Reacción #168678

Ecuación de reacción

iso-hexane

5-Bromo-3-chloro-pyrazin-2-ylamine

2-methyl-5-(N-morpholinylsulfonyl)phenylboronic acid

Na2CO3

→

title compound

3-Chloro-5-[2-methyl-5-(morpholine-4-sulfonyl)-phenyl]-pyrazin-2-ylamine

Disolventes

ethyl acetate

DCM

DME

DCM

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroProduct is purified by reverse phase chromatography and evaporation of the clean fractions
2. 2
   Otroyields a cream solid
3. 3
   Lavadowashed with 2N NaOH (aq.) (50 ml)
4. 4
   SecadoThe organic phase is dried over magnesium sulphate
5. 5
   Filtraciónfiltered
6. 6
   Otrothe solvent evaporated
7. 7
   Otroto yield an orange semi-solid
8. 8
   workup.ADDITIONis added
9. 9
   FiltraciónA precipitate forms and is filtered off

Procedimiento

5-Bromo-3-chloro-pyrazin-2-ylamine (0.600 g, 2.88 mmol), 2-methyl-5-(N-morpholinylsulfonyl)phenylboronic acid (0.821 g, 2.88 mmol), 1,1′BIS(Diphenylphosphino-ferrocene)dichloropalladium (II) complex with DCM (0.118 g, 0.14 mmol), 2N Na2CO3 (aq.) (5 ml) and DME (15 ml) are stirred together at 100° C. for 1 hour. Product is purified by reverse phase chromatography and evaporation of the clean fractions yields a cream solid. The solid is dissolved in DCM (100 ml) and washed with 2N NaOH (aq.) (50 ml). The organic phase is dried over magnesium sulphate, filtered and the solvent evaporated to yield an orange semi-solid. This is dissolved ethyl acetate (10 ml) and iso-hexane is added. A precipitate forms and is filtered off to yield the title compound as an off white solid. [M+H]+ 410.

Fuente