Reacción #78116

Ecuación de reacción

N1-[1-(4-pyridyl)piperidin-4-ylmethyl]-1,2-benzenediamine

pyridine

4-methoxybenzoyl chloride

→

title compound

Rendimiento 17.0%

N1-(4-methoxybenzoyl)-N2-[1-(4-pyridyl)piperidin-4-ylmethyl]-1,2-benzendiamine

Rendimiento 17.0%

Disolventes

chloroform

chloroform

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe mixture was concentrated
2. 2
   workup.DISSOLUTIONthe residue was dissolved in EtOAc
3. 3
   LavadoThe organic layer was washed with 1 N NaOH (2×), water (3×), brine (1×)
4. 4
   Secadodried (K2CO3)
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe residue was purified by RPHPLC

Procedimiento

A solution of N1-[1-(4-pyridyl)piperidin-4-ylmethyl]-1,2-benzenediamine (212 mg, 0.75 mmol) and pyridine (4 mL) in chloroform (2 mL) at 0° C. was treated with a solution of 4-methoxybenzoyl chloride (128 mg, 0.75 mmol) in chloroform. The mixture was allowed to warm to room temperature and stir for 17 h. The mixture was concentrated and the residue was dissolved in EtOAc. The organic layer was washed with 1 N NaOH (2×), water (3×), brine (1×), dried (K2CO3), and concentrated. The residue was purified by RPHPLC, yielding 52 mg (17%) of the title compound as a hydrochloride salt.

Fuente