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

HRID 930096Notes

Reaction equation

HRID 930096 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[N:12]=[C:11]([C:20]([OH:22])=O)[CH:10]=2)[CH:5]=[C:6]([F:8])[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>>[Br:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[N:12]=[C:11]([C:20]([N:44]3[CH2:49][CH2:48][NH:47][C:46](=[O:50])[CH2:45]3)=[O:22])[CH:10]=2)[CH:5]=[C:6]([F:8])[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 896025905-(3-Bromo-5-fluorophenyl)-1-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865742654-[5-(3-Bromo-5-fluoro-phenyl)-1-(3-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

50 mg (0.14 mmol) of the compound of Example 32A is reacted analogously to the synthesis of the compound of Example 4 with 15 mg (0.15 mmol) of 2-oxopiperazine. 59 mg (96% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-038e6d24dba64c688fb425945f0935c4
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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