HCID 18182171, compound → HCID 18182389, compound

HRID 1359260Notes

Reaction equation

HRID 1359260 reaction equation
C(O[CH:5]([C:12]1[CH:17]=[CH:16][N:15]=[C:14]([O:18][CH3:19])[CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)(=O)C.[H][H]>[C].[Pd].CO>[CH2:5]([C:12]1[CH:17]=[CH:16][N:15]=[C:14]([O:18][CH3:19])[CH:13]=1)[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

Participants

5

Reactant 2

HCID 18182171HCID 18182171, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18182389HCID 18182389, compoundYield 84.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

5 g of 10% palladium carbon and 500 ml of methanol were added to 112 g of 4-(α-acetoxybenzyl)-2-methoxypyridine, followed by conducting hydrocracking in a hydrogen atmosphere. The catalyst was filtered off and the filtrate was evaporated. Then, the residue was neutralized by an aqueous saturated sodium bicarbonate solution and the mixture was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and the solvent was removed, to give 73 g of the target compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated
  3. extractionthe mixture was extracted with ethyl acetate
  4. washThe extract was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customthe solvent was removed

Sources & evidence

ORD record
ord-ddc1964fc4be444db073ca4c88cbb021
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

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