HCID 25209347, compound → HCID 25209042, compound

HRID 1671624Notes

Reaction equation

HRID 1671624 reaction equation
C([N:8]([CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[C:16]([F:20])[CH:15]=1)[CH2:9][CH2:10][OH:11])C1C=CC=CC=1>[Pd].CO>[F:20][C:16]1[CH:15]=[C:14]([CH:19]=[CH:18][CH:17]=1)[CH2:13][CH2:12][NH:8][CH2:9][CH2:10][OH:11]

Participants

4

Reactant 1

HCID 25209347HCID 25209347, compound

Product 1

HCID 25209042HCID 25209042, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of V-2 (0.003 mol), such as 2-[benzyl(3-fluorophenethyl)amino]ethanol (0.82 g), and 10% Palladium on activated carbon (Pd/C, 450 mg) in MeOH (30 mL) was stirred at room temperature under hydrogen atmosphere overnight. The catalyst was then filtered out through celite. The celite pad was washed with MeOH (10 mL×3). The filtrate was concentrated in vacuo. The residue was purified by column chromatography (silica gel, CH2Cl2:MeOH=8.5:1.5) to yield pale-yellow oil (V-3, 0.45 g, 82%).

Workup

  1. additionA suspension of V-2 (0.003 mol)
  2. filtrationThe catalyst was then filtered out through celite
  3. washThe celite pad was washed with MeOH (10 mL×3)
  4. concentrationThe filtrate was concentrated in vacuo
  5. customThe residue was purified by column chromatography (silica gel, CH2Cl2:MeOH=8.5:1.5)
  6. customto yield pale-yellow oil (V-3, 0.45 g, 82%)

Sources & evidence

ORD record
ord-24e6a9ebe4ca44b5967dffd572fb8a9f
Source dataset
uspto-grants-2011_08
Patent number
US07994326B2

Reaction notes

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