2-(2-oxo-1,6-naphthyridin-1(2H)-yl)acetic acid → 2-(2-oxo-3,4-dihydro-1,6-naphthyridin-1(2H)-yl)acetic acid

HRID 1519794Notes

Reaction equation

HRID 1519794 reaction equation
[O:1]=[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[N:7][CH:8]=2)[N:3]1[CH2:12][C:13]([OH:15])=[O:14]>CO.[Pd]>[O:1]=[C:2]1[CH2:11][CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[N:7][CH:8]=2)[N:3]1[CH2:12][C:13]([OH:15])=[O:14]

Participants

4

Reactant 1

HCID 687852582-(2-oxo-1,6-naphthyridin-1(2H)-yl)acetic acid

Product 1

HCID 687868432-(2-oxo-3,4-dihydro-1,6-naphthyridin-1(2H)-yl)acetic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 2-(2-oxo-1,6-naphthyridin-1(2H)-yl)acetic acid (150 mg, 0.734 mmol) and Pd/C (20 mg) in methanol was shaken under a 40 psi atmosphere of H2 for 18 h. The suspension was filtered through Celite and the filtrate was concentrated under vacuum to give 2-(2-oxo-3,4-dihydro-1,6-naphthyridin-1(2H)-yl)acetic acid. Retention time (min)=0.343, method [3], MS(ESI) 207.1 (M+H).

Workup

  1. filtrationThe suspension was filtered through Celite
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-8c75daf8559f4d48b252df94fb75ad9f
Source dataset
uspto-grants-2015_07
Patent number
US09073891B2

Reaction notes

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