HCID 20242525, compound → HCID 20242527, compound

HRID 483089Notes

Reaction equation

HRID 483089 reaction equation
[CH:1]([C:4]1[C:12]([C:13]([O:19][CH2:20][CH:21]=[CH2:22])([CH2:17][CH3:18])[CH:14]([CH3:16])[CH3:15])=[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][N:6]2[N:5]=1)([CH3:3])[CH3:2].[H][H]>C(O)C.[Pd]>[CH:1]([C:4]1[C:12]([C:13]([CH2:17][CH3:18])([O:19][CH2:20][CH2:21][CH3:22])[CH:14]([CH3:15])[CH3:16])=[C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][N:6]2[N:5]=1)([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 20242525HCID 20242525, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20242527HCID 20242527, compoundYield 70%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 500 ml of 2-isopropyl-3-(1-allyloxy-1-ethyl-2-methylpropyl)pyrazolo[1,5-a]pyridine (Example 31) in 20 ml of ethanol was stirred in a hydrogen atmosphere at atmospheric pressure and room temperature in the presence of 20 mg of 10% palladium-on-charcoal. Absorption ceased after an hour. The solution was filtered and concentrated to dryness in vacuo. The residue was applied to silica gel column chromatography, eluted with dichloromethane, to give 350 mg (70%) of the desired compound as pale yellow oil.

Workup

  1. customAbsorption
  2. waitceased after an hour
  3. filtrationThe solution was filtered
  4. concentrationconcentrated to dryness in vacuo
  5. washeluted with dichloromethane

Sources & evidence

ORD record
ord-ae05990f4f7042869b87c4dcabc235ff
Source dataset
uspto-grants-1986_03
Patent number
US04578392

Reaction notes

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