Day: July 9, 2021

Electric Literature of 3510-66-5, 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. 3510-66-5, name is 2-Bromo-5-methylpyridine, molecular formula is C6H6BrN, 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.

172 g of thus obtained 2-bromo-5-methylpyridine was dissolved in 1.3 l of carbon tetrachloride, and the system was then heated. At the time refluxing begain (at 77 C.), chlorine gas was bubbled into the system with ultraviolet light irradiation. After a lapse of 5 hours, the completion of the reaction was confirmed by gas chromatography, and the system was cooled and air was bubbled into the system to expel the unreacted chlorine. The system was washed with water several times and dried over anhydrous sodium sulfate. Then, the carbon tetrachloride was distilled off, and the system was allowed to cool. The solid crystals thus-obtained were washed with n-hexane to obtain 152 g of 2-chloro-5-trichloromethylpyridine with a melting point of 51 to 54 C.

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 3510-66-5, 2-Bromo-5-methylpyridine.

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US4184041; (1980); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 40473-01-6, 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. 40473-01-6, name is 2-Bromo-5-chloropyridine. A new synthetic method of this compound is introduced below.

Intermediate 1 : methyl delta-chloro^-pyridinecarboxylate To a solution of 2-bromo-5-chloropyridine (30.0 g, 155.9 mmol) in MeOH (280 ml.) was added Pd(OAc)2 (3.5 g, 10.8 mmol), dppf (17.3 g, 37.96 mmol), Et3N (42.0 ml_, 312 mmol). The resulting mixture was stirred at 500C under a CO atmosphere (15 psi) for 24 h, then concentrated under reduced pressure to give crude residue. This residue was partitioned between EtOAc (3 X 500 ml.) and water (300 ml_). The combined organic layers were dried (Na2SO4) and evaporated. Flash chromatography of the residue over silica gel, by using 10:1 petroleum ether/EtOAc, afforded the title compound as a pale yellow solid (25 g, 93%): 1H NMR (400 MHz, CDCI3) delta ppm 8.60 (d, J = 1.60 Hz, 1 H), 8.01 (d, J = 8.40 Hz, 1 H), 7.75 (dd, J = 8.40, 2.40 Hz, 1 H), 3.92 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,40473-01-6, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE LLC; CHRISTENSEN, Siegfried, Benjamin, IV; QIN, Donghui; CHEN, Shenglin; HUANG, Xing; LI, Di; LI, Fei; LI, Lei; LIN, Xiaojuan; LU, Shi; LU, Zhen; LV, Maoyun; WANG, Chuanning; WU, Chengde; XIAO, Mei; YU, Haiyu; ZHANG, Weina; ZHANG, Zhiliu; WO2010/141539; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 757978-18-0, name is 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine

Into a 250 mL round bottomed flask were added 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine (8.00 g, 40.6 mmol) and 120 mL dry THF. The solution was cooled in an ice bath at 0 C and NaH (2.40 g, 60.0 mmol) was added in three portions. After 20 min, />-toluenesulfonyl chloride (8.70 g, 45.63 mmol) was added, and the reaction mixture was allowed to warm to rt over 30 min. The reaction mixture was concentrated and hexanes was added to obtain a precipitate, which was collected and washed with ice cold 2M NaOH. The crude product was recrystallized from EtOAc/hexanes to afford 17.8 g (92%) of the title compound as a light tan powder. 1H-NMR (500 MHz, ^6-DMSO) delta 8.49 (d, J=2.5 Hz, 1H), 8.21 (s, 1H), 7.99 (d, J=2.0 Hz , 1 H), 7.98(d, J=8.5 Hz , 2H), 7.42 (d, J=8.5 Hz, 2H), 2.32(s, 3H); MS: m/z 476.8/478.8 [MH+].

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, 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; SGX PHARMACEUTICALS, INC.; WO2008/124849; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 70165-31-0, 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 70165-31-0 as follows.

