HCID 60131304, compound → (S,S)-2-Amino-3-cyclohexyl-N-[1-methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-propionamide

HRID 132148Notes

Reaction equation

HRID 132148 reaction equation
C(OC(=O)[NH:10][C@H:11]([C:19](=[O:36])[NH:20][C@@H:21]([CH3:35])[CH2:22][NH:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]([F:34])([F:33])[F:32])=[CH:26][CH:25]=1)[CH2:12][CH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)C1C=CC=CC=1>[Pd].CO>[NH2:10][C@@H:11]([CH2:12][CH:13]1[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]1)[C:19]([NH:20][C@@H:21]([CH3:35])[CH2:22][NH:23][C:24]1[CH:29]=[CH:28][C:27]([O:30][C:31]([F:32])([F:33])[F:34])=[CH:26][CH:25]=1)=[O:36]

Participants

4

Reactant 1

HCID 60131304HCID 60131304, compound

Product 1

HCID 59818058(S,S)-2-Amino-3-cyclohexyl-N-[1-methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-propionamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The product from step C (138 mg, 0.265 mmol) and 5 mol % of 10% palladium on carbon (14 mg) was dissolved in 20 mL of methanol and purged with nitrogen. Balloon pressure of hydrogen was added and the resulting slurry was stirred for 5 hours. The septum was removed and the slurry was filtered through celite and concentrated. Yield 98 mg, quantitative.

Workup

  1. custompurged with nitrogen
  2. additionBalloon pressure of hydrogen was added
  3. customThe septum was removed
  4. filtrationthe slurry was filtered through celite and
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-8a72969c251a4c6e832f8483f632871f
Source dataset
uspto-grants-2008_06
Patent number
US07384970B2

Reaction notes

Loading…