HCID 118006037, compound → HCID 118006241, compound

HRID 926530Notes

Reaction equation

HRID 926530 reaction equation
[CH3:1][N:2]1[C:6]([CH:7]([C:9]2[CH:10]=[N:11][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:13][CH:14]=2)[OH:8])=[CH:5][N:4]=[N:3]1>O1CCOCC1.CCOC(C)=O.[O-2].[O-2].[Mn+4]>[CH3:1][N:2]1[C:6]([C:7]([C:9]2[CH:10]=[N:11][C:12]([C:15]([F:17])([F:16])[F:18])=[CH:13][CH:14]=2)=[O:8])=[CH:5][N:4]=[N:3]1

Participants

5

Reactant 1

HCID 118006037HCID 118006037, compound

Product 1

HCID 118006241HCID 118006241, compound

Reagents, catalysts & solvents 3

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

To a 25 mL flask containing (1-methyl-1H-1,2,3-triazol-5-yl)(6-(trifluoromethyl)pyridin-3-yl)methanol (1 g, 3.87 mmol, Intermediate 53: step a) in 1,4-dioxane (10 mL) was added manganese dioxide (2.67 g, 30.65 mmol). The mixture was stirred in an 80° C. oil bath for 2 hours, then cooled to room temperature, diluted with EtOAc and filtered through Celite®. The solvents were removed under reduced pressure and the residue chromatographed (0-100% EtOAc/heptane gradient) to provide the title compound.

Workup

  1. temperaturecooled to room temperature
  2. filtrationfiltered through Celite®
  3. customThe solvents were removed under reduced pressure
  4. customthe residue chromatographed (0-100% EtOAc/heptane gradient)

Sources & evidence

ORD record
ord-bb4c7b9bf6c543cf9da603a2b0872a04
Source dataset
uspto-grants-2016_03
Patent number
US09284308B2

Reaction notes

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