Category: 105170-27-2

Synthetic Route of 105170-27-2, Adding some certain compound to certain chemical reactions, such as: 105170-27-2, name is 2-Bromo-5-methoxypyridine,molecular formula is C6H6BrNO, 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 105170-27-2.

Example 287A [1-(3,4-dichlorophenyl)cyclobutyl](5-methoxypyridin-2-yl)methanone A solution of 2.5M n-Butyl lithium (6.5 mL, 16.25 mmol) in hexanes plus anhydrous diethyl ether (50 mL) was chilled to -75 C., followed by the dropwise addition of 2-bromo-5-methoxypyridine (3.12 g, 16.59 mmol) in diethyl ether (5 mL). The brown solution was stirred for 1 hour, followed by the addition of 1-(3,4-dichlorophenyl)-cyclobutanecarbonitrile (3.0 g, 13.27 mmol) in diethyl ether (5 mL). The reaction was warmed to 0 C. while stirring for 2 hours. The reaction was quenched with 1N hydrochloric acid (100 mL) and the biphasic mixture was stirred for 1 hour at ambient temperature. Added 3N sodium hydroxide (100 mL) and extracted twice with EtOAc (200 mL). The combined organic phases was washed with brine, dried over Na2SO4, filtered, and concentrated. The residue was chromatographed on silica (0-100% EtOAc in heptane) to give Example 287A (4.046 g, 12.03 mmol, 91% yield) as a light yellow oil. MS (ESI+): m/z 336 (M+H). 1H NMR (500 MHz, CD3CN) delta 8.14 (d, J=2.9 Hz, 1H), 7.96 (d, J=8.8 Hz, 1H), 7.64 (d, J=2.1 Hz, 1H), 7.40 (d, J=8.3 Hz, 1H), 7.35 (dd, J=8.4, 2.1 Hz, 1H), 7.31 (dd, J=8.8, 2.9 Hz, 1H), 3.86 (s, 3H), 3.00-2.89 (m, 2H), 2.66-2.54 (m, 2H), 2.02-1.91 (m, 1H), 1.89-1.77 (m, 1H).

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. 105170-27-2, 2-Bromo-5-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AbbVie Inc.; Bayburt, Erol K.; Clapham, Bruce; Cox, Phil B.; Daanen, Jerome F.; Dart, Michael J.; Gfesser, Gregory A.; Gomtsyan, Arthur; Kort, Michael E.; Kym, Philip R.; Schmidt, Robert G.; Voight, Eric A.; US2013/131036; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 105170-27-2, Adding some certain compound to certain chemical reactions, such as: 105170-27-2, name is 2-Bromo-5-methoxypyridine,molecular formula is C6H6BrNO, 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 105170-27-2.

General procedure: A mixture containing the intermediate compound 11.2 g, the intermediate compound 2 2.5 g, tetrakis(triphenylphosphine) palladium(0) 500 mg, and copper iodide 160mg, anhydrous lithium chloride 270 mg, and toluene 14 mE was stirred under reflux for 5 hours. The resulting reaction mixtures were stood to cool to a room temperature, and to the mixtures was added aqueous sodium hydrogen carbonate solution, and the mixtures were extracted with ethyl acetate. The resulting organic layers were washed with water and saturated saline successively, dried over anhydrous sodium sulfate, and the organic layers were concentrated under reduced pressure. The resulting residue was subjected to a silica gel colunm chromatography to give an intermediate compound 3 represented by the following formula 820 mg. An intermediate compound 4 was prepared by using 2-bromo-5-methoxypyridine instead of the intermediate compound 1 according to the similar method to that described in Preparation example 1-3. 1H-NMR (CDC13) oe: 8.57-8.54 (1H, m), 8.51-8.49 (1H, m), 7.96 (1H, dd), 7.56-7.49 (1H, m), 7.35-7.28 (2H, m), 3.94-3.91 (3H, m).

According to the analysis of related databases, 105170-27-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Company, Limited; TANABE, Takamasa; NOKURA, Yoshihiko; MAEHATA, Ryota; NAKAJIMA, Yuji; ORIMOTO, Kohei; (78 pag.)US2018/9778; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 105170-27-2, 2-Bromo-5-methoxypyridine, 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, 105170-27-2, blongs to pyridine-derivatives compound. category: pyridine-derivatives

5-methyl-4-{[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenylamino]-methyl-furan-2-carboxylic acid methyl ester (164) (130mg, 0.525mmoles) was added to a degassed mixture of 2-bromo-5-methoxy-pyridine (99mg, 0.350mmoles), bis-(dibenzylidene-acetone)-palladium(0) (6mg) and triphenylphosphine (11mg) in toluene/dimethylformamide 1 : 1 v/v (5ml) under an argon atmosphere. Aqueous potassium carbonate (0.23ml of a 3M solution) was added and the mixture was heated at 100C for 16 hours. The reaction mixture was concentrated and the residue was purified by HPLC to afford compound 165 (38mg). LC/MS System A; Rt = 2.55mins, m/z (ES+) = 353 (M+H for C20H20N2O4)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,105170-27-2, its application will become more common.

Reference:
Patent; PHARMAGENE LABORATORIES LIMITED; WO2004/67524; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 105170-27-2, 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. 105170-27-2, name is 2-Bromo-5-methoxypyridine, molecular formula is C6H6BrNO, 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.

General procedure: A mixture of 2-Bromo-5-methoxypyridine 1 (2.82 g, 15 mmol), copper iodide (286mg, 1.5 mmol, 10 mol%), diisopropylethylamine (3.14 ml, 18 mmol) and bis(triphenylphosphine) palladium chloride (316 mg, 0.45 mmol, 3 mol%) in dimethylformamide (30 ml) at r.t. was evacuated then back filled with nitrogen. Triethylsilylacetylene(3.22 ml, 18 mmol) was added and the resulting mixture was stirred at r.t. for 24 hours. The crude reaction mixture was then diluted with ethyl acetate (100ml) and washed with water (2×30 ml), brine (30 ml), dried over sodium sulfate, filtered and concentrated to an oil. The oil was purified by flash chromatography using an ISCO 80g column eluting with a gradient of 0 to 30% EtOAc in heptane to give 3.53 g of 5-methoxy-2-triethylsilanylethynylpyridine 2 as an amber oil. LCMS-ESI(+): [MH]+=248;1H NMR (400MHz, CHLOROFORM-d) d= 8.27 (d, J=3.0 Hz, 1H), 7.42 (d, J=8.6 Hz, 1H), 7.13 (dd, J=3.0,8.6 Hz, 1H), 3.87 (s, 3H), 1.06 (t, J=7.8 Hz, 9H), 0.70 (q, J=7.8Hz, 6H)

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 105170-27-2, 2-Bromo-5-methoxypyridine.

Reference:
Article; Braganza, John F.; Bernier, Louise; Botrous, Iriny; Collins, Michael R.; Li, Baohua; McAlpine, Indrawan; Ninkovic, Sacha; Ren, Shijian; Sach, Neal; Tran-Dube, Michelle; Zeng, Qingbin; Zheng, Baojiang; Tetrahedron Letters; vol. 56; 42; (2015); p. 5757 – 5760;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem