Tetrahydrofuran → 5-ethyl-2-(4-fluorophenyl)-1-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acid

HRID 2095826Notes

Reaction equation

HRID 2095826 reaction equation
[CH2:1]([C:3]1[N:7]([CH3:8])[N:6]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[C:5](=[O:16])[C:4]=1[C:17]([O:19]CC)=[O:18])[CH3:2].O1CCCC1.[OH-].[Na+]>CO>[CH2:1]([C:3]1[N:7]([CH3:8])[N:6]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[C:5](=[O:16])[C:4]=1[C:17]([OH:19])=[O:18])[CH3:2]

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 14798Sodium HydroxideHCID 58158456ethyl 5-ethyl-2-(4-fluorophenyl)-1-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate

Product 1

HCID 581585975-ethyl-2-(4-fluorophenyl)-1-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylic acidYield 92%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the same manner as in Reference Example 65 and using ethyl 5-ethyl-2-(4-fluorophenyl)-1-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate (1.9 g, 6.4 mmol), tetrahydrofuran (4 mL), methanol (4 mL) and 4N aqueous sodium hydroxide solution (5 mL) as starting materials, the title compound (1.5 g, 92%) was obtained as a white solid.

Sources & evidence

ORD record
ord-9292f90f7d6f4030ab26c2da46ee89c4
Source dataset
uspto-grants-2013_05
Patent number
US08445509B2

Reaction notes

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