Reacción #2166545

Ecuación de reacción

benzyl ((R)-1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperidin-3-yl)methylcarbamate

→

2-(4-((R)-3-(Aminomethyl)piperidin-1-yl)-7-methylquinazolin-2-yl)phenol

Disolventes

EtOH

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe flask was sealed with a septum
2. 2
   OtroThe atmosphere in the flask was evacuated
3. 3
   Otropurged with N2
4. 4
   Otroequipped with a balloon
5. 5
   workup.ADDITIONcharged with H2
6. 6
   FiltraciónAfter filtration through a plug of Celite
7. 7
   Concentraciónthe reaction mixture was concentrated to 2-(4-((R)-3-(aminomethyl)piperidin-1-yl)-7-methylquinazolin-2-yl)phenol (625 mg) as a yellow solid
8. 8
   workup.WAITLC/MS: m/z 349.3 (M+H)+ at 1.82 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA))

Procedimiento

To a mixture of benzyl ((R)-1-(2-(2-hydroxyphenyl)-7-methylquinazolin-4-yl)piperidin-3-yl)methylcarbamate (855 mg, 1.77 mmol) and EtOH (15 mL) in a round bottom flask was added Pd/C (86 mg, 10% wt Pd on carbon) and the flask was sealed with a septum. The atmosphere in the flask was evacuated, purged with N2, and equipped with a balloon charged with H2. The mixture was stirred under an H2 atmosphere at ambient pressure for 3 h. After filtration through a plug of Celite using MeOH as the eluting solvent, the reaction mixture was concentrated to 2-(4-((R)-3-(aminomethyl)piperidin-1-yl)-7-methylquinazolin-2-yl)phenol (625 mg) as a yellow solid. LC/MS: m/z 349.3 (M+H)+ at 1.82 min (10%-99% CH3CN (0.035% TFA)/H2O (0.05% TFA)).

Fuente