HCID 66961911, compound → HCID 66960433, compound

HRID 2364599Notes

Reaction equation

HRID 2364599 reaction equation
C(OC([N:11]([CH2:15][CH:16]1[CH2:21][CH2:20][N:19]([C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=[O:23])[CH2:18][CH2:17]1)[CH2:12][CH2:13][CH3:14])=O)C1C=CC=CC=1.[H][H]>CO.[OH-].[Pd+2].[OH-]>[CH2:12]([NH:11][CH2:15][CH:16]1[CH2:17][CH2:18][N:19]([C:22]([O:24][C:25]([CH3:26])([CH3:28])[CH3:27])=[O:23])[CH2:20][CH2:21]1)[CH2:13][CH3:14]

Participants

5

Reactant 2

HCID 66961911HCID 66961911, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 66960433HCID 66960433, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

To a solution of tert-butyl 4-(((benzyloxycarbonyl)(propyl)amino)methyl)piperidine-1-carboxylate (0.280 g, 0.717 mmol) in 7 mls of methanol was added palladium(II) hydroxide (0.200 g, 20 wt % Pd(OH)2 on carbon, Degussa type). This mixture was hydrogenated under a ballon of hydrogen for 1.5 hours, then filtered through GF/F filter paper and the filtrate concentrated. Obtained 0.169 g (92%) of the title compound and used directly without further purification.

Workup

  1. filtrationfiltered through GF/F
  2. filtrationfilter paper
  3. concentrationthe filtrate concentrated

Sources & evidence

ORD record
ord-dd6c69b888b5461493b1b759441dad9d
Source dataset
uspto-grants-2014_04
Patent number
US08691809B2

Reaction notes

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