Piperazin-2-one → 4-[5-[3-Bromo-5-(trifluoromethoxy)phenyl]-1-(6-chloro-3-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

HRID 930065Notes

Reaction equation

HRID 930065 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:13]2[N:17]([C:18]3[CH:19]=[N:20][C:21]([Cl:24])=[CH:22][CH:23]=3)[N:16]=[C:15]([C:25](O)=[O:26])[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:19]=[N:20][C:21]([Cl:24])=[CH:22][CH:23]=3)[N:16]=[C:15]([C:25]([N:49]3[CH2:54][CH2:53][NH:52][C:51](=[O:55])[CH2:50]3)=[O:26])[CH:14]=2)[CH:5]=[C:6]([O:8][C:9]([F:10])([F:12])[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 89609966HCID 89609966, compound

Product 1

HCID 865742514-[5-[3-Bromo-5-(trifluoromethoxy)phenyl]-1-(6-chloro-3-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

75 mg (0.14 mmol, 84% purity) of the compound of Example 40A is reacted analogously to the synthesis of the compound of Example 4 with 15 mg (0.15 mmol) of 2-oxopiperazine. 56 mg (75% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-4fb997d9d06141e887cec875b98d1cab
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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