A tetrahydrofuran solution of a boranetetrahydrofuran complex (1 M; 50 mL) was added to a solution of 6-cyanonicotinic acid (0.85 g) in tetrahydrofuran (20 mL) under ice-water cooling, followed by stirring at room temperature overnight. Methanol was added to the mixture under ice-water cooling, and then a 10% hydrogen chloride in methanol was added to the mixture, followed by stirring for 1 hour at 40C at room temperature. The solvent was removed under reduced pressure, and the resultant residue was purified by means of silica gel column chromatography [Chromatorex NH] (eluent; methanol : methylene chloride=1 : 1) to prepare the titled compound (1.54 g, Example Intermediate 36-1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,70165-31-0, its application will become more common.

Reference:
Patent; MOCHIDA PHARMACEUTICAL CO., LTD.; EP1445250; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 78686-83-6, 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 78686-83-6, name is Methyl 2-chloro-5-iodonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 5-(3-Chloro-5-methvIphenyl)-2-(l -methyl- 1H-pyrazol-4-vQ nicotinic acid (2-2)To a solution of methyl 2-chloro-5-iodonicotonate {2?_, 1.00 g, 3.36 mmol) in dimethylformamide (15 mL) at 25 C was added 3-chloro-5-methylboronic acid (0.573 g, 3.36 mmol; synthesized via procedures found in Org. Lett. 2007, P, 757-760), PdCl2dppf (0.246 g, 0.336 mmol) followed by IM aqueous cesium carbonate (13.5 mL, 13.5 mmol) and the system was stirred for 4h at 25 C. The system was partitioned between water and EtOAc, and dried over magnesium sulfate. Filtration and concentration yielded a brown solid which upon tritiration with ether afforded a tan solid. To this tan solid (0.05 g, 0.169 mmol) in dimethylformamide (0.8 mL) at 25 C was added l-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H pyrazole (0.038 g, 0.186 mmol), PdCl2dppf (0.012 g, 0.017 mmol) followed by 4M aqueous cesium carbonate (0.67 mL, 0.675 mmol) and the system was stirred for 15 minutes at 135 C in the microwave. The system was partitioned between water and EtOAc. The aqueous layer was then acidified using 25% citric acid to a pH of 3, extracted with EtOAc and the organic layer was dried over magnesium sulfate. Filtration and concentration afforded the title compound (2-2) as a cream solid. ESI+ MS [M+H]+ C17H14ClN3O2 = 328.0.

According to the analysis of related databases, 78686-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/20642; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 74115-13-2, 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.74115-13-2, name is 5-Bromo-3-pyridinol, molecular formula is C5H4BrNO, molecular weight is 174, as common compound, the synthetic route is as follows.

To a solution of 5-bromopyridin-3-ol (LI) (174 mg, 1.0 mmol) in DMF (3 mL) was added potassium carbonate (415 mg, 3.0 mmol). The slurry was heated at 90C for 1 hour and then cooled to 25C. The (bromomethyl)benzene (LV) (171 mg, 1.0 mmol) was added and the mixture was stirred at 25C overnight. The reaction was worked-up using a saturated sodium bicarbonate and ethyl acetate extraction. The product was purified by ISCO column eluted with 40- 100% EtOAc-Hexanes. The 3-(benzyloxy)-5-bromopyridine (LVI) (105 mg, 0.398 mmol, 39.8 % yield) was obtained as yellow oil.. MS: 266.1. ESIMS found for C12H10BrNO m/z 266.1 (M+H).

Statistics shows that 74115-13-2 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-3-pyridinol.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (322 pag.)WO2016/40193; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5912-18-5 , The common heterocyclic compound, 5912-18-5, name is 4,6-Dichloro-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H4Cl2N2, 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.

4,6-dichloro-1H-pyrrolo[2,3-b]pyridine (1.0 eq) was dissolved in DMF and the temperature was lowered to minus 10 C.To the mixture was added N-iodosuccinimide (1.1 equivalent), the temperature was raised to room temperature, and stirred for 1 hour. After the reaction, ice water was added to induce precipitation. The formed precipitate was filtered to give the desired compound as white. (Yield: 100%).

