Analyzing the synthesis route of 8-Bromoimidazo[1,5-a]pyridine

The synthetic route of 1052271-60-9 has been constantly updated, and we look forward to future research findings.

Related Products of 1052271-60-9 , The common heterocyclic compound, 1052271-60-9, name is 8-Bromoimidazo[1,5-a]pyridine, molecular formula is C7H5BrN2, 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.

Example 12; 8-(2-methoxyphenyl)H-imidazo[1,5-a]pyridine8-bromo-H-imidazo[1,5-a]pyridine (0.1 g, 0.5 mmol, 1 eq) was dissolved in 10 mL of DME and kept under an argon atmosphere. To that solution [Pd(PPh3)4] (0.025 mmol, 0.05 eq), 2-methoxyphenyl boronic acid (0.114 g, 0.75 mmol, 1.5 eq) and an aqueous NaOH solution (0.2M, 5 mL) were added under stirring. The resulting mixture was refluxed for 24 h. After cooling, the mixture was diluted with water and the aqueous layer was extracted with CHCl3. The organic layers were dried (Na2SO4), filtered and evaporated under reduced pressure. Semi-preparative HPLC-chromatography afforded the pure product.Yield: 0.061 g (55%), 1H-NMR, 500 MHz, CDCl3: delta 3.73 (s, 3H); 6.95-7.04 (m, 4H); 7.28-7.30 (m, 1H); 7.38-7.43 (m, 2H); 8.10-8.12 (m, 1H); 9.07 (s, 1H), MS: m/z 225.3 [M+H]+; HPLC: Method [B]. (214 nm), rt: 4.24 min (97%)

The synthetic route of 1052271-60-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PROBIODRUG AG; US2008/234313; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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,
Pyridine | C5H5N – PubChem