Category: 884494-49-9

Application of 884494-49-9, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.884494-49-9, name is 2-Chloro-5-fluoro-4-iodopyridine, molecular formula is C5H2ClFIN, molecular weight is 257.432, as common compound, the synthetic route is as follows.

A batch with 2-chloro-5-fluoro-4-iodopyridine [CAS-RN: 884494-49-9] (3000 mg; 11.65 mmol), (4- fluoro-3-methoxyphenyl)boronic acid [CAS-RN: 854778-31-7] (1981 mg; 11.65 mmol) and [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium(II) [CAS-RN: 72287-26-4] (952 mg; 1.17 mmol) in 1 ,2-dimethoxyethane (30.0 mL) and 2 M aqueous solution of potassium carbonate (23 mL) was degassed using argon. The batch was stirred under an atmosphere of argon for 4 hours at 100 C. After cooling, the batch was diluted with ethyl acetate and THF and washed with a saturated aqueous solution of sodium chloride. The organic layer was filtered using a Whatman filter and concentrated. The residue was purified by column chromatography (hexane to hexane / ethyl acetate 50%) to give the title compound (2600 mg; 10.2 mmol). ‘H-NMR (400MHZ, DMSO-de): delta [ppm]= 3.92 (s, 3H), 7.28 (ddt, 1H), 7.39 (dd, 1H), 7.48 (dd, 1H), 7.86 (d, 1H), 8.55 (d, 1H).

Statistics shows that 884494-49-9 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-5-fluoro-4-iodopyridine.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; LUeCKING, Ulrich; HOG, Daniel; CHRIST, Clara; SACK, Ulrike; SIEGEL, Franziska; LIENAU, Philip; WERBECK, Nicolas; (195 pag.)WO2018/177899; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 884494-49-9, 2-Chloro-5-fluoro-4-iodopyridine, 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, name: 2-Chloro-5-fluoro-4-iodopyridine, blongs to pyridine-derivatives compound. name: 2-Chloro-5-fluoro-4-iodopyridine

General procedure: A reaction vial was charged with a mixture of the appropriate halide (1 equiv.), the organoboron reagent (1-3 equiv.), a Pd catalyst (0.05-0.1 equiv.) and an inorganic base (2-5 equiv.) in a mixture of water and 1 ,4-dioxane or toluene, as stated. The mixture was de gassed by evacuating and refilling with N2 three times or by bubbling N2 through for 5-15 min, then the reaction tube was sealed. The reaction was heated under the indicated conditions for the indicated time and allowed to cool to rt. Water or saturated NH4CI(aq) was added and the resulting mixture was extracted using DCM (x 3). The combined organic extracts were dried (phase separator), concentrated under reduced pressure and the remaining residue was purified by flash chromatography to give the product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884494-49-9, 2-Chloro-5-fluoro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; ALMAC DISCOVERY LIMITED; ROUNTREE, James Samuel Shane; WHITEHEAD, Steven Kristopher; TREDER, Adam Piotr; PROCTOR, Lauren Emma; SHEPHERD, Steven David; BURKAMP, Frank; COSTA, Joana Rita Castro; O’DOWD, Colin; HARRISON, Timonthy; (333 pag.)WO2019/150119; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 884494-49-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 884494-49-9, name is 2-Chloro-5-fluoro-4-iodopyridine. A new synthetic method of this compound is introduced below.

To a suspension of 2-chloro-5-fluoro-4-iodopyridine (3.18 g), 2-(4-fluoro-3-nitrophenyl)-4,4,5,5- tetramethyl-l,3,2-dioxaborolane (3.00 g) and [l, -bis(diphenylphosphino)ferrocene]dichlorpalladium(II) (complex with dichloromethane, 917 mg) in 1 ,2-dimethoxyethane (29 mL) at room temperature was added aqueous potassium carbonate solution (2M, 17 mL) and the mixture was stirred at 90 C for 3 h. The mixture was allowed to cool to room temperature, diluted with water and subsequently extracted with ethyl acetate. The combined organic layers were washed with saturated aqueous sodium chloride solution, dried and concentrated. The crude product was purified by flash column chromatography (silica gel, hexanes/ethyl acetate) to yield the title compound (2.70 g). LC-MS (method a): Rt = 1.21 min; MS (ESIpos): m/z = 271 [M+H]+ NMR (400 MHz, DMSO-i/6, 295 K) delta/ppm = 7.76 – 7.84 (m, 1H), 7.92 – 7.97 (m, 1H), 8.12 – 8.20 (m, 1H), 8.47 – 8.54 (m, 1H), 8.59 – 8.64 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884494-49-9, its application will become more common.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; LUeCKING, Ulrich; HOG, Daniel; CHRIST, Clara; SACK, Ulrike; SIEGEL, Franziska; LIENAU, Philip; WERBECK, Nicolas; (170 pag.)WO2018/177889; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 884494-49-9, 2-Chloro-5-fluoro-4-iodopyridine, 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, SDS of cas: 884494-49-9, blongs to pyridine-derivatives compound. SDS of cas: 884494-49-9

A mixture of 6-azaspiro[2.5]octane hydrochloride (1.00 g, 6.77 mmol, 1.00 equiv), 2-chloro- 5-fluoro-4-iodopyridine (1.74 g, 6.76 mmol, 1.00 equiv), Pd2(dba)3.CHC13 (350 mg, 0.34 mmol, 0.05 equiv), BINAP (420 mg, 0.67 mmol, 0.10 equiv), and t-BuONa (1.95 g, 20.29 mmol, 3.00 equiv) in toluene (20 mL) was stirred for overnight at 100C under nitrogen. The reaction mixture was diluted with water, extracted with ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel column eluting with ethyl acetate/petroleum ether (1/10) to afford the title compound (480 mg, 29%) as a light yellow solid.

The synthetic route of 884494-49-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; CHEN, Huifen; CHU, Yanyan; DO, Steven; ESTRADA, Anthony; HU, Baihua; KOLESNIKOV, Aleksandr; LIN, Xingyu; LYSSIKATOS, Joseph P.; SHORE, Daniel; VERMA, Vishal; WANG, Lan; WU, Guosheng; YUEN, Po-wai; WO2015/52264; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem