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

HRID 930077Notes

Reaction equation

HRID 930077 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:13]2[N:17]([C:18]3[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[CH:19]=3)[N:16]=[C:15]([C:25]([OH:27])=O)[CH:14]=2)[CH:5]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:7]=1.ClC1C=C(C2N(C3C=NC=CC=3)N=C(C([N:49]3[CH2:54][CH2:53][NH:52][C:51](=[O:55])[CH2:50]3)=O)C=2)C=C(F)C=1.O=C1CNCCN1>>[Br:1][C:2]1[CH:3]=[C:4]([C:13]2[N:17]([C:18]3[CH:23]=[CH:22][N:21]=[C:20]([Cl:24])[CH:19]=3)[N:16]=[C:15]([C:25]([N:49]3[CH2:54][CH2:53][NH:52][C:51](=[O:55])[CH2:50]3)=[O:27])[CH:14]=2)[CH:5]=[C:6]([O:8][C:9]([F:12])([F:10])[F:11])[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 896100585-(3-Bromo-5-trifluoromethoxyphenyl)-1-(2-chloropyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865746394-[5-[3-Bromo-5-(trifluoromethoxy)phenyl]-1-(2-chloro-4-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

30 mg (0.09 mmol) of the compound of Example 46A is reacted analogously to the synthesis of the compound of Example 4 with 9 mg (0.09 mmol) of 2-oxopiperazine. 42 mg (89% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-8316e596c33240f38456d7072cfa950b
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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