3-Chloro-4-fluorophenylhydrazine hydrochloride → HCID 89610063, compound

HRID 930038Notes

Reaction equation

HRID 930038 reaction equation
[Li].[Cl:2][C:3]1[CH:4]=[C:5]([C:10]([O-])=[CH:11][C:12](=O)[C:13]([O:15]CC)=[O:14])[CH:6]=[N:7][C:8]=1[F:9].ClC1C=C(C2N(C3C=CC=CN=3)N=C(C(O)=O)C=2)C=C(F)C=1.Cl.[Cl:43][C:44]1[CH:45]=[C:46]([NH:51][NH2:52])[CH:47]=[CH:48][C:49]=1[F:50]>>[Cl:43][C:44]1[CH:45]=[C:46]([N:51]2[C:10]([C:5]3[CH:6]=[N:7][C:8]([F:9])=[C:3]([Cl:2])[CH:4]=3)=[CH:11][C:12]([C:13]([OH:15])=[O:14])=[N:52]2)[CH:47]=[CH:48][C:49]=1[F:50]

Participants

4

Reactant 3

HCID 441817773-Chloro-4-fluorophenylhydrazine hydrochlorideHCID 896025755-(3-Chloro-5-fluorophenyl)-1-(pyridin-2-yl)-1H-pyrazole-3-carboxylic acidHCID 131735140HCID 131735140, compound

Product 1

HCID 89610063HCID 89610063, compound

Procedure

240 mg (0.86 mmol) of the compound of Example 15A is reacted analogously to the synthesis of the compound of Example 20A with 253 mg (1.29 mmol) of 3-chloro-4-fluorophenylhydrazine hydrochloride. After hydrolysis, 16 mg (5% of theory) of the title compound is obtained.

Sources & evidence

ORD record
ord-f7d81e8b91a14e84a254b39089fa6c76
Source dataset
uspto-grants-2016_03
Patent number
US09296720B2

Reaction notes

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