Piperazin-2-one → 4-[1-(3-Chlorophenyl)-5-(2-chloro-4-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

HRID 930113Notes

Reaction equation

HRID 930113 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([Cl:19])[CH:14]=3)=[CH:11][C:10]([C:20](O)=[O:21])=[N:9]2)[CH:5]=[CH:6][CH:7]=1.ClC1C=C(C2N(C3C=NC=CC=3)N=C(C([N:44]3[CH2:49][CH2:48][NH:47][C:46](=[O:50])[CH2:45]3)=O)C=2)C=C(F)C=1.O=C1CNCCN1>>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][N:16]=[C:15]([Cl:19])[CH:14]=3)=[CH:11][C:10]([C:20]([N:44]3[CH2:49][CH2:48][NH:47][C:46](=[O:50])[CH2:45]3)=[O:21])=[N:9]2)[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 231360Piperazin-2-oneHCID 715765334-[5-(3-Chloro-5-fluoro-phenyl)-1-(3-pyridyl)pyrazole-3-carbonyl]piperazin-2-oneHCID 896024421-(3-Chlorophenyl)-5-(2-chloropyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865743844-[1-(3-Chlorophenyl)-5-(2-chloro-4-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

100 mg (0.30 mmol) of the compound of Example 69A is reacted analogously to the synthesis of the compound of Example 4 with 32 mg (0.32 mmol) of 2-oxopiperazine. 111 mg (890% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-581b07dd18864d5da8284c0badda4ab1
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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