反应详情

To 5-bromo-3-[1-(ethylsulfonyl)-4-piperidinyl]-1H-indole-7-carboxamide (20 mg, 0.048 mmol) was added [3-(1H-pyrazol-1-yl)phenyl]boronic acid (36 mg, 0.193 mmol), dioxane (2.8 mL) and a solution of potassium carbonate (20 mg) in water (1.2 mL). To this mixture was added chloro-2-(dimethylaminormethyl)-ferrocen-1-yl-(dinorbornylphosphine)palladium(II) (3 mg, 0.005 mmol). The resulting mixture was reacted in a CEM microwave for 10 min at 160° C. then concentrated under a stream of nitrogen (greenhouse) at 80° C. The crude product was partitioned between water (2 mL) and CH2CL2 (2 mL). The layers were separated with a hydrophobic frit, and the aqueous layer was extracted with CH2CL2 (2×2 mL). The organic layers were pooled and concentrated under a stream of nitrogen at 80° C. Dimethyl sulfoxide (0.8 mL) was added to residue, which was sonicated for 10 sec, filtered through a cotton plug, and then filtered through a 0.2 μm filter. The crude product was purified on an Agilent MDAP using a Zorbax Eclipse XDB 610 21.2×50 mm column to afford 2.3 mg of the title compound (10%).

1. customThe resulting mixture was reacted in a CEM microwave for 10 min at 160° C.
2. concentrationthen concentrated under a stream of nitrogen (greenhouse) at 80° C
3. customThe crude product was partitioned between water (2 mL) and CH2CL2 (2 mL)
4. customThe layers were separated with a hydrophobic frit
5. extractionthe aqueous layer was extracted with CH2CL2 (2×2 mL)
6. concentrationconcentrated under a stream of nitrogen at 80° C
7. additionDimethyl sulfoxide (0.8 mL) was added to residue, which
8. customwas sonicated for 10 sec
9. filtrationfiltered through a cotton plug
10. filtrationfiltered through a 0.2 μm
11. filtrationfilter
12. customThe crude product was purified on an Agilent MDAP