Lithium hydroxide, monohydrate → 1-(3-chloro-4-fluorophenyl)-5-(3-fluoro-5-difluoromethoxyphenyl)-1H-pyrazole-3-carboxylic acid

HRID 1771905Notes

Reaction equation

HRID 1771905 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([C:14]3[CH:19]=[C:18]([O:20][C:21](F)([F:23])[F:22])[CH:17]=[C:16]([F:25])[CH:15]=3)=[CH:12][C:11]([C:26]([OH:28])=[O:27])=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8].O.[OH-].[Li+]>>[Cl:1][C:2]1[CH:3]=[C:4]([N:9]2[C:13]([C:14]3[CH:19]=[C:18]([O:20][CH:21]([F:23])[F:22])[CH:17]=[C:16]([F:25])[CH:15]=3)=[CH:12][C:11]([C:26]([OH:28])=[O:27])=[N:10]2)[CH:5]=[CH:6][C:7]=1[F:8]

Participants

3

Reactant 2

HCID 168937Lithium hydroxide, monohydrateHCID 582772891-(3-chloro-4-fluorophenyl)-5-(3-fluoro-5-trifluoromethoxyphenyl)-1H-pyrazole-3-carboxylic acid

Product 1

HCID 1182361321-(3-chloro-4-fluorophenyl)-5-(3-fluoro-5-difluoromethoxyphenyl)-1H-pyrazole-3-carboxylic acid

Procedure

The intermediate product is hydrolyzed in a manner analogous to the synthesis of the compound from example 8A with 0.40 g (9.52 mmol) of lithium hydroxide monohydrate. This produces 0.34 g (88% of theoretical yield) of the title compound.

Sources & evidence

ORD record
ord-698e5cb011734e6f9e9ccc8c6a2542a9
Source dataset
uspto-grants-2016_02
Patent number
US09249148B2

Reaction notes

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