HCID 89649544, compound → HCID 89649427, compound

HRID 2207636Notes

Reaction equation

HRID 2207636 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:16]2[N:20]([CH3:21])[N:19]=[CH:18][CH:17]=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[N:20]([CH3:21])[N:19]=[CH:18][CH:17]=2)=[CH:10][C:9]=1[OH:8]

Participants

4

Reactant 1

HCID 89649544HCID 89649544, compound

Product 1

HCID 89649427HCID 89649427, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 5-(3-benzyloxy-4-fluoro-phenyl)-1-methyl-pyrazole (which may be prepared as described in Description 82) (1026.5 mg, 3.64 mmol) in methanol (20 mL) was hydrogenated with an H-Cube using a 10% Pd/C (70 mm cartridge) at 50° C. and a flow rate of 1 mL/min. The eluent was concentrated in vacuo to give 2-fluoro-5-(2-methylpyrazol-3-yl)phenol (D83) (677.1 mg, 3.3469 mmol, 92.0% yield) as a colourless solid;

Workup

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

Sources & evidence

ORD record
ord-49e81352644643558d1ecc37a25de7c5
Source dataset
uspto-grants-2016_06
Patent number
US09376436B2

Reaction notes

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