3-Hydrazinylpyridine hydrochloride → 5-(3-Chloro-5-trifluoromethoxyphenyl)-1-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid

HRID 1771908Notes

Reaction equation

HRID 1771908 reaction equation
[ClH:1].[N:2]1[CH:7]=[CH:6][CH:5]=[C:4]([NH:8][NH2:9])[CH:3]=1.ClC1C=C(N2[C:22]([C:23]3[CH:28]=[C:27]([O:29][C:30]([F:33])([F:32])[F:31])[CH:26]=[C:25](F)[CH:24]=3)=[CH:21][C:20]([C:35]([OH:37])=[O:36])=N2)C=CC=1F>>[Cl:1][C:25]1[CH:24]=[C:23]([C:22]2[N:8]([C:4]3[CH:3]=[N:2][CH:7]=[CH:6][CH:5]=3)[N:9]=[C:20]([C:35]([OH:37])=[O:36])[CH:21]=2)[CH:28]=[C:27]([O:29][C:30]([F:33])([F:32])[F:31])[CH:26]=1

Participants

3

Reactant 2

HCID 231434543-Hydrazinylpyridine hydrochlorideHCID 582772891-(3-chloro-4-fluorophenyl)-5-(3-fluoro-5-trifluoromethoxyphenyl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 896024635-(3-Chloro-5-trifluoromethoxyphenyl)-1-(pyridin-3-yl)-1H-pyrazole-3-carboxylic acid

Procedure

500 mg (1.23 mmol) of the compound from example 2A is reacted with 197 mg (1.36 mmol) 3-pyridylhydrazine hydrochloride in a manner analogous to the synthesis of the compound from example 8A. Following hydrolysis, 203 mg (43% of theoretical yield) of the title compound is produced.

Sources & evidence

ORD record
ord-bc03b208c2f14532b4a98e5efcd22ec4
Source dataset
uspto-grants-2016_02
Patent number
US09249148B2

Reaction notes

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