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

HRID 930101Notes

Reaction equation

HRID 930101 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:10]2[N:14]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[CH:16]=3)[N:13]=[C:12]([C:22](O)=[O:23])[CH:11]=2)[CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1.ClC1C=C(C2N(C3C=CC=CN=3)N=C([C:44]([N:46]3[CH2:50][C:49](=[O:51])[NH:48][CH2:47]3)=O)C=2)C=C(F)C=1.O=C1CNCCN1>>[Br:1][C:2]1[CH:3]=[C:4]([C:10]2[N:14]([C:15]3[CH:20]=[CH:19][N:18]=[C:17]([Cl:21])[CH:16]=3)[N:13]=[C:12]([C:22]([N:46]3[CH2:44][CH2:47][NH:48][C:49](=[O:51])[CH2:50]3)=[O:23])[CH:11]=2)[CH:5]=[C:6]([O:8][CH3:9])[CH:7]=1

Participants

4

Reactant 3

HCID 231360Piperazin-2-oneHCID 71576484HCID 71576484, compoundHCID 896024725-(3-Bromo-5-methoxyphenyl)-1-(2-chloropyridin-4-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865742904-[5-(3-Bromo-5-methoxy-phenyl)-1-(2-chloro-4-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

50 mg (0.12 mmol) of the compound of Example 51A is reacted analogously to the synthesis of the compound of Example 1 with 13 mg (0.14 mmol) of 2-oxopiperazine. 50 mg (84% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-40d1de9a174040fb97c60cdb6717ba01
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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