HCID 18666644, compound → HCID 18666629, compound

HRID 355510Notes

Reaction equation

HRID 355510 reaction equation
[C:1]([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][CH:7]([N:15]=[N+]=[N-])[C@@H:6]1[Cl:18])(=[O:3])[CH3:2].[H][H]>O1CCOCC1.[Pd]>[C:1]([O:4][C@@H:5]1[C@@H:9]([CH2:10][O:11][C:12](=[O:14])[CH3:13])[O:8][CH:7]([NH2:15])[C@@H:6]1[Cl:18])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 18666644HCID 18666644, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 18666629HCID 18666629, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

Compound (30) obtained in step (2) above (300 mg) was dissolved in dioxane (6 ml). The solution obtained was subjected to a catalytic reduction by blowing hydrogen therein at room temperature in the presence of palladium black as catalyst for 1 hour. The resulting reaction solution was filtered and the filtrate was concentrated to about a half volume and then diluted with dichloroethane (50 ml). The solution as diluted was dried over calcium chloride and concentrated to afford compound (31) as a colorless syrup (270 mg).

Workup

  1. customThe solution obtained
  2. customThe resulting reaction solution
  3. filtrationwas filtered
  4. concentrationthe filtrate was concentrated to about a half volume
  5. additiondiluted with dichloroethane (50 ml)
  6. additionThe solution as diluted
  7. dry with materialwas dried over calcium chloride
  8. concentrationconcentrated

Sources & evidence

ORD record
ord-b8a6bfa5eff24e4099426955918f9994
Source dataset
uspto-grants-1998_11
Patent number
US05831072

Reaction notes

Loading…