Piperazin-2-one → 4-[1-(2-Chloro-4-pyridyl)-5-[3-methoxy-5-(trifluoromethoxy)phenyl]pyrazole-3-carbonyl]piperazin-2-one

HRID 930093Notes

Reaction equation

HRID 930093 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[N:18]([C:19]3[CH:24]=[CH:23][N:22]=[C:21]([Cl:25])[CH:20]=3)[N:17]=[C:16]([C:26](O)=[O:27])[CH:15]=2)[CH:6]=[C:7]([O:9][C:10]([F:13])([F:12])[F:11])[CH:8]=1.ClC1C=C(C2N(C3C=NC=CC=3)N=C(C([N:50]3[CH2:55][CH2:54][NH:53][C:52](=[O:56])[CH2:51]3)=O)C=2)C=C(F)C=1.O=C1CNCCN1>>[Cl:25][C:21]1[CH:20]=[C:19]([N:18]2[C:14]([C:5]3[CH:6]=[C:7]([O:9][C:10]([F:12])([F:11])[F:13])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=3)=[CH:15][C:16]([C:26]([N:50]3[CH2:55][CH2:54][NH:53][C:52](=[O:56])[CH2:51]3)=[O:27])=[N:17]2)[CH:24]=[CH:23][N:22]=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 896028375-(3-Methoxy-5-trifluoromethoxyphenyl)-1-(2-chloropyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865746484-[1-(2-Chloro-4-pyridyl)-5-[3-methoxy-5-(trifluoromethoxy)phenyl]pyrazole-3-carbonyl]piperazin-2-one

Procedure

31 mg (0.08 mmol) of the compound of Example 57A is reacted analogously to the synthesis of the compound of Example 4 with 8 mg (0.08 mmol) of 2-oxopiperazine. 37 mg (99% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-60594542e0e14e0bb67ad7ee7655e07c
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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