Methyl triflate → ethyl 5-ethyl-2-(4-fluorophenyl)-1-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate

HRID 2095825Notes

Reaction equation

[CH2:1]([C:3]1[NH:7][N:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[C:5](=[O:15])[C:4]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH3:2].F[C:22](F)(F)S(OC)(=O)=O>>[CH2:1]([C:3]1[N:7]([CH3:22])[N:6]([C:8]2[CH:13]=[CH:12][C:11]([F:14])=[CH:10][CH:9]=2)[C:5](=[O:15])[C:4]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH3:2]

Participants

Reactant 2

HCID 9526Methyl triflate

HCID 58158633ethyl 5-ethyl-2-(4-fluorophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate

Product 1

HCID 58158456ethyl 5-ethyl-2-(4-fluorophenyl)-1-methyl-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylateYield 57%

Procedure

In the same manner as in Reference Example 64 and using ethyl 5-ethyl-2-(4-fluorophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate (3.1 g, 11 mmol) and methyl trifluoromethanesulfonate (3.7 mL) as starting materials, the title compound (1.9 g, 57%) was obtained as a pale-yellow solid.

Sources & evidence

ORD record: ord-a780dc1e55fd4b2c9623fa9b673c834e
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445509B2

Reaction notes

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