6-Benzyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2(1H)-one → 5,6,7,8-Tetrahydro-1,6-naphthyridin-2(1H)-one

HRID 1713119Notes

Reaction equation

HRID 1713119 reaction equation
C([N:8]1[CH2:17][CH2:16][C:15]2[NH:14][C:13](=[O:18])[CH:12]=[CH:11][C:10]=2[CH2:9]1)C1C=CC=CC=1>CCO.[OH-].[OH-].[Pd+2]>[NH:14]1[C:15]2[CH2:16][CH2:17][NH:8][CH2:9][C:10]=2[CH:11]=[CH:12][C:13]1=[O:18]

Participants

4

Reactant 1

HCID 223351456-Benzyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2(1H)-one

Product 1

HCID 210711895,6,7,8-Tetrahydro-1,6-naphthyridin-2(1H)-one

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

To a solution of 6-benzyl-5,6,7,8-tetrahydro-1,6-naphthyridin-2(1H)-one (400 mg, 1.66 mmol) in EtOH (30 mL) is added 20% Pd(OH)2/C (20 mg) and the mixture is hydrogenated at 50 psi at rt overnight. The catalyst is filtered and the filtrate is concentrated to give the title compound as a light yellow solid. MS (M+1): 151.1

Workup

  1. filtrationThe catalyst is filtered
  2. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-515b6b48b422430291278b818b69228a
Source dataset
uspto-grants-2010_09
Patent number
US07795262B2

Reaction notes

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