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

HRID 930097Notes

Reaction equation

HRID 930097 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:19]=[CH:18][N:17]=[C:16]([Cl:20])[CH:15]=3)[N:12]=[C:11]([C:21](O)=[O:22])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.ClC1C=C(C2N(C3C=NC=CC=3)N=C(C([N:45]3[CH2:50][CH2:49][NH:48][C:47](=[O:51])[CH2:46]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:19]=[CH:18][N:17]=[C:16]([Cl:20])[CH:15]=3)[N:12]=[C:11]([C:21]([N:45]3[CH2:50][CH2:49][NH:48][C:47](=[O:51])[CH2:46]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 896100015-(3-Bromo-5-fluorophenyl)-1-(2-chloropyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865742674-[5-(3-Bromo-5-fluoro-phenyl)-1-(2-chloro-4-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

50 mg (0.13 mmol) of the compound of Example 33A is reacted analogously to the synthesis of the compound of Example 4 with 14 mg (0.14 mmol) of 2-oxopiperazine. 49 mg (81% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-bdce3f4ab8e2458e9b6f225fbdf7a189
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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