Benzyl 1-(cyclopropylmethyl)-2-oxo-5-phenyl-1,2-dihydropyridin-3-ylcarbamate → 3-Amino-1-(cyclopropylmethyl)-5-phenylpiperidin-2-one

HRID 1725634Notes

Reaction equation

HRID 1725634 reaction equation
[CH:1]1([CH2:4][N:5]2[CH:10]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[CH:8]=[C:7]([NH:17]C(=O)OCC3C=CC=CC=3)[C:6]2=[O:28])[CH2:3][CH2:2]1>[Pd].C(O)C>[NH2:17][CH:7]1[CH2:8][CH:9]([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:10][N:5]([CH2:4][CH:1]2[CH2:3][CH2:2]2)[C:6]1=[O:28]

Participants

4

Reactant 1

HCID 68808625Benzyl 1-(cyclopropylmethyl)-2-oxo-5-phenyl-1,2-dihydropyridin-3-ylcarbamate

Product 1

HCID 575625093-Amino-1-(cyclopropylmethyl)-5-phenylpiperidin-2-oneYield 0.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Benzyl 1-(cyclopropylmethyl)-2-oxo-5-phenyl-1,2-dihydropyridin-3-ylcarbamate (0.061 g, 0.163 mmol) and 10% palladium on carbon (0.060 g) were stirred in ethanol (15 ml) for 6 h under hydrogen atmosphere (50 psi). Catalyst was filtered from the solution and solvent removed in vacuo to produce the title compound (0.031 mg). MS 245 (M+1)

Workup

  1. filtrationCatalyst was filtered from the solution and solvent
  2. customremoved in vacuo

Sources & evidence

ORD record
ord-691c6fc53218452da97cb5d3f13d92e3
Source dataset
uspto-grants-2009_02
Patent number
US07491713B2

Reaction notes

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