2-(Dimethoxymethyl)-1,8-naphthyridine → 7-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

HRID 1057501Notes

Reaction equation

HRID 1057501 reaction equation
[CH3:1][O:2][CH:3]([O:14][CH3:15])[C:4]1[CH:9]=[CH:8][C:7]2[CH:10]=[CH:11][CH:12]=[N:13][C:6]=2[N:5]=1>CO.[Pd]>[CH3:15][O:14][CH:3]([O:2][CH3:1])[C:4]1[N:5]=[C:6]2[NH:13][CH2:12][CH2:11][CH2:10][C:7]2=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 177501752-(Dimethoxymethyl)-1,8-naphthyridine

Product 1

HCID 177501767-(Dimethoxymethyl)-1,2,3,4-tetrahydro-1,8-naphthyridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Dimethoxypyridino[3,2-e]pyridin-2-ylmethane was dissolved in methanol (0.5M) followed by addition of 10% Pd/C), and subjected to hydrogenation at ballon pressure. The mixture was filtered through celite and concentrated by rotary evaporation. EI-MS m/z 209 (M+H)+.

Workup

  1. filtrationThe mixture was filtered through celite and
  2. concentrationconcentrated by rotary evaporation

Sources & evidence

ORD record
ord-46fec5666b514783adf423d7fff154e8
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

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