HCID 59596851, compound → HCID 59596850, compound

HRID 2264673Notes

Reaction equation

HRID 2264673 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][N:17]([CH:24]2[CH2:28][CH2:27][O:26][CH2:25]2)[CH2:18][C:19]([N:21]([CH3:23])[CH3:22])=[O:20])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1>C(O)C.[Pd]>[OH:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][N:17]([CH:24]2[CH2:28][CH2:27][O:26][CH2:25]2)[CH2:18][C:19]([N:21]([CH3:22])[CH3:23])=[O:20])[CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 59596851HCID 59596851, compound

Product 1

HCID 59596850HCID 59596850, compoundYield 96.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 0.61 g (1.59 mmol) of 2-[[2-(3-Benzyloxy-phenyl)-ethyl]-(tetrahydrofuran-3-yl)amino]-N,N-dimethyl-acetamide and 60 mg of Pd/C 10% in 10 ml of ethanol was hydrogenated for 2 hours at 40 psi. The catalyst was filtered off and the solvent was removed under vacuum. The crude residue was triturated with diethyl ether and filtered. 0.45 g (96% yield) of a yellow solid were isolated.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed under vacuum
  3. customThe crude residue was triturated with diethyl ether
  4. filtrationfiltered

Sources & evidence

ORD record
ord-21416c76a37d4036992dacdefcbbe5da
Source dataset
uspto-grants-2010_12
Patent number
US07855227B2

Reaction notes

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