HCID 68984730, compound → HCID 68984934, compound

HRID 475592Notes

Reaction equation

HRID 475592 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([C:19]2[O:20][CH:21]=[C:22]([CH2:24][CH2:25][C:26]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[O:34][CH2:35][CH3:36])=[O:27])[N:23]=2)[CH:12]=[CH:13][C:14]=1[O:15][CH:16]([F:18])[F:17])C1C=CC=CC=1>C(O)C.[C].[Pd]>[F:18][CH:16]([F:17])[O:15][C:14]1[CH:13]=[CH:12][C:11]([C:19]2[O:20][CH:21]=[C:22]([CH2:24][CH2:25][C:26]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[O:34][CH2:35][CH3:36])=[O:27])[N:23]=2)=[CH:10][C:9]=1[OH:8]

Participants

4

Reactant 1

HCID 68984730HCID 68984730, compound

Product 1

HCID 68984934HCID 68984934, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A 75 mg quantity of 3-[2-(3-benzyloxy-4-difluoromethoxyphenyl)oxazol-4-yl]-1-(2-ethoxyphenyl)propan-1-one obtained in Example 228 was dissolved in 1 ml of ethanol. A 7 mg quantity of 10% palladium-carbon powder was added thereto, and the mixture was stirred under a hydrogen atmosphere at room temperature for 45 minutes. The catalyst was removed by filtration, the filtrate was concentrated, and the obtained residue was purified by silica gel column chromatography (dichloromethane:ethanol=100:1) to give 32 mg of white powdery 3-[2-(4-difluoromethoxy-3-hydroxyphenyl)oxazol-4-yl]-1-(2-ethoxyphenyl)propan-1-one.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customthe obtained residue was purified by silica gel column chromatography (dichloromethane:ethanol=100:1)

Sources & evidence

ORD record
ord-c40aee633e50465a94686c018a9e40fd
Source dataset
uspto-grants-2014_01
Patent number
US08637559B2

Reaction notes

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