HCID 57855745, compound → HCID 68981884, compound

HRID 475584Notes

Reaction equation

HRID 475584 reaction equation
[CH:1]1([O:7][C:8]2[CH:9]=[C:10]([C:16]3[O:17][CH:18]=[C:19]([CH2:21][CH2:22][C:23]([C:25]4[C:30]([CH3:31])=[CH:29][CH:28]=[CH:27][N:26]=4)=[O:24])[N:20]=3)[CH:11]=[CH:12][C:13]=2[O:14][CH3:15])[CH2:6][CH2:5][CH2:4][CH:3]=[CH:2]1>C(O)C.[C].[Pd]>[CH:1]1([O:7][C:8]2[CH:9]=[C:10]([C:16]3[O:17][CH:18]=[C:19]([CH2:21][CH2:22][C:23]([C:25]4[C:30]([CH3:31])=[CH:29][CH:28]=[CH:27][N:26]=4)=[O:24])[N:20]=3)[CH:11]=[CH:12][C:13]=2[O:14][CH3:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 57855745HCID 57855745, compound

Product 1

HCID 68981884HCID 68981884, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A 0.3 g quantity of 3-{2-[3-(2-cyclohexenyloxy)-4-methoxyphenyl]oxazol-4-yl}-1-(3-methylpyridin-2-yl)propan-1-one obtained in Example 157 was dissolved in 20 ml of ethanol. A 50 mg quantity of 10% palladium-carbon powder was added thereto, and the mixture was stirred at room temperature for 2 hours. The catalyst was removed by filtration, and the filtrate was then concentrated. The obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1) to give 0.2 g of pale yellow oily 3-[2-(3-cyclohexyloxy-4-methoxyphenyl)oxazol-4-yl]-1-(3-methylpyridin-2-yl)propan-1-one.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was then concentrated
  3. customThe obtained residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=3:1)

Sources & evidence

ORD record
ord-fee3aebfeecf4adcbdedd55e2484eb4a
Source dataset
uspto-grants-2014_01
Patent number
US08637559B2

Reaction notes

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