Day: March 17, 2021

Adding a certain compound to certain chemical reactions, such as: 4487-59-6, 2-Bromo-5-nitropyridine, 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, Recommanded Product: 2-Bromo-5-nitropyridine, blongs to pyridine-derivatives compound. Recommanded Product: 2-Bromo-5-nitropyridine

To a stirred solution of 2-bromo-5-nitro-pyridine (2.9 g) and N-terbutyloxycarbonyl-piperazine (3.2 g) in DMF (100 mL) was added potassium carbonate (1.98 g). The mixture was heated at 80 C. during 1 hour and then concentrated. The residue was taken in CH2Cl2 and the organic phase was washed with water, dried over Na2SO4, filtered and evaporated under reduced pressure. The titled compound was obtained as a yellow solid (4.4 g). [0253] m.p.: 169 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4487-59-6, 2-Bromo-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Dodic, Nerina; US2004/9988; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 59717-96-3 ,Some common heterocyclic compound, 59717-96-3, molecular formula is C11H8BrNO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Palladium acetate (315 mg, 1.4 mmol), X-PHOS (1.3 g, 2.8 mmol),Dissolved in 10ml 1,4-dioxane, N2 protected at room temperature for 20min, 5-bromo-2-phenoxypyridine (7 g, 28 mmol) was dissolved in 100 ml of 1,4-dioxane.Add bis(pinacolato)diboron(14.42 g, 56 mmol), potassium acetate (8.4 g, 84 mmol),The activated ligand solution is added thereto, and the N2 is protected at 90 C for 12 hours.After completion of the reaction, the diatomaceous earth was filtered under hot water, and the solvent was evaporated under reduced pressure.Obtained white solid 4.24g, yield 51%,The elution system was petroleum ether: ethyl acetate = 100: 1 – 40:1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59717-96-3, its application will become more common.

Reference:
Patent; Shandong University; Zhao Guisen; Ran Fansheng; Liu Meixia; Liu Yang; Wang Luhua; (48 pag.)CN109369654; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1990-90-5, 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.1990-90-5, name is 3-Methylpyridin-4-amine, molecular formula is C6H8N2, molecular weight is 108.14, as common compound, the synthetic route is as follows.

To a solution of 3-methylpyridin-4-amine (10 g, 92.6 mmol) in THF (100 ml.) was added TEA (14 g, 138 mmol) and DMAP (1 .12 g, 9.25 mmol) followed by addition of (Boc)20 (22.2 g, 101 mmol) at 0 C. The reaction mixture was stirred at rt for 16h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was concentrated under vacuum. The residue was diluted with water (50 ml.) and extracted with DCM (3 x 70 ml_). The organic layer was separated, dried over anhydrous Na2S04 and concentrated under vacuum to afford 16.2 g of tert-butyl A/-(3-methylpyridin-4-yl)carbamate a49, which was used in next step without further purification. LCMS (ES+): 209 (M+H)+, 96% purity. 1H NMR (400 MHz, DMSO-cfe) delta 8.76 (s, 1 H), 8.22-8.26 (m, 2H), 7.62-7.66 (m, 1 H), 2.18 (s, 3H), 1 .48 (s, 9H).

The chemical industry reduces the impact on the environment during synthesis 1990-90-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; UCB BIOPHARMA SPRL; ATES, Ali; JNOFF, Eric; PROVINS, Laurent; VALADE, Anne; HALL, Adrian; (97 pag.)WO2017/178377; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1021339-19-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1021339-19-4 as follows.

step 1 : To a solution of 6-chloro-lH-pyrrolo[3,2-b]pyridine (5.0 g, 32.8 mmol) in THF (150 mL) in an ice bath was added NaH (1.57 g, 60% in mineral oil, 39.3 mmol). After stirring in an ice bath for 30 min, 4-toluenesulfonyl chloride (6.87 g, 36.1 mmol) was added. The mixture was stirred at RT overnight. The reaction mixture was quenched with water (50 mL) at 0 C and extracted with EtOAc (300 mL). The extract was dried (Na2S04), filtered, and concentrated under reduced pressure. The crude product was purified by S1O2 chromatography eluting with petroleum ether/EtOAc gradient (8:1 to 2:1) to afford 6- chloro-l -tosyl-lH-pyrrolo[3,2-b]pyridine as a yellow solid (8.5 g, 84%). MS (ESI): m/z = 307.0 [M+l]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1021339-19-4, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James John; MATHIEU, Simon; RUDOLPH, Joachim; LEE, Wendy; WO2013/92940; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5654-97-7, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 5654-97-7 as follows.

