反応 #1869223

ord-3c28c741a2714e57b6727b2b6fba0cab

反応方程式

CC#N
acetonitrile
[Na+].[OH-]
NaOH
CCN1C(=O)C(C(=O)OC)C(=O)c2cc(Nc3ccc(OC)cc3C)cc(C)c21
Methyl 1-ethyl-6-(4-methoxy-2-methylphenylamino)-8-methyl-4-oxo-1,4-dihydroquinolone-3-carboxylate
CC#N
acetonitrile
CCN1C(=O)C(C(=O)O)C(=O)c2cc(Nc3ncccc3C)cc(C)c21
1-Ethyl-8-methyl-6-(3-methylpyridin-2-ylamino)-4-oxo-1,4-dihydroquinolone-3-carboxylic acid

反応条件

温度
60°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他Removal of the solvent in vacuo
  2. 2
    その他to purify the product
  3. 3
    その他The pure product was isolated from the reaction solution by chromatography on an HPLC system
  4. 4
    その他rose to 95% over the course of 20 minutes

実験手順

Methyl 1-ethyl-6-(4-methoxy-2-methylphenylamino)-8-methyl-4-oxo-1,4-dihydroquinolone-3-carboxylate (30 mg) was dissolved in 5 ml of dioxane, 2.5 equivalents of a 1 N NaOH solution were added, and the mixture was heated at 60° C. for 4 h. Removal of the solvent in vacuo was followed by chromatography on an HPLC system to purify the product. The pure product was isolated from the reaction solution by chromatography on an HPLC system. This entailed use of a Merck Purospher-RP18 column and an acetonitrile:water mixture as eluent; the initial acetonitrile content was 15% and rose to 95% over the course of 20 minutes.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07498341B2uspto-grants-2009_03