The main application background and overview of 2-amino-3-trifluoromethyl-5-bromopyridine
2-Amino-3-trifluoromethyl-5-bromopyridine is an organic intermediate that can be obtained from 2-amino-3-trifluoromethylpyridine bromozinc carbonate hydroxide.
Main application preparation of 2-amino-3-trifluoromethyl-5-bromopyridine
Compound BB-21-1 (42.0g, 259mmol) was dissolved in nitrogen, nitrogen-dimethylformamide (mL), and then nitrogen-bromosuccinimide (46.1g, 259mmol) was added. The reaction was stirred at 20°C for 2 hours. The reaction solution was poured into a stirring mixture of 5% sodium bisulfite and water (10:1). The precipitate was filtered, washed with water, dissolved in methylene chloride (500 mL), dried over sulfur battery grade sodium lithium carbonate, filtered and concentrated. The target compound BB-20-22-amino-3-trifluoromethyl-5-bromopyridine (yellow solid, 51.0 g, yield: 89.7%) was obtained. 1HNMR (MHz, CDC13): δ8.27 (s, 1H), 7.80 (s, 1H), 5.02 (br, 2H). MS (ESI) m/z: 241[M+H]+, 243[M+H+2]+.
Main applications of 2-amino-3-trifluoromethyl-5-bromopyridine
CN201580055224 reported that 2-amino-3-trifluoromethyl-5-bromopyridine can be used to prepare compound S-1. Compound S-1 is a phosphatidylinositol 3-kinase kinase inhibitor. Transduction pathways mediated by phosphatidylinositol 3-kinase (PI3K)-AKT-mammalian target of rapamycin (mTOR) play important roles in several cellular processes, including proliferation and survival, and dysregulation of these pathways is widespread Causative factors for various types of human cancer and other disease spectrums (Katso et al., Annual Rev. CellDev. BioL, 2001, 17: 615-617). As a key regulatory pathway for cell function, PI3K’s abnormal signals are closely related to the activation of proto-oncogenes and have a critical impact on the occurrence and development of tumors. Therefore, it can be expected that the development of small molecule compounds to inhibit PI3K will have good development prospects as tumor therapeutic drugs.
