Dichloromethane → 5-[6-(2,6-difluoro-3,5-dimethoxyphenyl)-1H-pyrazolo[4,3-c]pyridin-3-yl]-2-ethylisoindolin-1-one

温度

110 °C

A mixture of 6-(2,6-difluoro-3,5-dimethoxyphenyl)-3-iodo-1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazolo[4,3-c]pyridine (9 mg, 0.02 mmol), 2-ethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)isoindolin-1-one (7.7 mg, 0.027 mmol), [1,1′-bis(diphenylphosphino)-ferrocene]dichloropalladium(II) complex with dichloromethane (1:1) (1 mg, 0.001 mmol), and sodium carbonate (5.7 mg, 0.054 mmol) in 1,4-dioxane (0.2 mL) and water (0.03 mL) was degassed and recharged with nitrogen three times. The mixture was stirred at 110° C. for 3 h. After cooling the solid was filtered off. The filtrate was concentrated. The residue was dissolved in methanol (0.5 mL). At r.t. to the solution was added HCl solution prepared previously from acetyl chloride (0.30 mL) and methanol (0.30 mL). The mixture was stirred at r.t. for 2 h, and purified by RP-HPLC (pH=10) to afford the desired product (5.6 mg). LCMS (M+H)+=451.1.

1. customwas degassed
2. temperatureAfter cooling the solid
3. filtrationwas filtered off
4. concentrationThe filtrate was concentrated
5. dissolutionThe residue was dissolved in methanol (0.5 mL)
6. additionAt r.t. to the solution was added HCl solution
7. customprepared previously from acetyl chloride (0.30 mL) and methanol (0.30 mL)
8. stirringThe mixture was stirred at r.t. for 2 h
9. custompurified by RP-HPLC (pH=10)

ORDレコード

ord-eee12730c9de4db4a334389fdcab0c33

出典データセット

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09266892B2