Methanol → HCID 69700888, compound

HRID 352753Notes

Reaction equation

HRID 352753 reaction equation
C([NH:8][CH:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:11][CH2:10]1)C1C=CC=CC=1.C[OH:23]>C(O)(=O)C.[C].[Pd]>[C:18]([OH:17])(=[O:23])[CH3:21].[NH2:8][CH:9]1[CH2:10][CH2:11][N:12]([C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 887MethanolHCID 15380687tert-Butyl 4-(benzylamino)piperidine-1-carboxylate

Product 1

HCID 69700888HCID 69700888, compoundYield 57%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 176Acetic AcidSolvent

Procedure

In methanol (2 ml) and acetic acid (30 ml), 4-benzylamino-1-tert-butoxycarbonylpiperidine (4.04 g) was dissolved, followed by the addition of 10% palladium carbon (water content: about 50%, 3.06 g). The resulting mixture was subjected to catalytic hydrogenation overnight under medium pressure (3 atmospheric pressure). After the removal of the catalyst by filtration, the filtrate was distilled off under reduced pressure. The residue was solidified in ethyl acetate, whereby the title compound (2.23 g, 57%) was obtained.

Workup

  1. customAfter the removal of the catalyst
  2. filtrationby filtration
  3. distillationthe filtrate was distilled off under reduced pressure

Sources & evidence

ORD record
ord-8a25e0cef9b1447e86fd38a3c49ad6bb
Source dataset
uspto-grants-2004_06
Patent number
US06747023B1

Reaction notes

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