HCID 68484162, compound → HCID 59733160, compound

HRID 1783849Notes

Reaction equation

HRID 1783849 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-0cd77599b927482a828e3244fc616796
Source dataset
uspto-grants-2009_03
Patent number
US07501408B2

Reaction notes

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