Uses
3-nitro-4-((tetrahydro-2H-pyran-4-yl)MethylaMino)benzenesulfonaMide is a pharmaceutical intermediate compound used in the preparation of Venetoclax, which is used to treat certain types of chronic lymphocytic leukaemia (CL) or certain types of small lymphocytic lymphoma (SLL).
Uses
3-nitro-4-((tetrahydro-2H-pyran-4-yl)MethylaMino)benzenesulfonaMide is a reagent used in the synthesis of BTK, PI3K and JAK-2 inhibitors.
Synthesis
3-nitro-4-((tetrahydro-2H-pyran-4-yl)MethylaMino)benzenesulfonaMide is prepared by the reaction of 4-Aminomethyltetrahydropyran and 4-Fluoro-3-nitrobenzenesulfonamide. The specific synthesis steps are as follows:
4-Fluoro-3-nitrobenzenesulfonamide (1.0 g, 4.54 mmol), (tetrahydro-2H-pyran-4-yl)methylamine (0.6 g, 4.49 mmol), Triethylamine (1.3 g, 6.81 mmol) was added to 10 ml of tetrahydrofuran solution. After stirring at room temperature for 5 h, the solvent was removed. Add 20ml of methanol to beat, After drying, the product was obtained in an amount of 1.4 g. The yield was 97percent.
References
[1] Patent: CN108658983, 2018, A. Location in patent: Paragraph 0116; 0117; 0118
[2] Patent: WO2017/156398, 2017, A1. Location in patent: Paragraph 0322
[3] Patent: WO2010/65865, 2010, A2. Location in patent: Page/Page column 226-227
[4] Patent: US2010/160322, 2010, A1. Location in patent: Page/Page column 86
[5] Patent: US2010/305122, 2010, A1. Location in patent: Page/Page column 118
