Reacción #618684

Ecuación de reacción

intermediate 24

1-(3,5-difluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

Intermediate 23

N-(5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methanesulfonamide

1-(3,5-difluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole

sodium carbonate

N-(5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methanesulfonamide

→

crude compound

Rendimiento 113.7%

N-(5-(3-(1-(3,5-difluorobenzyl)-3,5-dimethyl-1H-pyrazol-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methanesulfonamide

Rendimiento 113.7%

Disolventes

Toluene ethanol water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroreaction conditions

Procedimiento

Using similar reaction conditions as described in step-ii of example-1, N-(5-(3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-yl)-2-methoxyphenyl)methanesulfonamide (Intermediate 23) (160 mg, 0.267 mmol) was coupled with 1-(3,5-difluorobenzyl)-3,5-dimethyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (intermediate 24) (111.89 mg, 0.321 mmol) in sodium carbonate (84.89 mg, 0.801 mmol) Pd(PPh3)2Cl2 (9.7 mg, 0.013), Toluene/ethanol/water (7/7/2 mL) to afford 210 mg of the crude compound. MS: m/z=692.1 (M+1).

Fuente