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

HRID 930080Notes

Reaction equation

HRID 930080 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]([CH3:24])[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=CC=CN=3)N=C([C:47]([N:49]3[CH2:53][C:52](=[O:54])[NH:51][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]([CH3:24])[CH:19]=3)[N:16]=[C:15]([C:25]([N:49]3[CH2:47][CH2:50][NH:51][C:52](=[O:54])[CH2:53]3)=[O:27])[CH:14]=2)[CH:5]=[C:6]([O:8][C:9]([F:12])([F:11])[F:10])[CH:7]=1

Participants

4

Reactant 3

HCID 231360Piperazin-2-oneHCID 71576484HCID 71576484, compoundHCID 896099325-(3-Bromo-5-trifluoromethoxyphenyl)-1-(2-methylpyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865746534-[5-[3-Bromo-5-(trifluoromethoxy)phenyl]-1-(2-methyl-4-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

50 mg (0.11 mmol) of the compound of Example 48A is reacted analogously to the synthesis of the compound of Example 1 with 12 mg (0.12 mmol) of 2-oxopiperazine. 51 mg (86% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-b8e0c6445c614a2f86472b9db856de2d
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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