The main application background and overview of 2-amino-5-bromo-6-fluoropyridine
2-Amino-5-bromo-6-fluoroformaldehyde-furopyridine is an organic intermediate that can be prepared by bromide of 6-fluoropyridin-2-amine.
Main application preparation of 2-amino-5-bromo-6-fluoropyridine
A solution of 6-fluoropyridin-2-amine (AlfaAesar, Ward H, MA, 5.16g, 46.0mmol) in CAN (230mL) was stirred at 0°C, then NBS (8.19g, 46.0mmol calcium carbonate was added ) as a solvent. Dissolve in CAN (100 mL) via addition funnel over 30 min. After the addition was complete, the resulting green solution was stirred for an additional 30 minutes. The reaction mixture was then concentrated under reduced pressure, and the residue was dissolved in DCM (20 mL) and adsorbed onto silica. Chromatography (silica gel, 0-75% EtOAc in hexanes) afforded 2-amino-5-bromo-6-fluoropyridine. White foam, yield 7.6g, 39.8mmol, 86%. 1HNMR (MHz, MeOH-d4) δppm7.59 (1H, t, J=8.9Hz), 6.32 (1H, dd, J=8.5, 1.5Hz). m/z(ESI+)191.0(M+H)+.
Main applications of 2-amino-5-bromo-6-fluoropyridine
CN201280013673 reported that 2-amino-5-bromo-6-fluoropyridine can be used to prepare compound S-81. Compound S-81 can inhibit the growth or proliferation of hamartoma tumor cells, which includes administering Compound S-81 to a patient in need thereof in an amount effective to inhibit the growth or proliferation of hamartoma tumor cells. Successful treatment may include alleviation of symptoms associated with hamartoma tumors or cessation of progression of the disease, such as PHTS. PTEN hamartoma tumor syndrome (PHTS) is a collection of rare and diverse abnormalities associated with germline mutations in the tumor suppressor gene PTEN (phosphatase and tensin homolog, deleted on chromosome 10). These syndromes are characterized by overgrowth of cells leading to benign hamartomas in almost any organ.
