HCID 57576766, compound → HCID 86713065, compound

HRID 1777393Notes

Reaction equation

HRID 1777393 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[CH:11][C:10]([CH2:13][OH:14])=[N:9]2)=[N:6][CH:7]=1>C(Cl)(Cl)Cl.[O-2].[O-2].[Mn+4]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[CH:11][C:10]([CH:13]=[O:14])=[N:9]2)=[N:6][CH:7]=1

Participants

4

Reactant 1

HCID 57576766HCID 57576766, compound

Product 1

HCID 86713065HCID 86713065, compound

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

To a suspension of [1-(5-fluoropyridin-2-yl)-1H-pyrazol-3-yl]methanol obtained in Reference Example 28 (8.0 g, 34.0 mmol) in CHCl3 (100 mL), 85% manganese dioxide (29.6 g, 0.34 mol) was added, and the resulting mixture was stirred for 3 hours at 60° C. The reaction mixture was filtered through Celite®, the solid was washed with CHCl3, and the filtrate was concentrated under reduced pressure. The obtained residue was washed with diethyl ether, and filtered out to obtain the title compound (5.3 g) (light brown solid).

Workup

  1. additionwas added
  2. filtrationThe reaction mixture was filtered through Celite®
  3. washthe solid was washed with CHCl3
  4. concentrationthe filtrate was concentrated under reduced pressure
  5. washThe obtained residue was washed with diethyl ether
  6. filtrationfiltered out

Sources & evidence

ORD record
ord-a309744b8b874b6680371e81465d1322
Source dataset
uspto-grants-2016_02
Patent number
US09266870B2

Reaction notes

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