1-(Pyridin-3-yl)piperidin-4-one → 4-(6-Chloronaphthalene-2-sulfonyl)-1-[1-(3-pyridyl)-4-piperidinylideneamino]-2-piperazinone

HRID 2086301Notes

Reaction equation

HRID 2086301 reaction equation
[NH2:1][N:2]1[CH2:7][CH2:6][N:5]([S:8]([C:11]2[CH:20]=[CH:19][C:18]3[C:13](=[CH:14][CH:15]=[C:16]([Cl:21])[CH:17]=3)[CH:12]=2)(=[O:10])=[O:9])[CH2:4][C:3]1=[O:22].[N:23]1[CH:28]=[CH:27][CH:26]=[C:25]([N:29]2[CH2:34][CH2:33][C:32](=O)[CH2:31][CH2:30]2)[CH:24]=1>C1(C)C=CC=CC=1>[Cl:21][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[CH:12]=[C:11]([S:8]([N:5]1[CH2:6][CH2:7][N:2]([N:1]=[C:32]3[CH2:31][CH2:30][N:29]([C:25]4[CH:24]=[N:23][CH:28]=[CH:27][CH:26]=4)[CH2:34][CH2:33]3)[C:3](=[O:22])[CH2:4]1)(=[O:9])=[O:10])[CH:20]=[CH:19]2

Participants

4

Reactant 2

HCID 227270511-(Pyridin-3-yl)piperidin-4-oneHCID 227270831-Amino-4-(6-chloronaphthalene-2-sulfonyl)-2-piperazinone

Product 1

HCID 695456324-(6-Chloronaphthalene-2-sulfonyl)-1-[1-(3-pyridyl)-4-piperidinylideneamino]-2-piperazinoneYield 65.3%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Similarly to Example 3, a solution of 1-amino-4-(6-chloronaphthalene-2-sulfonyl)-2-piperazinone (510 mg) and 1-(3-pyridyl)-4-piperidone (260 mg) in toluene (20 ml) was refluxed for 7 hours. The reaction mixture was cooled to room temperature, and the resultant crystal was collected by filtration to obtain the title compound (480 mg) as colorless crystals.

Workup

  1. filtrationthe resultant crystal was collected by filtration

Sources & evidence

ORD record
ord-00f90c2a47874184af65b6395071e71c
Source dataset
uspto-grants-2004_04
Patent number
US06723722B1

Reaction notes

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