Category: 13466-43-8

Synthetic Route of 13466-43-8, 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. 13466-43-8, name is 3-Bromopyridin-2(1H)-one, molecular formula is C5H4BrNO, 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.

2-(Benzyloxy)-3-bromopyridine 3-bromo-2-hydroxypyridine (1.74 g, 10 mmol) was added to a suspension of NaH (440 mg of 60% dispersion in mineral oil, 11 mmol) in DMF (10 mL), and the resultant mixture was stirred at rt for 30 min. Benzyl bromide (1.3 mL, 11 mmol) was then added, and the reaction was stirred at rt overnight. It was then quenched by the addition of water, and the product extracted with ethyl acetate (2*50 mL). The extracts were combined, washed with 1N HCl solution, then dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by silica gel flash chromatography using hexanes to 100% ethyl acetate in hexanes as eluent to give the title compound as a colorless thick oil, (1.37 g, 52% yield). MS m/z 264, 266(MH+); 1H NMR (500 MHz, CDCl3) delta ppm 5.17 (s, 2 H) 6.05 (t, J=7.02 Hz, 1 H) 7.27-7.88 (m, 6 H) 7.70 (dd, J=7.17, 1.98 Hz, 1 H)

According to the analysis of related databases, 13466-43-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hudyma, Thomas W.; Zheng, Xiaofan; He, Feng; Ding, Min; Bergstrom, Carl P.; Hewawasam, Piyasena; Martin, Scott W.; Gentles, Robert G.; US2006/46983; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 13466-43-8, name is 3-Bromopyridin-2(1H)-one, the common compound, a new synthetic route is introduced below. Recommanded Product: 13466-43-8

Methyl iodide (1.5 mL, 24.14 mmol) was added to a suspension of potassium carbonate (1668 mg, 12.07 mmol), TBAI (89 mg, 0.24 mmol) and 3-bromopyridin-2-ol (420 mg,2.4 14 mmol) in toluene (15 mL). The reaction mixture was heated to 40 C for 17 hours. The mixture was partitioned between DCM and water and the combined extracts dried (hydrophobic fit) and concentrated in vacuo. The crude product was purified by column chromatography on silica, eluted with 0-70% petrol/ethyl acetate to afford 3 -bromo- 1- methylpyridin-2(1H)-one, Intermediate 5 (390 mg, 86 %).?H NMR (400 MHz, DMSO-d6) & 3.50 (s, 3 H) 6.17 (t, J=7.07 Hz, 1 H) 7.78 (dd, J=6.82,1.77 Hz, 1 H) 7.90 (dd, J=7.33, 1.77 Hz, 1 H)

The synthetic route of 13466-43-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKEDA CAMBRIDGE LIMITED; LIVERMORE, David; WHITE, Kathryn; CONGREVE, Miles; BROWN, Giles; O’BRIEN, Michael; WO2014/122474; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13466-43-8, 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. 13466-43-8, name is 3-Bromopyridin-2(1H)-one, molecular formula is C5H4BrNO, 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.

In a sealed tube, a suspension of 400 mg (1.09 mmol) of tert-butylN-[1-[(4-acetylenyl-6- isoquinolyl)methyl] -4-piperidyl]carbamate, 240 mg( 1.38 mmol) of 3 -bromo-2-hydroxypyridine, 77 mg(0.1 1 mmol) of Pd(PPh3)2C12 and 535 mg (1.64 mmol) of Cs2CO3 in 10 mL of DMF under an inert atmo sphere was stirred at 110C for 16 h. The mixture was extracted with EA/H20. The organic layerwashed with brine, dried over anhydrous Na2SO4, and concentrated in vacuo to give the crude product,which was purified via silica gel (pure EA) to give 107 mg of product as a light yellow semisolid.MS (+ESI): 459.3 [M+H].?H NMR (400 MHz, DMSO-d6+D20) ppm: 9.35 (s, 1H), 8.88 (s, 1H), 8.36 (d, J = 4.8 Hz, 1H), 8.30 (s, 1H), 8.22-8.20 (m, 2H), 7.65 (d, J = 8.0 Hz, 1H), 7.56 (s, 1H), 7.44 (m, 1H), 3.66 (s, 2H), 3.19 (m, 1H),2.73 (m, 2H), 2.05 (m, 2H), 1.66 (m, 2H), 1.37 (m, 2H), 1.32 (s, 9H).

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 13466-43-8, 3-Bromopyridin-2(1H)-one.

Reference:
Patent; BASILEA PHARMACEUTICA AG; POHLMANN, Jens; STIEGER, Martin; REINELT, Stefan; LANE, Heidi; (286 pag.)WO2016/128465; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 13466-43-8, name is 3-Bromopyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 3-Bromopyridin-2(1H)-one

General procedure: In a pressure tube, a suspension of 5% Pd/C (5 mol%), 2-bromo-3-hydroxypyridine (0.5 mmol), LiCl (0.5 mmol),cesium carbonate (1 mmol), and terminal alkyne (1.0 mmol)in DMF (3 mL) was stirred for designated period at 150 C.The reaction mixture was filtered, and neutralized with saturatedNH4Cl solution, followed by extraction with ethyl acetate.The crude product was purified by columnchromatography with the use of hexane and ethyl acetate aseluents.The following compounds were prepared with abovedescribed general procedure.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 13466-43-8, 3-Bromopyridin-2(1H)-one.

Reference:
Article; Park, Hee Jung; Kim, Ji-Eun; Yum, Eul Kgun; Kim, Young Hoon; Han, And Chang-Woo; Bulletin of the Korean Chemical Society; vol. 36; 1; (2015); p. 211 – 218;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13466-43-8, 3-Bromopyridin-2(1H)-one, 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, Quality Control of 3-Bromopyridin-2(1H)-one, blongs to pyridine-derivatives compound. Quality Control of 3-Bromopyridin-2(1H)-one

(c) 3-Bromo-2-methoxypyridine Under an argon atmosphere, a mixture of 3-bromo-2-hydroxypyridine (3.49 g, 20 mmol), silver carbonate (3.67 g, 13.31 mmol), and iodomethane (1.5 mL, 24.1 mmol) in benzene (30 mL) was stirred in the dark at 40 C. to 50 C. for 24 hours, cooled in an ice bath, and filtered. The filtrate was washed once with 2% aqueous sodium bicarbonate and twice with water, dried (MgSO4), the benzene was evaporated at atmospheric pressure, and the residue was purified by flash chromatography (eluding with hexane/ethyl acetate, 2:1) to obtain the title compound (2.35 g, 12.5 mmol, 62%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13466-43-8, 3-Bromopyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Astra Aktiebolag; US6110914; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13466-43-8, 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.13466-43-8, name is 3-Bromopyridin-2(1H)-one, molecular formula is C5H4BrNO, molecular weight is 174, as common compound, the synthetic route is as follows.

Following a previously reported method (Meana A, et al, Synlett 2003,1678-1682) compound 18 was prepared from N-iodosuccinimide (2.48 g, 11.0 mmol) and 3-bromo-2-hydroxypyridine 17 (1.74 g, 10.0 mmol) as a pale brown solid ( 2.55 g, 85%). 1H NMR (DMSO-(I6) delta 12.21 (br s, IH), 8.08 (d, IH, J= 2.3 Hz), 7.71 (d, IH, J= 2.3 Hz).

The chemical industry reduces the impact on the environment during synthesis 13466-43-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; WO2007/126733; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem