HCID 22278915, compound → HCID 22278854, compound

HRID 1865261Notes

Reaction equation

HRID 1865261 reaction equation
C([N:8]1[CH2:13][CH2:12][CH:11]([NH:14][CH:15]2[CH2:17][CH2:16]2)[C:10]([CH2:19][CH3:20])([CH3:18])[CH2:9]1)C1C=CC=CC=1>CO.[H][H].[OH-].[OH-].[Pd+2]>[CH:15]1([NH:14][CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][C:10]2([CH2:19][CH3:20])[CH3:18])[CH2:17][CH2:16]1

Participants

5

Reactant 1

HCID 22278915HCID 22278915, compound

Product 1

HCID 22278854HCID 22278854, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 178418361HCID 178418361, compoundSolvent

Procedure

A mixture of 20% Pd(OH)2 on carbon (0.5 g) and 1-benzyl-4-cyclopropylamino-3-ethyl-3-methylpiperidine (3.54 g, 13.00 mmol) in methanol (70 ml) was stirred in hydrogen atmosphere (1 atm.) at 60° C. for 48 hr. The catalyst was filtered off, washed with methanol and filtrate was concentrated to dryness to afford 4-cyclopropylamino-3-ethyl-3-methylpiperidine. Yield 2.3 g (93%), C11H22N2, m/z 183 (M+1).

Workup

  1. filtrationThe catalyst was filtered off
  2. washwashed with methanol and filtrate
  3. concentrationwas concentrated to dryness

Sources & evidence

ORD record
ord-49314163ab504039bf502904dc550b63
Source dataset
uspto-grants-2009_12
Patent number
US07626032B2

Reaction notes

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