Reaktion #55357

Reaktionsgleichung

2-(7-chloro-1,8-naphthyridin-2-yl)-3-(piperazin-1-yl)carbonyloxy-isoindolin-1-one

N,N'-dicyclohexylcarbodiimide

cyclohexylcarboxylic acid

→

2-(7-Chloro-1,8-naphthyridin-2-yl)-3-(4-cyclohexylcarbonylpiperazin-1-yl)carbonyloxy-isoindolin-1-one

Ausbeute 69.4%

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationAfter having filtered off the precipitate
2. 2
   Waschenthe organic solution is washed with an 8% aqueous solution of sodium bicarbonate (20 cc.)
3. 3
   Trocknendried over anhydrous potassium carbonate (10 g.)
4. 4
   FiltrationAfter the solution has been filtered
5. 5
   Einengenthe filtrate concentrated to dryness
6. 6
   Sonstigethe residue is recrystallised from ethanol (300 cc.)

Vorschrift

The procedure of Example 14 is followed but starting with 2-(7-chloro-1,8-naphthyridin-2-yl)-3-(piperazin-1-yl)carbonyloxy-isoindolin-1-one (4.23 g.), N,N'-dicyclohexylcarbodiimide (3.1 g.) in anhydrous methylene chloride (100 cc.) and cyclohexylcarboxylic acid (1.92 g.). After having filtered off the precipitate, the organic solution is washed with an 8% aqueous solution of sodium bicarbonate (20 cc.) and then dried over anhydrous potassium carbonate (10 g.). After the solution has been filtered and the filtrate concentrated to dryness, the residue is recrystallised from ethanol (300 cc.). 2-(7-Chloro-1,8-naphthyridin-2-yl)-3-(4-cyclohexylcarbonylpiperazin-1-yl)carbonyloxy-isoindolin-1-one (3.7 g.), which melts at 240° C., is thus obtained.

Quelle