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HRID 27079Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/27079

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclohexanecarboxylic acidHCID 7413—
EduktDicyclohexylcarbodiimideHCID 10868—
Edukt2-(7-Chloro-1,8-naphthyridin-2-yl)-3-(piperazin-1-yl)carbonyloxy-isoindolin-1-oneHCID 23343639—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(7-Chloro-1,8-naphthyridin-2-yl)-3-(4-cyclohexylcarbonylpiperazin-1-yl)carbonyloxy-isoindolin-1-oneHCID 1372863969,4%

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04220646
Quelldatensatzuspto-grants-1980_09
ORD IDord-33753e00e901425a81626c524cf476cf
Quellennotizuspto-grants-1980_09