3-Chloro-4-fluorophenylhydrazine hydrochloride → 1-(3-Chloro-4-fluorophenyl)-5-(5-difluoromethoxypyridin-3-yl)-1H-pyrazole-3-carboxylic acid
Reaction equation
[Li].[F:2][CH:3]([F:21])[O:4][C:5]1[CH:6]=[C:7]([C:11]([O-])=[CH:12][C:13](=O)[C:14]([O:16]CC)=[O:15])[CH:8]=[N:9][CH:10]=1.ClC1C=C(C2N(C3C=CC=CN=3)N=C(C(O)=O)C=2)C=C(F)C=1.Cl.[Cl:45][C:46]1[CH:47]=[C:48]([NH:53][NH2:54])[CH:49]=[CH:50][C:51]=1[F:52]>>[Cl:45][C:46]1[CH:47]=[C:48]([N:53]2[C:11]([C:7]3[CH:8]=[N:9][CH:10]=[C:5]([O:4][CH:3]([F:2])[F:21])[CH:6]=3)=[CH:12][C:13]([C:14]([OH:16])=[O:15])=[N:54]2)[CH:49]=[CH:50][C:51]=1[F:52]Participants
4
Reactant 3
Product 1
Procedure
220 mg (0.64 mmol) of the compound of Example 17A is reacted analogously to the synthesis of the compound of Example 20A with 188 mg (0.96 mmol) of 3-chloro-4-fluorophenylhydrazine hydrochloride. After hydrolysis, 120 mg (49% of theory) of the title compound is obtained.