Reacción #72902

Ecuación de reacción

tert-butoxycarbonylaminopropyl bromide

ethyl 8-anilino-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate

lithium tert-butoxide

→

Ethyl 8-anilino-2-{3-[(tert-butoxycarbonyl)amino]propyl}-4,5-dihydro-2H-pyrazolo[4,3-h]quinazoline-3-carboxylate

Disolventes

tetrahydrofuran

dimethylformamide

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwere added dropwise
2. 2
   Extracciónextracted with dichloromethane
3. 3
   SecadoThe organic layer was then dried over Na2SO4
4. 4
   Otrothe solvent evaporated
5. 5
   Otrogiving an oil that
6. 6
   workup.ADDITIONwas treated
7. 7
   Otroaccording to the following step 7, without any further purification

Procedimiento

500 mg of ethyl 8-anilino-4,5-dihydro-1H-pyrazolo[4,3-h]quinazoline-3-carboxylate (1.5 mmol) were dissolved in 10 mL of dry dimethylformamide and 1.63 mL of 1M lithium tert-butoxide in tetrahydrofuran were added to the cooled solution. After 30 minutes under stirring at 0° C. a solution of 432 mg of tert-butoxycarbonylaminopropyl bromide in 8 mL of dry tetrahydrofuran were added dropwise. After a night at room temperature the mixture was poured into a solution of NaH2PO4 and extracted with dichloromethane. The organic layer was then dried over Na2SO4 and the solvent evaporated, giving an oil that was treated according to the following step 7, without any further purification.

Fuente