HCID 18182425, compound → HCID 18182409, compound

HRID 1359333Notes

Reaction equation

HRID 1359333 reaction equation
[CH2:1]([C:8]1[C:13]([O:14][CH2:15][O:16][CH3:17])=[CH:12][CH:11]=[C:10]([C:18]2[CH2:23][CH2:22][O:21][CH2:20][CH:19]=2)[N:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>[C].[Pd].C(O)C>[CH2:1]([C:8]1[C:13]([O:14][CH2:15][O:16][CH3:17])=[CH:12][CH:11]=[C:10]([CH:18]2[CH2:23][CH2:22][O:21][CH2:20][CH2:19]2)[N:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 18182425HCID 18182425, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18182409HCID 18182409, compoundYield 42.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

20 mg of 10% palladium carbon was added to a mixture of 197 mg of 2-benzyl-6-(5,6-dihydro-2H-pyran-4-yl)-3-methoxymethyloxypyridine and 3 ml of ethanol, followed by stirring at room temperature overnight in a hydrogen atmosphere. After the atmosphere in the reaction system was replaced by nitrogen, the reaction solution was filtered through Celite. The solvent was removed, and then the residue was subjected to silica gel column chromatography using 20% ethyl acetate/hexane, to give 83.7 mg of the target compound.

Workup

  1. filtrationthe reaction solution was filtered through Celite
  2. customThe solvent was removed

Sources & evidence

ORD record
ord-8488130a98f540f380d849bd18517e16
Source dataset
uspto-grants-2003_07
Patent number
US06599917B1

Reaction notes

Loading…