Methyl triflate → ethyl 1-methyl-2-(2-methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate

HRID 2095811Notes

Reaction equation

[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N:8]1[C:12](=[O:13])[C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:10][NH:9]1.F[C:20](F)(F)S(OC)(=O)=O>>[CH3:20][N:9]1[CH:10]=[C:11]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:12](=[O:13])[N:8]1[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1]

Participants

Reactant 2

HCID 9526Methyl triflate

HCID 10037547ethyl 5-hydroxy-1-(2-methylphenyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 58158463ethyl 1-methyl-2-(2-methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylateYield 66%

Procedure

In the same manner as in Reference Example 64 and using ethyl 2-(2-methylphenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate (3.1 g, 12 mmol) and methyl trifluoromethanesulfonate (2.5 mL) as starting materials, the title compound (2.1 g, 66%) was obtained as a pale-yellow solid.

Sources & evidence

ORD record: ord-5c1b46f53d9c458b8fd82763cd23c5df
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445509B2

Reaction notes

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