2-[3,5-Di(2-methylallyl)phenyl]oxazolo[4,5-b]pyridine → 2-[3,5-Bis(2-methylpropyl)phenyl][1,3]oxazolo[4,5-b]pyridine

HRID 66388Notes

Reaction equation

HRID 66388 reaction equation
[CH3:1][C:2](=[CH2:23])[CH2:3][C:4]1[CH:5]=[C:6]([C:14]2[O:15][C:16]3[C:17]([N:22]=2)=[N:18][CH:19]=[CH:20][CH:21]=3)[CH:7]=[C:8]([CH2:10][C:11]([CH3:13])=[CH2:12])[CH:9]=1.[H][H]>[Pd].CO>[CH2:3]([C:4]1[CH:5]=[C:6]([C:14]2[O:15][C:16]3[C:17]([N:22]=2)=[N:18][CH:19]=[CH:20][CH:21]=3)[CH:7]=[C:8]([CH2:10][CH:11]([CH3:13])[CH3:12])[CH:9]=1)[CH:2]([CH3:1])[CH3:23]

Participants

5

Reactant 2

HCID 227547782-[3,5-Di(2-methylallyl)phenyl]oxazolo[4,5-b]pyridineHCID 178418361HCID 178418361, compound

Product 1

HCID 227547752-[3,5-Bis(2-methylpropyl)phenyl][1,3]oxazolo[4,5-b]pyridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The product from Step B (3 mmoles) is hydrogenated in 25 ml. of methanol in the presence of 500 mg. of 5% palladium on carbon under 3 atmospheres of hydrogen. The catalyst is removed by filtration and the filtrate is concentrated to dryness. The residue is recrystallized from n-hexane to give 2-[3,5-di(isobutyl)phenyl]oxazolo[4,5-b]pyridine.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated to dryness
  3. customThe residue is recrystallized from n-hexane

Sources & evidence

ORD record
ord-859af9c4c91047e59d0837b1a2397fa8
Source dataset
uspto-grants-1978_12
Patent number
US04131677

Reaction notes

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