HCID 70591159, compound → HCID 23335382, compound

HRID 903879Notes

Reaction equation

HRID 903879 reaction equation
[ClH:1].C([CH2:9][NH:10][CH2:11][CH2:12][N:13]1[C:22]2[C:17](=[C:18]([CH3:24])[CH:19]=[C:20]([CH3:23])[N:21]=2)[CH:16]=[CH:15][C:14]1=[O:25])C1C=CC=CC=1.[H][H]>[Pd].C(O)C>[ClH:1].[CH3:9][NH:10][CH2:11][CH2:12][N:13]1[C:22]2[C:17](=[C:18]([CH3:24])[CH:19]=[C:20]([CH3:23])[N:21]=2)[CH:16]=[CH:15][C:14]1=[O:25]

Participants

5

Reactant 2

HCID 70591159HCID 70591159, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23335382HCID 23335382, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

1(2-Benzylmethylaminoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-one hydrochloride (8.56 g., 0.024 mole) is dissolved in 80 ml. of ethanol, 5% palladium on carbon (0.8 g.) catalyst is added and the mixture is hydrogenated at a pressure of 45 lbs. per sq. inch until hydrogen is no longer taken up. The mixture is filtered concentrated under reduced pressure and the residue is crystallized from isopropanol. 1-(2-Methylaminoethyl)-5,7-dimethyl-1,8-naphthyridin-2(1H)-one hydrochloride having a melting point of 106°-109° C. is obtained.

Workup

  1. filtrationThe mixture is filtered
  2. concentrationconcentrated under reduced pressure
  3. customthe residue is crystallized from isopropanol

Sources & evidence

ORD record
ord-98c25e215b71463c965293584d4be599
Source dataset
uspto-grants-1980_10
Patent number
US04229456

Reaction notes

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