Methylhydrazine → 5-(4-fluoro-3-trifluoromethyl-phenyl)-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester

HRID 915460Notes

Reaction equation

HRID 915460 reaction equation
[CH2:1]([O:3][C:4](=[O:21])/[C:5](/O)=[CH:6]/[C:7]([C:9]1[CH:14]=[CH:13][C:12]([F:15])=[C:11]([C:16]([F:19])([F:18])[F:17])[CH:10]=1)=O)[CH3:2].[CH3:22][NH:23][NH2:24]>C(O)C>[CH2:1]([O:3][C:4]([C:5]1[N:23]([CH3:22])[N:24]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([C:16]([F:19])([F:18])[F:17])[CH:10]=2)[CH:6]=1)=[O:21])[CH3:2].[CH2:1]([O:3][C:4]([C:5]1[CH:6]=[C:7]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[C:11]([C:16]([F:19])([F:18])[F:17])[CH:10]=2)[N:23]([CH3:22])[N:24]=1)=[O:21])[CH3:2]

Participants

5

Reactant 2

HCID 6061MethylhydrazineHCID 178473087HCID 178473087, compound

Product 2

HCID 692824225-(4-fluoro-3-trifluoromethyl-phenyl)-2-methyl-2H-pyrazole-3-carboxylic acid ethyl esterHCID 692827045-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-pyrazole-3-carboxylic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In analogy to the procedure described for example 4 b], (Z)-4-(4-fluoro-3-trifluoromethyl-phenyl)-2-hydroxy-4-oxo-but-2-enoic acid ethyl ester was reacted with methylhydrazine in ethanol under reflux conditions to give 5-(4-fluoro-3-trifluoromethyl-phenyl)-2-methyl-2H-pyrazole-3-carboxylic acid ethyl ester as colorless crystals and 5-(4-fluoro-3-trifluoromethyl-phenyl)-1-methyl-1H-pyrazole-3-carboxylic acid ethyl ester as colorless crystals.

Sources & evidence

ORD record
ord-7bb5b703fb2d4887ac24a6cd9bc70e00
Source dataset
uspto-grants-2007_09
Patent number
US07265149B2

Reaction notes

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