3-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl)-acrylic acid ethyl ester → Ethyl 3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-YL)propanoate

HRID 1827683Notes

Reaction equation

HRID 1827683 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH:5]=[CH:6][C:7]1[CH:16]=[CH:15][C:14]2[CH2:13][CH2:12][CH2:11][NH:10][C:9]=2[N:8]=1)[CH3:2].[H][H]>CCO.[Pd].[C]>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][CH2:6][C:7]1[CH:16]=[CH:15][C:14]2[CH2:13][CH2:12][CH2:11][NH:10][C:9]=2[N:8]=1)[CH3:2]

Participants

5

Reactant 2

HCID 693701253-(5,6,7,8-Tetrahydro-[1,8]naphthyridin-2-yl)-acrylic acid ethyl esterHCID 178418361HCID 178418361, compound

Product 1

HCID 23581268Ethyl 3-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-YL)propanoate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

A mixture of 4-8 (1.4 g, 6.03 mmol) and 10% Pd/carbon (1 g) in EtOH (30 mL) was stirred under a balloon of hydrogen for 18 h. Filtration and evaporative removal of the solvent gave 4-9 as a white solid.

Workup

  1. filtrationFiltration
  2. customremoval of the solvent

Sources & evidence

ORD record
ord-0961f016a0bc4a6b9ac4bea165cfe767
Source dataset
uspto-grants-2006_06
Patent number
US07056909B2

Reaction notes

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