Potassium Phosphate, Tribasic → tert-butyl 4-(5,6-difluoro-1-(phenylsulfonyl)-1H-indol-3-yl)-1H-pyrazole-1-carboxylate

温度

90 °C

To a solution of 5,6-difluoro-3-iodo-1-(phenylsulfonyl)-1H-indole (Intermediate 28; 300 mg; 0.716 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole-1-carboxylate (273.6 mg; 0.93 mmol), K3PO4 (455 mg; 2.15 mmol) in dioxane (10 mL) and water (1 mL) was added Pd(dppf)Cl2 (59 mg; 0.072 mmol) under argon. The reaction mixture was stirred at 90° C. for 12 hours. The mixture was filtered through Celite and washed with EtOAc (50 mL). The combined organic layers were washed with brine (100 mL), dried over anhydrous Na2SO4, concentrated, and purified by a silica gel chromatography (petroleum ether/EtOAc=1/1) to afford 203 mg (62%) of the title compound as a yellow solid.

1. filtrationThe mixture was filtered through Celite
2. washwashed with EtOAc (50 mL)
3. washThe combined organic layers were washed with brine (100 mL)
4. dry with materialdried over anhydrous Na2SO4
5. concentrationconcentrated
6. custompurified by a silica gel chromatography (petroleum ether/EtOAc=1/1)

ORDレコード

ord-1901090ae2f84fbc9fc0c5c3a4bdfa9a

出典データセット

uspto-grants-2015_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09126984B2