Methyl triflate → HCID 58158460, compound

HRID 2095808Notes

Reaction equation

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

Participants

Reactant 2

HCID 9526Methyl triflate

HCID 22228038288251-62-7

Product 1

HCID 58158460HCID 58158460, compoundYield 67%

Conditions

Temperature: 80 °C

Procedure

A mixture of ethyl 2-(4-fluorophenyl)-3-oxo-2,3-dihydro-1H-pyrazole-4-carboxylate (2.2 g, 8.9 mmol) and methyl trifluoromethanesulfonate (3 mL) was stirred at 80° C. for 40 min. The mixture was purified by silica gel column chromatography (NH silica gel, ethyl acetate/hexane=70/30→100/0) to give the title compound (1.6 g, 67%) as a pale-yellow solid.

Workup

customThe mixture was purified by silica gel column chromatography (NH silica gel, ethyl acetate/hexane=70/30→100/0)

Sources & evidence

ORD record: ord-70c53935673b4b15bed55c48e30c192a
Source dataset: uspto-grants-2013_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08445509B2

Reaction notes

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