Reacción #75631

Ecuación de reacción

title compound

1,1-Dimethylethyl 4-[[[4-(3-bromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-YL)-1-piperazinyl]carbonyl]methyl]-1-piperidinecarboxylate

H2SO4

NaOH

→

title compound

Rendimiento 74.0%

1-(3-bromo-8-chloro-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridin-11-yl)-4-[(4-piperidinyl)acetyl]piperazine

Rendimiento 74.0%

Disolventes

methanol

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   ExtracciónThe mixture was extracted with dichloromethane
2. 2
   Lavadothe latter was washed with water
3. 3
   Secadodried over MgSO4
4. 4
   Filtraciónfiltered
5. 5
   Otroevaporated to dryness
6. 6
   OtroThe product was chromatographed on silica gel using 10% (10% conc. NH4OH in methanol)dichloromethane as the eluant

Procedimiento

The title compound from Step A above (4.61 g) (7.5 mmoles) was dissolved in methanol (40 mL) and a 10% (v/v) conc. H2SO4 in dioxane solution (100 mL) was added. The mixture was stirred at 25° C. for 2 h and then basified with conc. aqueous NaOH. The mixture was extracted with dichloromethane and the latter was washed with water, dried over MgSO4, filtered and evaporated to dryness. The product was chromatographed on silica gel using 10% (10% conc. NH4OH in methanol)dichloromethane as the eluant to give the title compound (Yield: 2.86 g; 74%)

Fuente