HCID 22560290, compound → HCID 22560295, compound

HRID 983408Notes

Reaction equation

HRID 983408 reaction equation
C([NH:8][CH:9]([CH:12]1[CH2:16][CH2:15][N:14](CC2C=CC=CC=2)[CH2:13]1)[CH2:10][F:11])C1C=CC=CC=1.[H][H]>CO.[Pd].S(=O)(=O)(O)O>[F:11][CH2:10][CH:9]([NH2:8])[CH:12]1[CH2:16][CH2:15][NH:14][CH2:13]1

Participants

6

Reactant 2

HCID 22560290HCID 22560290, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 22560295HCID 22560295, compoundYield 94.6%

Reagents, catalysts & solvents 3

HCID 1118Sulfuric AcidCatalystHCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of benzyl[1-(1-benzylpyrrolidin-3-yl)-2-fluoroethyl]amine (2.5 g, 8.0 mmol, Example 17) in methanol (50 mL) was added 20% palladium on carbon (200 mg). Hydrogen was introduced to the reaction mixture at high pressure (48 psi) for 24 hours, at which time sulfuric acid (3 drops) was added. After an additional 24 hours, the reaction mixture was filtered through Celite, washed with methanol, and the combined filtrates concentrated under vacuum to afford the title compound (1.0 g): MSCI: m/z 133 (MH+).

Workup

  1. additionwas added
  2. filtrationthe reaction mixture was filtered through Celite
  3. washwashed with methanol
  4. concentrationthe combined filtrates concentrated under vacuum

Sources & evidence

ORD record
ord-0b6328c879fb4825a1ce2365e5851cb4
Source dataset
uspto-grants-2005_03
Patent number
US06864259B2

Reaction notes

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