HCID 68484162, compound → HCID 59733160, compound

HRID 2249934Notes

Reaction equation

HRID 2249934 reaction equation
C(OC(=O)[NH:10][C@@H:11]([CH3:25])[CH2:12][NH:13][C:14]1[CH:19]=[CH:18][C:17]([O:20][C:21]([F:24])([F:23])[F:22])=[CH:16][CH:15]=1)C1C=CC=CC=1>C(O)C.[Pd]>[F:22][C:21]([F:23])([F:24])[O:20][C:17]1[CH:16]=[CH:15][C:14]([NH:13][CH2:12][C@@H:11]([NH2:10])[CH3:25])=[CH:19][CH:18]=1

Participants

4

Reactant 1

HCID 68484162HCID 68484162, compound

Product 1

HCID 59733160HCID 59733160, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

[1-(S)-Methyl-2-(4-trifluoromethoxy-phenylamino)-ethyl]-carbamic acid benzyl ester (23.9 mmol) was dissolved in ethanol (200 mL) then placed under nitrogen. 10% Palladium on carbon was added (0.5 g) and the mixture was stirred under hydrogen (atmospheric pressure) overnight. When reaction was complete, the mixture was filtered through celite. The celite was washed with ethanol (5×50 ml) then evaporated in vacuo to give a brown oil (4.03 g, 17.21 mmol, 72% yield over 3 steps).

Workup

  1. customWhen reaction
  2. filtrationthe mixture was filtered through celite
  3. washThe celite was washed with ethanol (5×50 ml)
  4. customthen evaporated in vacuo
  5. customto give a brown oil (4.03 g, 17.21 mmol, 72% yield over 3 steps)

Sources & evidence

ORD record
ord-bdb006538ed341d49ec8662dcbeec0a5
Source dataset
uspto-grants-2008_01
Patent number
US07314872B2

Reaction notes

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