Reaktion #316228

ord-c300897715a3459282a0f74b1b0b147e

Reaktionsgleichung

Cl
hydrochloric acid
Nc1ncccc1C=O
2-Amino-pyridine-3-carbaldehyde
Cc1ccc(C(=O)CBr)cc1
2-bromo-1-p-tolyl-ethanone
[Na+].[OH-]
sodium hydroxide
Cc1ccc(-c2nc3ncccc3cc2O)cc1
2-p-toluyl-[1,8]naphthyridin-3-ol
Ausbeute 1.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe suspension was hermetically sealed and, in this state
  2. 2
    Filtrationthe resultant precipitate was then collected by filtration
  3. 3
    Waschenwas washed with water and chloroform
  4. 4
    SonstigeThe powder as the residue was dried under the reduced pressure

Vorschrift

2-Amino-pyridine-3-carbaldehyde (100 mg) and 2-bromo-1-p-tolyl-ethanone (174 mg) were suspended in a 5 N aqueous sodium hydroxide solution (0.6 ml), and the suspension was hermetically sealed and, in this state, was allowed to stand for 3 days. The reaction solution was neutralized with 10% hydrochloric acid, and the resultant precipitate was then collected by filtration and was washed with water and chloroform. The powder as the residue was dried under the reduced pressure to give 2-p-toluyl-[1,8]naphthyridin-3-ol (2 mg, yield 1%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07560558B2uspto-grants-2009_07