Thiazolidine → [5-(3-Chloro-5-fluoro-phenyl)-1-(3-pyridyl)pyrazol-3-yl]-thiazolidin-3-yl-methanone
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[N:12]=[C:11]([C:20]([OH:22])=O)[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.[S:23]1[CH2:27][CH2:26][NH:25][CH2:24]1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:13]([C:14]3[CH:15]=[N:16][CH:17]=[CH:18][CH:19]=3)[N:12]=[C:11]([C:20]([N:25]3[CH2:26][CH2:27][S:23][CH2:24]3)=[O:22])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1Participants
3
Procedure
150 mg (0.43 mmol) of the compound of Example 22A is reacted analogously to the synthesis of the compound of Example 3 with 41 mg (0.46 mmol) of thiazolidine. After the crude product is purified by means of preparative HPLC (mobile solvent: acetonitrile/water gradient), 122 mg (74% of theory) of the title compound is obtained.
Workup
- customAfter the crude product is purified by means of preparative HPLC (mobile solvent: acetonitrile/water gradient), 122 mg (74% of theory) of the title compound
- customis obtained
Sources & evidence
- ORD record
- ord-70716409c1f84b60b718c3c2337fa303
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09296720B2
Reaction notes
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