Thiazolidine → [5-[3-Bromo-5-(trifluoromethoxy)phenyl]-1-(6-chloro-3-pyridyl)pyrazol-3-yl]-thiazolidin-3-yl-methanone

HRID 930066Notes

Reaction equation

HRID 930066 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(N3CCNC(=O)C3)=O)C=2)C=C(F)C=1.[S:56]1[CH2:60][CH2:59][NH:58][CH2:57]1>>[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:58]3[CH2:59][CH2:60][S:56][CH2:57]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 10444ThiazolidineHCID 715765334-[5-(3-Chloro-5-fluoro-phenyl)-1-(3-pyridyl)pyrazole-3-carbonyl]piperazin-2-oneHCID 89609966HCID 89609966, compound

Product 1

HCID 86574252[5-[3-Bromo-5-(trifluoromethoxy)phenyl]-1-(6-chloro-3-pyridyl)pyrazol-3-yl]-thiazolidin-3-yl-methanone

Procedure

170 mg (0.28 mmol, 76% purity) of the compound of Example 40A is reacted analogously to the synthesis of the compound of Example 4 with 27 mg (0.30 mmol) of thiazolidine. 96 mg (62% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-e4fb8589601a431eb783a9c7694deeab
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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