Dried DMSO (6 mL) was heated to 120 C and a solution of 8 (500 mg, 3.7 mmol) and N-bromosuccinimide (690.6 mg, 3.9 mmol) in dry DMSO (2 mL) was added dropwise. The mixture was stirred at 120 C for 30 min, adjusted to pH 5-6 with aqueous NaHCO3 (5%) and extracted with ethyl acetate. The solvent was removed and the residue was purified by column chromatography using ethyl acetate: hexane (3:1) as eluent to afford 9 as a yellow solid (259.2 mg, 1.76 mmol, 65%). 1H NMR (400 MHz, DMSO-d6, delta = 2.49 ppm): 11.6 (s, 1H), 8.38 (dd, 1H, 3JH,H = 3.3 Hz, 4JH,H = 0.9 Hz), 7.87 (dd, 1H, 3JH,H = 5.0 Hz, 4JH,H = 1.1 Hz), 7.01 (dd, 1H, 3JH,H = 4.8 Hz, 4JH,H = 3.5 Hz). 13C-{1H} NMR (150 MHz, DMSO-d6, delta = 39.5 ppm): 183.0, 164.0, 160.0, 155.2, 132.6, 119.0, 112.9. C7H6N2O2. Found: C 56.66, H 2.83, N 18.72; requires: C 56.76, H 2.72, N 18.91.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5654-97-7, its application will become more common.

Reference:
Article; Cheng, Xinlai; Merz, Karl-Heinz; Vatter, Sandra; Christ, Jochen; Woelfl, Stefan; Eisenbrand, Gerhard; Bioorganic and Medicinal Chemistry; vol. 22; 1; (2014); p. 247 – 255;,
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. 142-08-5, name is Pyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 142-08-5

3-l3romo-pyridin-2-ol. A stirred suspension of 2-pyridone (77-0, 19 g, 200 mmol) in 200 mE of 1 M aqueous K13r at room temperature was treated over 15 mm with bromine (32 g, 200 mmol; CAUTION: Large quantities of 13r2 should be handled careffilly) in 200 mE of 1 M aqueous K13r, then stirred vigorously at room temperature 0/N. After 24 h, this solution deposited crystals which were filtered off and then recrystallized from acetonitrile to give 27.2 g (78%) of 3-bromo- pyridin-2-ol. (77-1) [J. Am. Chem. Soc. 1982, 104, 4142- 4146; Bioorg. Med. Chem. Lett. 2002, 12, 197-200; JMed Chem. 1979, 22, 1284-1290.] Molecular weight calcd. for C5H4I3rNO: 173; (M+H) found: 174

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, 142-08-5, Pyridin-2(1H)-one.

