HCID 66970340, compound → HCID 19627074, compound

HRID 446249Notes

Reaction equation

HRID 446249 reaction equation
[N+:1]([C:4]1[CH:17]=[C:16]([C:18]([F:21])([F:20])[F:19])[CH:15]=[CH:14][C:5]=1[O:6][CH2:7][CH2:8][N:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1)([O-])=O>CO.[Pd]>[N:9]1([CH2:8][CH2:7][O:6][C:5]2[CH:14]=[CH:15][C:16]([C:18]([F:20])([F:21])[F:19])=[CH:17][C:4]=2[NH2:1])[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

4

Reactant 1

HCID 66970340HCID 66970340, compound

Product 1

HCID 19627074HCID 19627074, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1-[2-(2-Nitro-4-trifluoromethyl-phenoxy)-ethyl]-pyrrolidine (1.70 g, 5.59 mmol) in dry MeOH (56 mL) was added Pd/C (10%, 350 mg). H2 gas was bubbled through the solution, which was then stirred vigorously under an atmosphere of H2. After completion of the reaction by LCMS, the mixture was filtered through celite and concentrated to afford the desired product as a yellow/orange oil. MS (M+H)+=275; Calc'd 274.29 for C13H17F3N2O.

Workup

  1. customH2 gas was bubbled through the solution, which
  2. customAfter completion of the reaction by LCMS
  3. filtrationthe mixture was filtered through celite
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e5352b3d7df44c4e85e6c7e68564eafe
Source dataset
uspto-grants-2013_07
Patent number
US08476434B2

Reaction notes

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