4-benzyloxy-1-(3-fluorobenzyl)-1H-pyridin-2-one → HCID 54724162, compound

HRID 1866887Notes

Reaction equation

HRID 1866887 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][N:12]([CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([F:22])[CH:17]=2)[C:11](=[O:23])[CH:10]=1)C1C=CC=CC=1>C(O)C>[F:22][C:18]1[CH:17]=[C:16]([CH:21]=[CH:20][CH:19]=1)[CH2:15][N:12]1[CH:13]=[CH:14][C:9]([OH:8])=[CH:10][C:11]1=[O:23]

Participants

3

Reactant 1

HCID 220502224-benzyloxy-1-(3-fluorobenzyl)-1H-pyridin-2-one

Product 1

HCID 54724162HCID 54724162, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In a Fischer-Porter bottle, added a solution of 4-(benzyloxy)-1-(3-fluorobenzyl)pyridin-2(1H)-one (4.5 g, 14.56 mmol) in absolute ethanol (20 mL). Flushed the solution with nitrogen then added palladium catalyst (1.05 g). Sealed bottle and evacuated system. The system was purged with hydrogen gas (2×15 psi) to check for leaks. The reaction was charged with hydrogen (35 psi) and stirred at room temperature for 45 min. The system was evacuated and flushed with nitrogen. The reaction was filtered and the catalyst was carefully washed with fresh ethanol. The filtrate was concentrated under reduced pressure.

Workup

  1. customFlushed the solution with nitrogen
  2. customSealed bottle
  3. customevacuated system
  4. customThe system was purged with hydrogen gas (2×15 psi)
  5. additionThe reaction was charged with hydrogen (35 psi)
  6. customThe system was evacuated
  7. customflushed with nitrogen
  8. filtrationThe reaction was filtered
  9. washthe catalyst was carefully washed with fresh ethanol
  10. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a7271b5ff642446abe2b49e5d3bdac7e
Source dataset
uspto-grants-2009_12
Patent number
US07629363B2

Reaction notes

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