1-(4-Fluorophenyl)-3-(4-benzyloxyphenoxy)methyl-2-methyl-5-(4-methylsulfonylphenyl)pyrrole → 1-(4-Fluorophenyl)-3-(4-hydroxyphenoxy)methyl-2-methyl-5-(4-methylsulfonylphenyl)pyrrole

HRID 1937357Notes

Reaction equation

HRID 1937357 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[C:12]([C:13]3[CH:18]=[CH:17][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:15][CH:14]=3)=[CH:11][C:10]([CH2:23][O:24][C:25]3[CH:30]=[CH:29][C:28]([O:31]CC4C=CC=CC=4)=[CH:27][CH:26]=3)=[C:9]2[CH3:39])=[CH:4][CH:3]=1>CCO.[Pd]>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[C:12]([C:13]3[CH:14]=[CH:15][C:16]([S:19]([CH3:22])(=[O:21])=[O:20])=[CH:17][CH:18]=3)=[CH:11][C:10]([CH2:23][O:24][C:25]3[CH:26]=[CH:27][C:28]([OH:31])=[CH:29][CH:30]=3)=[C:9]2[CH3:39])=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 224606781-(4-Fluorophenyl)-3-(4-benzyloxyphenoxy)methyl-2-methyl-5-(4-methylsulfonylphenyl)pyrrole

Product 1

HCID 224606801-(4-Fluorophenyl)-3-(4-hydroxyphenoxy)methyl-2-methyl-5-(4-methylsulfonylphenyl)pyrrole

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Compound 8 (from Example B) (1 mmol.) is dissolved in EtOH (25 mL) and 10% Pd/C (25 mg) is added. The reaction mixture is stirred under an atmosphere of H2 and monitored by tlc. When the reaction is complete, the solution is filtered and evaporated to afford a residue which, after purification by HPLC, affords title compound 9.

Workup

  1. filtrationthe solution is filtered
  2. customevaporated
  3. customto afford a residue which
  4. customafter purification by HPLC

Sources & evidence

ORD record
ord-520165b349d64f95a50c549b4749e23d
Source dataset
uspto-grants-2002_05
Patent number
US06395724B1

Reaction notes

Loading…