Category: 1124382-72-4

Reference of 1124382-72-4 ,Some common heterocyclic compound, 1124382-72-4, molecular formula is C6H5BrN4, 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 8-bromo-[1,2,4]triazolo[1,5-a]pyridine-2-ylamine (35a) (10 g, 45 mmol), 4-fluoro-phenylboronic acid (12.61 g, 89 mmol), [1,1?-bis(diphenylphosphino)ferrocene] dichloro palladium(II) (2.93 g, 4 mmol) and sodium carbonate solution (2N in water, 44.6 mL, 89 mmol) in 1,4-dioxane (200 mL) was stirred at 110C under nitrogen atmosphere for 12h. The reaction mixture was diluted with water and extracted with ethyl acetate. The organic phase was dried over Na2SO4 and concentrated under reduced pressure. The remainder was purified by preparative MPLC (silica gel, PE/ethyl acetate 20:1) to afford the product (36a). Yield: 8.6 g (80%). LCMS (ESI+) calculated for C12H9FN4 [M + H]+ m/z 229.0889, found 229.1. 1H NMR (400 MHz, (CD3)2SO) delta 8.54 (dd, J = 6.7, 1.0 Hz, 1H), 8.14-8.21 (m, 2H), 7.70 (dd, J = 7.3, 1.0 Hz, 1H), 7.29-7.37 (m, 2H), 6.97 (dd, J = 7.3, 6.7 Hz, 1H), 6.12 (s, 2H). TLC (silica gel, PE/ethyl acetate 10:1): Rf = 0.5. HPLC (method 3) Rt = 0.43 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1124382-72-4, its application will become more common.

Reference:
Article; Gerlach, Kai; Hobson, Scott; Eickmeier, Christian; Gross, Ulrike; Braun, Clemens; Sieger, Peter; Garneau, Michel; Hoerer, Stefan; Heine, Niklas; Bioorganic and Medicinal Chemistry; vol. 26; 12; (2018); p. 3227 – 3241;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1124382-72-4, Adding some certain compound to certain chemical reactions, such as: 1124382-72-4, name is 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine,molecular formula is C6H5BrN4, 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 1124382-72-4.

a 8-(5-Fluoro-2-(trifluoromethyl)phenyl)-ri,2,41triazolori,5-alpyridin-2-amine In a 150 ml round-bottomed flask were combined 8-bromo-[l,2,4]triazolo[l,5-a]pyridin-2-amine (1.5 g, 7.04 mmol), (5-fluoro-2-(trifluoromethyl)phenyl)boronic acid (2.2 g, 10.6 mmol) and cesium carbonate (4.59 g, 14.1 mmol) in dioxane (70ml) and water (7 ml) to give a colorless solution. 1 , -Bis(diphenylphosphino)ferrocene-palladium(II)dichloride dichloromethane complex (515 mg, 704 mupiiotaomicron) was added. The rection mixture was stirred for 12 hours at 100C. Chromatography (silica gel, 70 g, ethyl acetate/heptane = 40:60 to 100:0) yielded the title compound as off-white solid (600 mg, 29%). MS: m/z = 297.1 [M+H]+.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1124382-72-4, 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BAUMANN, Karlheinz; GALLEY, Guido; JAKOB-ROETNE, Roland; LIMBERG, Anja; NEIDHART, Werner; RODRIGUEZ SARMIENTO, Rosa Maria; BARTELS, Bjoern; RATNI, Hasane; (160 pag.)WO2017/42114; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1124382-72-4, Adding some certain compound to certain chemical reactions, such as: 1124382-72-4, name is 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine,molecular formula is C6H5BrN4, 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 1124382-72-4.

Intermediate 49 (16 g, 55.92 mmol) and water (75 mL) were added to a sol. of intermediate 51 (7.94 g, 37.28 mmol) in DME (200 mL). Then, Pd(PPh3)4 (4.31 g, 3.73 mmol) was added and the r.m. was stirred at 150 C for 10 min. under microwave irradiation. The mixture was filtered through diatomaceous earth and concentrated in vacuo. The crude product was purified by flash column chromatography (silica; eluent: DCM/(7 N NH3 in MeOH) from 100/0 to 97/3). The product fractions were collected and the solvent evaporated in vacuo to yield 7 g of a first fraction of intermediate 52. The impure fractions were also collected, evaporated in vacuo and the crude product was purified by RP preparative HPLC [RP Vydac Denali CI 8 (10 mm, 250 g, 5 cm); mobile phase: 0.25% NH4HC03 sol. in water/CH3CN]. The product fractions were collected and the solvent evaporated in vacuo. The crude product was further purified by RP preparative SFC [Diol; mobile phase: C02, MeOH (with 0.2% isopropylamine)]. The product fractions were collected and the solvent evaporated in vacuo to yield 4 g of a second fraction of intermediate 52. Yield: 11 g of intermediate 52 (quantitative yield).

According to the analysis of related databases, 1124382-72-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; MINNE, Garrett, Berlond; BISCHOFF, Francois Paul; GIJSEN, Henricus, Jacobus, Maria; VELTER, Adriana, Ingrid; PIETERS, Serge, Maria, Aloysius; BERTHELOT, Didier, Jean-Claude; WO2013/10904; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1124382-72-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1124382-72-4, name is 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine, molecular formula is C6H5BrN4, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of the 2-amino-triazolopyridine (3) (7.10 g, 33.3 mmol) in dry CH3CN (150 mL) at 5C is added Et3N (11.6 mL, 83.3 mmol) followed by the appropriate acid chloride (83.3 mmol). The reaction mixture is then allowed to warm to ambient temperature and stirred until all starting material (3) is consumed. If required, further Et3N (4.64 mL, 33.3 mmol) and acid chloride (33 3 mmol) may be added to ensure complete reaction. Following solvent evaporation in vacuo the resultant residue is treated with 7 N methanolic ammonia solution (50 mL) and stirred at ambient temp, (for 1-16 h) to hydrolyse any bis-acylated product. Product isolation is made by removal of volatiles in vacuo followed by trituration with Et2O (50 mL). The solids may be collected by filtration, washed with H2O (2×50 mL), acetone (50 mL) and Et2O (50 mL), then dried in vacuo to give the required intermediate (4). In some cases column chromatography (petrol/EtOAc) may be required to obtain pure compounds.

According to the analysis of related databases, 1124382-72-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GALAPAGOS NV; MENET, Christel Jeanne Marie; JOUANNIGOT, Nolwenn; BLANC, Javier; VAN ROMPAEY, Luc Juliaan Corina; FLETCHER, Stephen Robert; WO2010/10186; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem