Reaktion #316225

ord-d365dafafb324d7b9ca6cb46f1183bf5

Reaktionsgleichung

Cl
hydrochloric acid
Nc1ncccc1C=O
2-Amino-pyridine-3-carbaldehyde
CC(C)(C)C(=O)CBr
1-bromo-3,3-dimethyl-butan-2-one
[Na+].[OH-]
sodium hydroxide
CC(C)(C)c1nc2ncccc2cc1O
2-tert-butyl-[1,8]naphthyridin-3-ol
Ausbeute 24.0%

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigethe suspension was hermtically 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 1-bromo-3,3-dimethyl-butan-2-one (147 mg) were suspended in a 5 N aqueous sodium hydroxide solution (0.6 ml), and the suspension was hermtically 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-tert-butyl-[1,8]naphthyridin-3-ol (40 mg, yield 24%).

Quelle

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