Reference:
Patent; Ocera Therapeutics, Inc.; Hoveyda, Hamid R.; Fraser, Graeme L.; Peterson, Mark; (171 pag.)US2018/110824; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 117007-52-0, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Under an argon atmosphere, 10 g (40.81 mmol) of 3-iodo-1H-pyrazolo[3,4-b]pyridine (WO 2006/130673, Ex. 4b) and 14.63 g (44.89 mmol) of caesium carbonate were initially charged in 170 ml of N,N-dimethylformamide, and 12.3 g (44.89 mmol) of 1,1,1,2,2-pentafluoro-4-iodobutane, dissolved in 30 ml of N,N-dimethylformamide, were added. The mixture was stirred at room temperature for 2 days. Another 14.63 g (44.89 mmol) of caesium carbonate and 12.3 g (44.89 mmol) of 1,1,1,2,2-pentafluoro-4-iodobutane were then added. The mixture was stirred at room temperature over the weekend, and another 3.49 g (12.72 mmol) of 1,1,1,2,2-pentafluoro-4-iodobutane and 4.14 g (12.72 mmol) of caesium carbonate were added. After a further night at room temperature, 5 g (18.25 mmol) of 1,1,1,2,2-pentafluoro-4-iodobutane and 5.95 g (18.25 mmol) of caesium carbonate were added. After 6 days of stirring at room temperature, the mixture was heated at 70 C. for 2 days. The mixture was then cooled and filtered and the residue was washed with N,N-dimethylformamide. The filtrate was concentrated and purified by preparative HPLC (gradient 0.1% formic acid in water/60-90% methanol. This gave 5.48 g (34% of theory) of the title compound. LC-MS (Method 1): Rt=1.23 min; MS (ESIpos): m/z=392 (M+H)+ 1H NMR (400 MHz, DMSO-d6): delta [ppm]=2.85-3.02 (m, 2H), 4.81 (t, 2H), 7.33 (dd, 1H), 7.98 (dd, 1H), 8.65 (dd, 1H).

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 117007-52-0, 3-Iodo-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; Follmann, Markus; Stasch, Johannes-Peter; Redlich, Gorden; Griebenow, Nils; Lang, Dieter; Wunder, Frank; Huebsch, Walter; Vakalopoulos, Alexandros; Tersteegen, Adrian; US2014/357637; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.67443-38-3, name is 5-Bromo-2-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.COA of Formula: C5H2BrClN2O2

General procedure: A mixture of 5-Bromo-2chloro-3-nitropyridine (2) (10mmol), organicamine compound (14mmol), and N,N-diisopropylethylamine (30mmol) in 1,4-dioxane (100mL) was stirred at room temperature for 4h. After the reaction was completed by TLC analysis, the volatiles were removed under reduced pressure. The mixture was extracted with CH2Cl2 (3¡Á60mL) and washed with H2O (3¡Á60mL). The combined organic layers were dried over anhydrous Na2SO4 and concentrated in vacuo.The resulting residue was purified by column chromatography on silica gel (PE: EA=9:1) to obtain theintermediates 3a-j.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67443-38-3, 5-Bromo-2-chloro-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Article; Du, Shan; Li, Wei-Ya; Liu, Wen-Shan; Ma, Yang-Chun; Ma, Ying; Wang, Rui-Rui; Wang, Run-Ling; Yang, Bing; Zhou, Liang; Bioorganic Chemistry; vol. 100; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 18368-64-4, 2-Chloro-5-methylpyridine, 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, 18368-64-4, blongs to pyridine-derivatives compound. Recommanded Product: 2-Chloro-5-methylpyridine

1.0 g (7.8 mmol) 2-chloro-5-methylpyridine are stirred under reflux in 5.7 ml (5.9 g, 117.6 mmol) hydrazine hydrate for 12 h. 10 ml ethylene glycol monoethyl ether are added to the cooled reaction mixture and the solvent is then removed completely on a rotary evaporator. This working step is repeated twice, methylene chloride is then added to the residue, the precipitate is filtered off, the filtrate is concentrated in vacuo and the residue is dried in vacuo.Yield: 644 mg (67% of th.)LC-MS (Method 8): Rt=0.35 min; MS (ESIpos): m/z=124 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18368-64-4, its application will become more common.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2010/305085; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 17282-40-5 ,Some common heterocyclic compound, 17282-40-5, molecular formula is C9H12BrNO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: Chromenone 1a (0.5 mmol), pyridinium salts 2a (0.55 mmol), DBU (1.0 mmol) and 1,4-dioxane (3.0 mL) were dissolved in 10 mL round-bottomed flask and stirring at 80 C for 12 h. The reaction was monitored by TLC. After completion of reaction, the reaction mixture was cooled down to room temperature and concentrated in vacuum to give the crude product, which was further purified by silica gel chromatography (ethyl acetate: petroleum =1:5) to afford the desired product. 1.

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. 17282-40-5, 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Dong, Kai-Kai; Huang, Qiang; Tetrahedron Letters; vol. 60; 29; (2019); p. 1871 – 1874;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem