Reacción #66497

Ecuación de reacción

(RS)—S-(4-aminophenyl)-N-(ethoxycarbonyl)-S-methylsulfoximide

5-bromo-2-chloro-4-methylsulfanyl-pyrimidine

HCl

→

(RS)—N-(ethoxycarbonyl)-(4-{[4-{methylsulfanyl}-5-bromo-pyrimidin-2-yl]amino}phenyl)-S-methylsulfoximide

Disolventes

dioxane

acetonitrile water

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroconsumption of starting sulfoximine
2. 2
   workup.ADDITIONThe reaction mixture is poured into 800 mL of aq. NaHCO3
3. 3
   Filtraciónthe pasty precipitate filtered
4. 4
   Lavadowashed with 70 mL of EtOAc
5. 5
   Otrocrude material (7.5 g) is recrystallized
6. 6
   Otroto yield 6 g (35%)

Procedimiento

(RS)—S-(4-aminophenyl)-N-(ethoxycarbonyl)-S-methylsulfoximide (10 g, 42 mmol), 5-bromo-2-chloro-4-methylsulfanyl-pyrimidine (10 g, 42 mmol) and 5M HCl (8 mL) in dioxane is stirred at 60° C. in 90% acetonitrile-water (250 mL) for 36 h. TLC indicates almost complete consumption of starting sulfoximine. The reaction mixture is poured into 800 mL of aq. NaHCO3, the pasty precipitate filtered, washed with 70 mL of EtOAc, then crude material (7.5 g) is recrystallized from boiling EtOH (200 mL) to yield 6 g (35%).

Fuente