylpiperazin-1-yl)nicotinateYield 94.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 100 g of 1-ethylpiperazine warmed to 80° C. was added at 80-100° C. with stirring 50 g of methyl 6-chloropyridine-3-carboxylate. To the reaction solution was added 0.5 1 of water and the mixture was stirred. The crystal thus precipitated out was recovered by filtration, dried under reduced pressure to afford 68.8 g of the title compound as a crystal.

Workup

  1. additionwas added at 80-100° C.
  2. customThe crystal thus precipitated out
  3. filtrationwas recovered by filtration
  4. customdried under reduced pressure

Sources & evidence

ORD record
ord-c71680a686f94fda879424fcd561514d
Source dataset
uspto-grants-2000_04
Patent number
US06046201

Reaction notes

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