HCID 89649473, compound → HCID 89649261, compound

HRID 2207634Notes

Reaction equation

HRID 2207634 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:16]2[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=2)[CH:12]=[CH:13][C:14]=1[F:15])C1C=CC=CC=1>CO.[Pd]>[F:15][C:14]1[CH:13]=[CH:12][C:11]([C:16]2[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=2)=[CH:10][C:9]=1[OH:8]

Participants

4

Reactant 1

HCID 89649473HCID 89649473, compound

Product 1

HCID 89649261HCID 89649261, compoundYield 77%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(3-benzyloxy-4-fluoro-phenyl)-1-methyl-pyrazole (which may be prepared as described in Description 78) (760 mg, 2.69 mmol) in methanol (15 mL) was hydrogenated through a H-Cube using a 10% Pd/C (70 mm cartridge) at 50° C. with a Flow rate of 1 mL/min. The eluent was concentrated in vacuo and gave 2-fluoro-5-(1-methylpyrazol-4-yl)phenol (419.2 mg, 2.0721 mmol, 77% yield) (D79) as a colourless solid;

Workup

  1. customat 50° C.
  2. concentrationThe eluent was concentrated in vacuo

Sources & evidence

ORD record
ord-50978bcc82294f3ebd6cd4d2e9e0cc42
Source dataset
uspto-grants-2016_06
Patent number
US09376436B2

Reaction notes

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