Extracurricular laboratory: Synthetic route of 5-Acetyl-2-bromopyridine

The synthetic route of 139042-59-4 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 139042-59-4, 5-Acetyl-2-bromopyridine, 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: 5-Acetyl-2-bromopyridine, blongs to pyridine-derivatives compound. name: 5-Acetyl-2-bromopyridine

The mixture of compound 34-1 (25 g, 125.6 mmol), NBS (24.5 g. 138.2 mmol) and / TSA (3.4 g, 20.9 mmol) was stirred at 100 C for 2 hrs under N2. After the reaction was completed, the mixture was cooled to rt. and 200 mL of DCM was added. The organic layer were washed with water (50 mL x 3) and brine, dried over anhydrous Na2S04 and concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v) = 5/1 ) to give the title compound as yellow slurry (25 g, 71 %). The compound was characterized by the following spectroscopic data: MS (ESI, pos.ion) mlz: 279.9 [M+H] +; NMR (400 MHz, CDC13) delta (ppm): 8.95 (d, 1 H, J = 1.12 Hz), 8.1 1-8.14 (m, 1H), 7.66-7.68 (m, 1H), 4.41 (s, 2H).

The synthetic route of 139042-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Yingjun; ZHANG, Jiancun; XIE, Hongming; REN, Qingyun; TAN, Yumei; LUO, Huichao; WO2014/19344; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 139042-59-4

The synthetic route of 139042-59-4 has been constantly updated, and we look forward to future research findings.

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. 139042-59-4, name is 5-Acetyl-2-bromopyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H6BrNO

A solution of sodium hydrosulphide hydrate (5.26 g) in NMP (50 ml) was stirred and heated to 140 C. The mixture was partially evaporated under vacuum to remove the water. A solution of 6-bromopyrid-3-yl methyl ketone (6.26 g) in NMP (20 ml) was added and the mixture was heated to 80 C. for 1 hour. The mixture was cooled to ambient temperature and partitioned between ethyl acetate and water. The organic phase was washed with brine, dried (MgSO4) and evaporated. There was thus obtained 6-mercaptopyrid-3-yl methyl ketone (3.57 g, 75%).

The synthetic route of 139042-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; Zeneca PHARMA S A; US5332757; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 139042-59-4

At the same time, in my other blogs, there are other synthetic methods of this type of compound,139042-59-4, 5-Acetyl-2-bromopyridine, and friends who are interested can also refer to it.

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.139042-59-4, name is 5-Acetyl-2-bromopyridine, molecular formula is C7H6BrNO, molecular weight is 200.03, as common compound, the synthetic route is as follows.COA of Formula: C7H6BrNO

In a 50 mL round-bottomed flask under nitrogen, sodium borohydride (0.390 g, 10.31 mmol) was added portionwise on 5 min to a solution of 5-acetyl-2-bromopyridine (0.515 g, 2.57 mmol) in 2-propanol (10 mL) and water (4 mL) and the mixture was stirred at room temperature for 30 min. The mixture was then concentrated in vacuo and water was added to the concentrate. The mixture was extracted with ethyl acetate (x3) and the combined organic extract was dried over anhydrous Na2SO4 and concentrated. The obtained residue was purified on the ISCO using a 25g SILICYCLE column (elution with hexanes-EtOAc) to give the title material (0.470 g, 90%) as colorless oil. LC (Method B): 1.233 min. LCMS (APCI): calcd for C7H9BrNO [M+H]+ m/z 201.986, found 202.0. 1H NMR (400 MHz, acetone-d6): delta ppm 8.38 (d, J= 2.7 Hz, 1H) 7.71 – 7.77 (m, 1H) 7.54 (d, J= 8.2 Hz, 1H) 4.92 (q, J= 6.7 Hz, 1H) 1.43 (d, J= 6.7 Hz, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,139042-59-4, 5-Acetyl-2-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; UNIVERSITE DE MONTREAL; PRIESTLEY, Eldon Scott; POSY, Shoshana L.; TREMBLAY, Francois Tremblay; MARTEL, Alain; MARINIER, Anne; WO2013/163241; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 139042-59-4

The chemical industry reduces the impact on the environment during synthesis 139042-59-4, I believe this compound will play a more active role in future production and life.

Reference of 139042-59-4, 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.139042-59-4, name is 5-Acetyl-2-bromopyridine, molecular formula is C7H6BrNO, molecular weight is 200.03, as common compound, the synthetic route is as follows.

A mixture of compound J-1 (25 g, 125.6 mmol), NBS (24.5 g, 138.2 mmol) and p-TSA (3.4 g, 20.9 mmol) wasstirred at 100 C under N2 for 2 hours. The mixture was then cooled to rt and dissolved in DCM. The resulting mixturewas quenched with water and extracted with DCM (50 mL x 3). The combined organic phases were dried over anhydrousNa2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) =5/1) to give the title compound J-2 (25 g, 71%). The compound was characterized by the following spectroscopic data:MS-ESI: m/z 279.9 [M+H]+; and1H NMR (400 MHz, CDCl3): delta 8.95 (d, J = 1.12 Hz, 1H), 8.11-8.14 (m, 1H), 7.66-7.68 (m, 1H), 4.41 (s, 2H).

The chemical industry reduces the impact on the environment during synthesis 139042-59-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; ZHANG, Jiancun; ZHANG, Yingjun; XIE, Hongming; REN, Qingyun; LUO, Huichao; YU, Tianzhu; TAN, Yumei; EP2730572; (2015); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem