HCID 86651058, compound → HCID 66880235, compound

HRID 2094424Notes

Reaction equation

HRID 2094424 reaction equation
[C:1]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([C:13]3[C:18]([C:19]([F:22])([F:21])[F:20])=[CH:17][N:16]=[C:15](Cl)[CH:14]=3)=[N:10][C:9]=2[CH:24]=1)([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pd].C(O)(=O)C>[C:1]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][C:11]([C:13]3[CH:14]=[CH:15][N:16]=[CH:17][C:18]=3[C:19]([F:21])([F:22])[F:20])=[N:10][C:9]=2[CH:24]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 86651058HCID 86651058, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66880235HCID 66880235, compoundYield 52.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 0.40 g of 5-tert-butyl-2-(2-chloro-5-trifluoromethylpyridin-4-yl)benzoxazole, 0.59 g of 5% palladium on carbon and 25 ml of acetic acid was stirred under about one atmosphere of hydrogen at room temperature for 15 hours. The reaction mixture was filtered through Celite™. The filtrate was concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.19 g of 5-tert-butyl-2-(3-trifluoromethylpyridin-4-yl)benzoxazole (hereinafter, referred to as “active compound 107”).

Workup

  1. filtrationThe reaction mixture was filtered through Celite™
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1058526138bf4f87a718ce9e29a82a9f
Source dataset
uspto-grants-2013_05
Patent number
US08445522B2

Reaction notes

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