HCID 66611341, compound → HCID 66611481, compound

HRID 2280390Notes

Reaction equation

HRID 2280390 reaction equation
C([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[CH2:11][C:10]1([F:27])[F:26])C1C=CC=CC=1>CO.[Pd]>[F:27][C:10]1([F:26])[CH:9]([NH2:8])[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH2:17][O:18][C:19]2[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=2)[CH2:11]1

Participants

4

Reactant 1

HCID 66611341HCID 66611341, compound

Product 1

HCID 66611481HCID 66611481, compoundYield 90.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In a dry pressure vessel, 0.83 g (2.2 mmol) of benzyl-{3,3-difluoro-1-[3-(4-fluoro-phenoxy)propyl]piperidin-4-yl}amine 15 was dissolved in 10 mL of methanol. After adding 0.33 g (40 wt %) of Pd/C (10%) at 0° C., the mixture was stirred during 15 hours at room temperature under hydrogen pressure of 480 kPa. The mixture was filtered over diatomaceous earth. The solvent was evaporated in vacuo to yield 0.57 g (2.0 mmol; 90% yield) of 3,3-difluoro-1-[3-(4-fluorophenoxy)propyl]piperidin-4-amine 16 as a yellow oil.

Workup

  1. filtrationThe mixture was filtered over diatomaceous earth
  2. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-adab496f82f340b68adc8be676557cc6
Source dataset
uspto-grants-2015_09
Patent number
US09139523B2

Reaction notes

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