Acetonitrile → HCID 86684857, compound

HRID 238355Notes

Reaction equation

[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=2)=[CH:5][CH:4]=[N:3]1.FC(F)(F)S(O[CH2:20][C:21]([F:24])([F:23])[F:22])(=O)=O.C(=O)([O-])[O-].[K+].[K+].C(#N)C>C(Cl)(Cl)Cl>[CH3:1][N:2]1[C:6]([C:7]2[CH:12]=[CH:11][C:10]([O:13][CH2:20][C:21]([F:24])([F:23])[F:22])=[CH:9][CH:8]=2)=[CH:5][CH:4]=[N:3]1

Participants

Conditions

Temperature: 90 °C

Procedure

A mixture of 4-(1-methyl-1H-pyrazol-5-yl)phenol (500 mg), 2,2,2-trifluoroethyl trifluoromethanesulfonate (999 mg), potassium carbonate (793 g) and acetonitrile (5.0 mL) was stirred at 90° C. for 2 hours. Thereafter, the reaction solution was diluted with chloroform, and insoluble matters were then removed by filtration. The filtrate was concentrated under a reduced pressure, and the residue was then purified by column chromatography (silica gel 60N, chloroform:methanol=100:0 to 98:2), so as to obtain the title compound (485 mg) in the form of a light yellow solid.

Workup

customwere then removed by filtration
concentrationThe filtrate was concentrated under a reduced pressure
customthe residue was then purified by column chromatography (silica gel 60N, chloroform:methanol=100:0 to 98:2)

Sources & evidence

ORD record: ord-3ce85b3801c942ce8bec3fe757138c97
Source dataset: uspto-grants-2014_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08642626B2

Reaction notes

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