Reacción #90067

Ecuación de reacción

(3-Cyano-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-9-yl)-propynoic acid methyl ester

Hydrochloric acid

→

title compound

Rendimiento 66.0%

(3-Cyano-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-9-yl)-propynoic acid

Rendimiento 66.0%

Disolventes

methanol

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónwas then extracted with ethyl acetate
2. 2
   LavadoThe organic layer was washed with brine
3. 3
   Secadodried over magnesium sulfate
4. 4
   OtroThe solids obtained
5. 5
   Filtraciónafter filtration and concentration under reduced pressure
6. 6
   Lavadowere washed with dichloromethane
7. 7
   Otropurified by HPLC

Procedimiento

(3-Cyano-8-methoxy-6,6-dimethyl-11-oxo-6,11-dihydro-5H-benzo[b]carbazol-9-yl)-propynoic acid methyl ester (Compound E6-1, 15.2 mg, 0.038 mmol) was dissolved in a mixture solvent of methanol (1.5 mL) and THF (0.5 mL), added with 2 N aqueous solution of potassium hydroxide (5 drops), and then stirred at room temperature overnight. 0.5 N Hydrochloric acid was added to the reaction solution, which was then extracted with ethyl acetate. The organic layer was washed with brine and dried over magnesium sulfate. The solids obtained after filtration and concentration under reduced pressure were washed with dichloromethane and purified by HPLC to obtain the title compound (white solid, 9.6 mg, 66%).

Fuente