6-[1-[3-(Ethylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acid methyl ester → HCID 499735, compound

HRID 381364Notes

Reaction equation

HRID 381364 reaction equation
C[O:2][C:3](=O)[C:4]1[CH:9]=[CH:8][C:7]([C:10]([N:12]2[CH2:17][CH2:16][N:15]([C:18]3[C:23]([NH:24][CH2:25][CH3:26])=[CH:22][CH:21]=[CH:20][N:19]=3)[CH2:14][CH2:13]2)=[O:11])=[N:6][CH:5]=1>CO.C(N)(C)C>[CH2:25]([NH:24][C:23]1[C:18]([N:15]2[CH2:16][CH2:17][N:12]([C:10]([C:7]3[CH:8]=[CH:9][C:4]([C:3](=[O:2])[NH:6][CH:7]([CH3:10])[CH3:8])=[CH:5][N:6]=3)=[O:11])[CH2:13][CH2:14]2)=[N:19][CH:20]=[CH:21][CH:22]=1)[CH3:26]

Participants

4

Reactant 1

HCID 702122536-[1-[3-(Ethylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acid methyl ester

Product 1

HCID 499735HCID 499735, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6363IsopropylamineSolvent

Procedure

6-[1-[3-(ethylamino)-2-pyridyl]piperazin-4-yl-carbonyl]nicotinic acid methyl ester (2 g) was dissolved in methanol (25 ml) and with the addition of isopropylamine (5 ml), the mixture was heated to reflux for 12 hours. The mixture was concentrated under reduced pressure to remove the solvent. The residue was treated with ether for crystallization, and the solid was recrystallized with chloroform and hexane to give a desired compound of 1.59 g (yield: 74%).

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux for 12 hours
  3. concentrationThe mixture was concentrated under reduced pressure
  4. customto remove the solvent
  5. additionThe residue was treated with ether for crystallization
  6. customthe solid was recrystallized with chloroform and hexane

Sources & evidence

ORD record
ord-fb14ef157ec344cca81c6b804e2f26ff
Source dataset
uspto-grants-2001_10
Patent number
US06306860B1

Reaction notes

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