HCID 86705183, compound → HCID 86705182, compound

HRID 2401279Notes

Reaction equation

HRID 2401279 reaction equation
C([O:8][CH2:9][CH2:10][C@H:11]1[CH2:15][N:14]([C:16]2[CH:17]=[N:18][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:21]=2)[C:13](=[O:26])[NH:12]1)C1C=CC=CC=1>CO.[OH-].[Pd+2].[OH-]>[OH:8][CH2:9][CH2:10][C@H:11]1[CH2:15][N:14]([C:16]2[CH:17]=[N:18][C:19]([C:22]([F:25])([F:24])[F:23])=[CH:20][CH:21]=2)[C:13](=[O:26])[NH:12]1

Participants

4

Reactant 1

HCID 86705183HCID 86705183, compound

Product 1

HCID 86705182HCID 86705182, compoundYield 27.9%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

Palladium hydroxide (120 mg) was added to a solution of (4S)-4-[2-(benzyloxy)ethyl]-1-[6-(trifluoromethyl)pyridin-3-yl]imidazolidin-2-one (1.12 g) in methanol (25 mL), the system was purged with hydrogen gas, and the mixture was stirred at room temperature for 3 hr. After filtration of the reaction mixture, the filtrate was concentrated under reduced pressure, and the resulting solid was washed with ethyl acetate to afford (4S)-4-(2-hydroxyethyl)-1-[6-(trifluoromethyl)pyridin-3-yl]imidazolidin-2-one (235 mg).

Workup

  1. customthe system was purged with hydrogen gas
  2. filtrationAfter filtration of the reaction mixture
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. washthe resulting solid was washed with ethyl acetate

Sources & evidence

ORD record
ord-d028dead8aad413ba817be2a22a637a9
Source dataset
uspto-grants-2014_08
Patent number
US08796272B2

Reaction notes

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