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

HRID 930092Notes

Reaction equation

HRID 930092 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[N:18]([C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)[N:17]=[C:16]([C:25]([OH:27])=O)[CH:15]=2)[CH:6]=[C:7]([O:9][C:10]([F:13])([F:12])[F:11])[CH:8]=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>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:14]2[N:18]([C:19]3[CH:20]=[N:21][CH:22]=[CH:23][CH:24]=3)[N:17]=[C:16]([C:25]([N:49]3[CH2:54][CH2:53][NH:52][C:51](=[O:55])[CH2:50]3)=[O:27])[CH:15]=2)[CH:6]=[C:7]([O:9][C:10]([F:13])([F:11])[F:12])[CH:8]=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 896026045-(3-Methoxy-5-trifluoromethoxyphenyl)-1-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865746464-[5-[3-Methoxy-5-(trifluoromethoxy)phenyl]-1-(3-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

50 mg (0.13 mmol) of the compound of Example 56A is reacted analogously to the synthesis of the compound of Example 4 with 14 mg (0.14 mmol) of 2-oxopiperazine. 54 mg (89% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-ceae033be6be429db2190f78052773e1
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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