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

HRID 930103Notes

Reaction equation

HRID 930103 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([C:14]3[CH:15]=[N:16][CH:17]=[C:18]([F:20])[CH:19]=3)=[CH:12][C:11]([C:21](O)=[O:22])=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8].ClC1C=C(N2C(C3C=NC=C(F)C=3)=CC([C:44]([N:46]3[CH2:50][C:49](=[O:51])[NH:48][CH2:47]3)=O)=N2)C=CC=1F.O=C1CNCCN1>>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([C:14]3[CH:15]=[N:16][CH:17]=[C:18]([F:20])[CH:19]=3)=[CH:12][C:11]([C:21]([N:46]3[CH2:44][CH2:47][NH:48][C:49](=[O:51])[CH2:50]3)=[O:22])=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

4

Reactant 3

HCID 231360Piperazin-2-oneHCID 865742911-[1-(3-Chloro-4-fluoro-phenyl)-5-(5-fluoro-3-pyridyl)pyrazole-3-carbonyl]imidazolidin-4-oneHCID 896099591-(3-Chloro-4-fluorophenyl)-5-(5-fluoropyridin-3-yl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 865742924-[1-(3-Chloro-4-fluoro-phenyl)-5-(5-fluoro-3-pyridyl)pyrazole-3-carbonyl]piperazin-2-one

Procedure

100 mg (0.30 mmol) of the compound of Example 60A is reacted analogously to the synthesis of the compound of Example 98 with 33 mg (0.33 mmol) of 2-oxopiperazine. 92 mg (74% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-acc02698418b4becbf028f1a8bdd4c63
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

Loading…