A new synthetic route of 3-Bromo-5-chloropyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73583-39-8, 3-Bromo-5-chloropyridine, and friends who are interested can also refer to it.

Related Products of 73583-39-8, 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. 73583-39-8, name is 3-Bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

To a solution of LDA (2 M solution in THF/heptane/ethylbenzene, 2.78 g, 12.97 mL, 25.95 mmol) in anhydrous THF (20 mL) under nitrogen atmosphere cooled to -78°C was added a solution of the 3-bromo-5-chloropyridine (5.0 g, 25.98 mmol) in anhydrous THF (40 mL) at -78°C. The reaction mixture was allowed to stir at the same temperature for 45 minutes. Then, a solution of chloro(ethoxy)methanone (28.19 g, 259.7 mmol) was added slowly over 15 minutes. After stirring for 20 minutes, the reaction mixture was quenched with saturated NaHCO3 solution. The reaction mixture was extracted into ethyl acetate (3 x 100 mL), and the combined organic layer was washed with water and brine. The organic layer was separated, dried over anhydrous sodium sulfate, and filtered. The filtrate was evaporated, and the residue was purified through CombiFlash using 0-10percent ethyl acetate in hexane to provide ethyl 3-bromo-5-chloropyridine-4-carboxylate as a pale yellow oil (5.84 g, 85percent yield); 1H NMR (400 MHz, DMSO-J6): delta 1.35 (t, 3H), 4.45 (q, 2H), 8.82 (s, IH), 8.87 (s, IH); M+ 265.5.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,73583-39-8, 3-Bromo-5-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; CHLORION PHARMA, INC.; UNIVERSITE LAVAL; ATTARDO, Giorgio; TRIPATHY, Sasmita; WO2010/132999; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 3-Bromo-5-chloropyridine

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. 73583-39-8, 3-Bromo-5-chloropyridine, other downstream synthetic routes, hurry up and to see.

Application of 73583-39-8, Adding some certain compound to certain chemical reactions, such as: 73583-39-8, name is 3-Bromo-5-chloropyridine,molecular formula is C5H3BrClN, 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 73583-39-8.

Diacetoxypalladium (40.5 mg, 0.181 mmol) and di(adamantan-l-yl)-(butyl)phosphine (129 mg, 0.361 mmol) in DMA (3 ml) was degassed for two minutes and stirred at RT under N2 for 15 minutes. Under N2, a mixture of (S)-iert-butyl 3-((9-ethyl-9H-purin-6-yl)amino)pyrrolidine-l- carboxylate (300 mg, 0.90 mmol), 3-bromo-5-chloropyridine (521 mg, 2.71 mmol), pivalic acid (138 mg, 1.35 mmol) and potassium carbonate (575 mg, 2.71 mmol) was added to the catalyst mixture at RT. The reaction mixture was then degassed with N2 and the mixture was heated to 130 °C with stirring for 16h. The reaction mixture was then cooled and filtered. The solids were washed with ethyl acetate and the combined filtrates were concentrated in vacuo. The residue was purified by column chromatography on silica gel Isolute Flash Si; 10 g pre-packed, eluting with EtOAc:hexanes (3: 1) to give the title compound. MS (ESI) calc’d for (C21H27CIN7O2) [M+H]+, 444 ; found, 444

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. 73583-39-8, 3-Bromo-5-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; YANG, Liping; MU, Changwei; WANG, Xiaona; SHI, Feng; YE, Baijun; ZHANG, Sixing; ZHAO, Xiaoli; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75393; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 73583-39-8

With the rapid development of chemical substances, we look forward to future research findings about 73583-39-8.

73583-39-8, A common compound: 73583-39-8, name is 3-Bromo-5-chloropyridine,molecular formula is C5H3BrClN, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

Example 22: Synthesis of 2-Chloro-4-(5-chloro-4-hydroxymethyl-pyridin-3-yl)- b nzonitrileStep 1: 3-Bromo-5-chtoro-pyridine-4-carbaldehyde (22a)n-BuLi (11.25 ml_, 1.6 M, 18 mmol) was added dropwise to a solution of diisopropylamine (2.78 mL, 19.5 mmol) in THF(60mL) at -78C under N2. The resulting mixture was warmed up to -4CTC and stirred for 10 min and recooled to -78C. A solution of 3-bromo-5- chloropyridine (2.89 g, 15 mmol) in THF was added dropwise at this temperature. After 30 min, DMF was added dropwise and the resulting mixture was stirred for another 30 min. the reaction was quenched with saturated NH4CI solution, and warmed up to room temperature. After concentration, the residue was dissolved in EtOAc and washed with saturated NaHC03 solution. After dying over Na2S04, filtration and concentration, the residue was purified by I SCO (40g) column (0-30% EtOAc/Heptane) to give slightly yellow crystal (1.91g). ESI-MS m/z: 253.8 [M+1 +MeOH]+, Retention time 1.07min. -NMR (CDCI3, 400 MHz) delta 8.65 (s, 1 H), 8.76 (s, 1 H), 10.32 (s, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 73583-39-8.

Reference:
Patent; NOVARTIS AG; ALLAN, Martin; CHAMOIN, Sylvie; HU, Qi-Ying; IMASE, Hidetomo; PAPILLON, Julien; WO2011/61168; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 73583-39-8

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. 73583-39-8, 3-Bromo-5-chloropyridine, other downstream synthetic routes, hurry up and to see.

73583-39-8, 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. 73583-39-8, name is 3-Bromo-5-chloropyridine, molecular formula is C5H3BrClN, 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 THF (9.0 mL) were successively added dropwise LDA (2.0 mol/L THF solution, 7.2 mL, 14 mmol) andcompound (VII-18) (6.0 mol/L THF solution, 2.0 mL, 12 mmol) at -78¡ãC, and the mixture was stirred for 45 min. Hexachloroethane(6.6 mol/L THF solution, 2.0 mL, 13.2 mmol) was added dropwise at -78¡ãC, and the mixture was stirredfor 30 min, warmed to room temperature and stirred for 1 hr. Saturated aqueous ammonium chloride solution was added,and the mixture was extracted with ethyl acetate. The organic layer was washed successively with saturated aqueousammonium chloride solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporatedunder reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate) togive compound (VII-19) (yield 2.30 g, 85percent) as a yellow solid

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. 73583-39-8, 3-Bromo-5-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; WATANABE, Atsushi; SATO, Yuuki; OGURA, Keiji; TATSUMI, Yoshiyuki; (331 pag.)EP3351533; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem