HCID 66980978, compound → HCID 67130092, compound

HRID 2279256Notes

Reaction equation

HRID 2279256 reaction equation
C([O:8][C:9]([C@H:11]1[CH2:15][N:14]([CH3:16])[C:13](=[O:17])[N:12]1[C:18]1[CH:23]=[CH:22][C:21]([C:24]#[N:25])=[C:20]([C:26]([F:29])([F:28])[F:27])[CH:19]=1)=[O:10])C1C=CC=CC=1>CO.[Pd]>[C:24]([C:21]1[CH:22]=[CH:23][C:18]([N:12]2[C@@H:11]([C:9]([OH:10])=[O:8])[CH2:15][N:14]([CH3:16])[C:13]2=[O:17])=[CH:19][C:20]=1[C:26]([F:28])([F:29])[F:27])#[N:25]

Participants

4

Reactant 1

HCID 66980978HCID 66980978, compound

Product 1

HCID 67130092HCID 67130092, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of (R)-benzyl 3-(4-cyano-3-(trifluoromethyl)phenyl)-1-methyl-2-oxoimidazolidine-4-carboxylate (25d) (0.4 g, 0.99 mmol) in MeOH (10 mL), 10% Pd/C (50 mg) was added and stirred for 2 h under H2 atmosphere. After completion (by TLC), the reaction mixture was filtered through a celite bed, the celite bed was washed with MeOH (10 mL), the combined filtrates were concentrated under reduced pressure to provide the acid 25e (0.280 g, 90%) as a white solid.

Workup

  1. filtrationAfter completion (by TLC), the reaction mixture was filtered through a celite bed
  2. washthe celite bed was washed with MeOH (10 mL)
  3. concentrationthe combined filtrates were concentrated under reduced pressure

Sources & evidence

ORD record
ord-660503ec55c84695aeb5069b953658b8
Source dataset
uspto-grants-2015_09
Patent number
US09133182B2

Reaction notes

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