New downstream synthetic route of 8-Bromoimidazo[1,5-a]pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1052271-60-9, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 1052271-60-9, 8-Bromoimidazo[1,5-a]pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, 1052271-60-9, blongs to pyridine-derivatives compound. HPLC of Formula: C7H5BrN2

To a suspension of 8-bromoimidazo[1,5-a]pyridine [1,5-a]pyridine (290 mg, 1.5 mmol), N-(4-fluorophenyl)-5-(4,4,5,5-tetramethyl-1,3,2dioxaborolan-2-yl)-2-(trifluoromethyl)benzamide (500 mg, 1.2 mmol), potassium carbonate (170 mg, 1.2 mmol) in DMF/Water (9: 1) palladium catalyst (5 mol%) was added. The reaction mixture was heated at about 11 0C for about 60 min. The reaction was diluted with ethyl acetate, filtered through celite, washed with water, brine and concentrated. The residue was was purified by prep HPLC using Gilson reverse phase eluting with ACN and water with 0.1% TFA using Luna column to get the N-(4-tluorophenyl)-5-(imidazo[1,5-a]pyridin-8-yl)-2(trifluoromethyl)benzamide ( 490 mg, 66% yield). 400.1 (M+ 1 ). 1H NMR ( 400 MHz, DMSO-d6) 8 10.74 (s, 1H), 9.08 (s, 1H), 8.54 (d, J = 7.0 Hz, 1H), 8.127.99 (m, 3H), 7.95 (s, 1H), 7.76- 7.68 (m, 2H), 7.27 {d, J = 6.8 Hz, 1H), 7.21 {t, J = 8.9 Hz, 2H), 7.04 (t, J = 7.0 Hz, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1052271-60-9, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; BARTLETT, Mark, J.; CORKEY, Britton, Kenneth; COSMAN, Jennifer, Leigh; ELBEL, Kristyna, M.; ELZEIN, Eifatih; KALLA, Rao, V.; KOLTUN, Dmitry; LI, Xiaofen; PARKHILL, Eric, Q.; PERRY, Thao; (306 pag.)WO2019/40102; (2019); A1;,
Pyridine – Wikipedia,
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