[1-(3-Fluoro-2-pyridyl)-3-(isopropoxymethyl)pyrazol-4-yl]methanol → 1-(3-Fluoro-2-pyridyl)-3-(isopropoxymethyl)pyrazole-4-carbaldehyde

HRID 1517576Notes

Reaction equation

HRID 1517576 reaction equation
[F:1][C:2]1[C:3]([N:8]2[CH:12]=[C:11]([CH2:13][OH:14])[C:10]([CH2:15][O:16][CH:17]([CH3:19])[CH3:18])=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1>ClCCl.[O-2].[Mn+4].[O-2]>[F:1][C:2]1[C:3]([N:8]2[CH:12]=[C:11]([CH:13]=[O:14])[C:10]([CH2:15][O:16][CH:17]([CH3:19])[CH3:18])=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 67167174[1-(3-Fluoro-2-pyridyl)-3-(isopropoxymethyl)pyrazol-4-yl]methanol

Product 1

HCID 582685841-(3-Fluoro-2-pyridyl)-3-(isopropoxymethyl)pyrazole-4-carbaldehydeYield 82.2%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of [1-(3-fluoro-2-pyridyl)-3-(isopropoxymethyl)pyrazol-4-yl]methanol (241 mg; 0.91 mmol) and manganese(IV) oxide (791 mg) are stirred in dichloromethane (5 mL) at room temperature overnight. After that time, the reaction mixture is filtered over celite and solvent evaporated to obtain 197 mg of the title compound that is used without further purification. MS (m/z): 264 (M+1).

Workup

  1. filtrationAfter that time, the reaction mixture is filtered over celite and solvent
  2. customevaporated

Sources & evidence

ORD record
ord-49521e3649de4411865e95bafc388216
Source dataset
uspto-grants-2012_07
Patent number
US08232289B2

Reaction notes

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