Reacción #42540

Ecuación de reacción

7-bromo-1-chloroisoquinoline

→

7-bromo-N-butyl-N-methylisoquinolin-1-amine

Rendimiento 161.1%

Disolventes

N-methylbutylamine

Condiciones de reacción

Tratamiento posterior

1. 1
   ConcentraciónThe reaction mixture was concentrated under reduced pressure
2. 2
   workup.ADDITIONThe residue was diluted with chloroform
3. 3
   Lavadowashed with saturated sodium bicarbonate
4. 4
   Secadodried (sodium sulfate)
5. 5
   Filtraciónfiltered
6. 6
   Concentraciónconcentrated under reduced pressure
7. 7
   Otroto yield a brown oil
8. 8
   OtroPurification by flash column chromatography (silica, 3:1 hexanes/diethyl ether)

Procedimiento

A solution of 7-bromo-1-chloroisoquinoline (750 mg, 3.09 mmol) in N-methylbutylamine (7.0 mL) was heated at 65° C. in a sealed tube for 18 h. The reaction mixture was concentrated under reduced pressure. The residue was diluted with chloroform and washed with saturated sodium bicarbonate, dried (sodium sulfate), filtered, and concentrated under reduced pressure to yield a brown oil. Purification by flash column chromatography (silica, 3:1 hexanes/diethyl ether) provided 7-bromo-N-butyl-N-methylisoquinolin-1-amine (730 mg): ESI MS m/z 293 [M+H]+.

Fuente