Reaktion #1155157

Reaktionsgleichung

N-(4-chlorobenzyl)-6-[(1Z)-3-hydroxy-1-propenyl]-4-hydroxy-3-quinolinecarboxamide

K2CO3

iodomethane

Water

→

title compound

N-(4-chlorobenzyl)-6-[(Z)-3-hydroxy-1-propenyl]-1-methyl-4-oxo-1,4-dihydro-3-quinolinecarboxamide

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefrom Preparation No
2. 2
   Temperaturto cool
3. 3
   Sonstigeformed
4. 4
   FiltrationThe precipitate is filtered
5. 5
   Sonstigedried in vacuo at 60° C. for 48 h
6. 6
   Sonstigeto give a solid
7. 7
   SonstigeCrystallization
8. 8
   workup.DISSOLUTIONby dissolving in CH2Cl2 with a few drops of MeOH
9. 9
   workup.ADDITIONadding to a 1:1 solution of pentane/Et2O

Vorschrift

A mixture of N-(4-chlorobenzyl)-6-[(1Z)-3-hydroxy-1-propenyl]-4-hydroxy-3-quinolinecarboxamide from Preparation No. 11 (0.184 g), K2CO3 (0.276 g) and iodomethane (0.062 mL) in DMF (2 mL) is heated in a stoppered flask at 90° C. for 1 h. Water is added and the mixture is allowed to cool and stir at room temperature for 16 h during which a precipitate formed. The precipitate is filtered and dried in vacuo at 60° C. for 48 h to give a solid. Crystallization by dissolving in CH2Cl2 with a few drops of MeOH and adding to a 1:1 solution of pentane/Et2O gave 0.085 g of the title compound as a solid.

Quelle