Reacción #172257

Ecuación de reacción

1-Benzenesulfonyl-5-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine

4-((4-methylpiperazin-1-yl)methyl)phenylboronic acid

sodium carbonate

→

title compound

Rendimiento 74.1%

2-methyl-5-(4-((4-methylpiperazin-1-yl)methyl)phenyl)-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine

Rendimiento 74.1%

Disolventes

water

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrothe mixture is irradiated for 5 minutes at 150 degrees in a Biotage microwave reactor
2. 2
   TemperaturaAfter cooling
3. 3
   Extracciónextracted with ethyl acetate
4. 4
   Otrodried
5. 5
   Concentraciónconcentrated
6. 6
   LavadoMPLC silica gel chromotagraphy 5-20% MeOH in dichloromethane gradient elution

Procedimiento

1-Benzenesulfonyl-5-bromo-2-methyl-1H-pyrrolo[2,3-b]pyridine (378 mg, 1.076 mmole) and 4-((4-methylpiperazin-1-yl)methyl)phenylboronic acid (303 mg, 1.29 mmole) are dissolved in acetonitrile (10 mL) and treated with 10 mL 1 M sodium carbonate solution. To this is added 40 mg of PdCl2(PPh3)2 catalyst, and the mixture is irradiated for 5 minutes at 150 degrees in a Biotage microwave reactor. After cooling, the reaction mixture is diluted with water and extracted with ethyl acetate, dried, and concentrated. MPLC silica gel chromotagraphy 5-20% MeOH in dichloromethane gradient elution, provided 367 mg of the title compound as a solid.

Fuente