Application of 3-(Trifluoromethyl)-1H-pyrazolo[3,4-b]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,956010-87-0, its application will become more common.

Application of 956010-87-0 ,Some common heterocyclic compound, 956010-87-0, molecular formula is C7H4F3N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

A mixture of compound 12 (50 mg, 0.27 mmol), benzylbromide (50 mg, 0.29 mmol) and caesium carbonate (104 mg, 0.32 mmol) was stirred overnight at room temperature in DMF (1.0 mL). It was then diluted with tert-butyl methyl ether and washed with water. The organic layer was dried over sodium sulfate and the solvent was evaporated. The crude product was purified by column chromatography (eluent: cyclohexane/ethyl acetate 3:1) to yield 50 mg (67 %) of the title compound. 1H NMR (400 MHz, DMSO-d6): delta 5.82 (s, 2H), 7.26-7.37 (m, 5H), 7.50 (dd, J=8.2, 4.5Hz, 1H), 8.39 (d, J=8.2Hz, 1H), 8.79 (dd, J=4.5, 1.2Hz, 1H). 13C NMR (125 MHz, DMSO-d6): delta 50.8, 111.4 (q, 1JC,F=1.4Hz), 119.7, 121.4 (q, 1JC,F=269Hz), 127.7, 127.9, 128.7, 129.3, 131.5 (q, 2JC,F=38.6 Hz), 136.2, 149.8, 151.0. HRMS m/z calcd for C14H10F3N3: 277.0827; found: 277.0825.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,956010-87-0, its application will become more common.

Reference:
Article; Schirok, Hartmut; Griebenow, Nils; Fuerstner, Chantal; Dilmac, Alicia M.; Tetrahedron; vol. 71; 34; (2015); p. 5597 – 5601;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem