5-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acid → HCID 89609998, compound
Reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2N(C3C=CC=CN=3)N=[C:11]([C:20]([OH:22])=[O:21])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1.Cl.[Cl:24][C:25]1[CH:26]=[C:27]([NH:31][NH2:32])[CH:28]=[N:29][CH:30]=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2[N:31]([C:27]3[CH:28]=[N:29][CH:30]=[C:25]([Cl:24])[CH:26]=3)[N:32]=[C:11]([C:20]([OH:22])=[O:21])[CH:10]=2)[CH:5]=[C:6]([F:8])[CH:7]=1Participants
3
Procedure
785 mg (2.25 mmol) of the compound of Example 1A is reacted analogously to the synthesis of the compound of Example 20A with 608 mg (3.38 mmol) of 5-chloropyridin-3-yl-hydrazine hydrochloride. After hydrolysis, 270 mg (34% of theory) of the title compound is obtained.
Sources & evidence
- ORD record
- ord-bc6d2b704b654400bdad789c84806736
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09296720B2
Reaction notes
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