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

HRID 930114Notes

Reaction equation

HRID 930114 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]([C:24]([F:27])([F:26])[F:25])[CH:19]=3)[N:16]=[C:15]([C:28]([OH:30])=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=CC=CN=3)N=C([C:50]([N:52]3[CH2:56][C:55](=[O:57])[NH:54][CH2:53]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]([C:24]([F:27])([F:25])[F:26])[CH:19]=3)[N:16]=[C:15]([C:28]([N:52]3[CH2:50][CH2:53][NH:54][C:55](=[O:57])[CH2:56]3)=[O:30])[CH:14]=2)[CH:5]=[C:6]([O:8][C:9]([F:11])([F:10])[F:12])[CH:7]=1

Participants

4

Reactant 3

HCID 231360Piperazin-2-oneHCID 71576484HCID 71576484, compoundHCID 896100545-(3-Bromo-5-trifluoromethoxyphenyl)-1-(2-trifluoromethylpyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865746754-[5-[3-Bromo-5-(trifluoromethoxy)phenyl]-1-[2-(trifluoromethyl)-4-pyridyl]pyrazole-3-carbonyl]piperazin-2-one

Procedure

75 mg (0.15 mmol) of the compound of Example 47A is reacted analogously to the synthesis of the compound of Example 1 with 17 mg (0.17 mmol) of 2-oxopiperazine. 74 mg (84% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-6f1cd52c14234fd3b3675a18af36defb
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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