The synthetic route of 5912-18-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dae Caliber Buk Peak Medical Industry Promotion Foundation; Korea Research Institute of Bioscience and Biotechnology; Daegu Gyeongbuk Institute of Science & Technology; Choi Hwan-geun; Go Eun-hwa; Cho Jung-hui; Son Jeong-beom; Go I-gyeong; Park Jin-hui; Kim So-yeong; Kang Seok-yong; Lee Seung-yeon; Ryu Hui-yun; Kim Nam-du; Kim Sang-beom; Lee Seon-hwa; Kim Da-ye; Lee Seon-ju; Cho Seong-chan; Lee Gyu-seon; Ryu Gwon; Choi Mi-ri; Gu Ja-uk; Huh Hyang-suk; (84 pag.)KR101896568; (2018); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 5470-17-7, 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 5470-17-7 as follows.

In a 250 mL round bottom flask, 3-bromo-2-chloro-5-nitropyridine (3 g, 12.63 mmol), ammonium chloride (1.35 g, 25.2 mmol) and zinc dust (8.79 g, 134 mmol) were suspended in MeOH (50 ml). The reaction mixture was heated for 2 hrs at 90 C. The reaction was cooled to room temperature, filtered over celite, and concentrated in vacuo. The resulting solid was adsorbed onto silica and purified by silica gel chromatography (25-55% EtO Ac/Heptane). The title compound (1.85 g, 8.92 mmol, 70.6 % yield) was obtained as a yellow solid. LCMS (m/z): 219.1 (MH+); retention time = 0.77 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-17-7, its application will become more common.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William, R.; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; MARTIN, Eric, J.; PAN, Yue; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66070; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 68325-15-5 , The common heterocyclic compound, 68325-15-5, name is 3-Chloro-4-cyanopyridine, molecular formula is C6H3ClN2, 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.

Reference Production Example 80To a mixture of 1.39 g of 3-chloro-isonicotinonitrile, 1.10 g of 2,2,2- trifluoroethanol and 5 mL of DMF, 0.40 g of 60% sodium hydride (oily) was added under ice cooling, followed by stirring for 20 minutes, heating to room temperature and further stirring for 7.5 hours. After ice cooling again, 0.20 g of 60% sodium hydride (oily) was added, followed by heating to room temperature and further stirring for 15 hours. Under ice cooling, water was added and the precipitated crystal was washed with water, collected by filtration and then dried under reduced pressure to obtain 1.63 g of 3-(2,2,2-trifluoroethoxy)- isonicotinonitrile. H-NMR (CDC13 ) delta : 8.53-8.52(br m, 1H), 8.51(d, J=4.9Hz, 1H), 7.53(dd, J=4.9, 0.6Hz,1H), 4.62(q, J=7.7Hz, 2H)

The synthetic route of 68325-15-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49222; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 885266-91-1, 1-(2-Aminopyridin-4-yl)ethanol, 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: 885266-91-1, blongs to pyridine-derivatives compound. Recommanded Product: 885266-91-1

To a solution of 8-(tert-butylamino)-6-chloro-2-(2-hydroxyethyl)-2,7-naphthyridin- l(2H)-one (29.6 mg, 0.10 mmol) in 1,4-dioxane (1 mL) were added crude l-(2-aminopyridin-4-yl)ethanol (estimate 0.20 mmol), Cs2CO3 (130.3 mg, 0.40 mmol), and a catalytic amount of Pd(dba)3 and Xantphos. The reaction mixture was purged with N2 and heated at 100 C overnight. The mixture was then cooled, quenched with H2O and extracted with EtOAc. The combined organic layer was concentrated and purified by preparatory LC/MS to provide title compound; 1H NMR (CD3OD, 400 MHz) delta 8.16 (d, /= 5.6 Hz, 1H), 7.69 (s, 1H), 7.23 (d, / = 7.6 Hz, 1H), 6.97 (d, /= 5.6 Hz, 1H), 6.59 (s, 1H), 6.24 (d, / = 7.6 Hz, 1H), 4.81 (q, / = 6.4 Hz, 1H), 3.99 (t, /= 5.2 Hz, 2H), 3.81 (t, /= 5.2 Hz, 2H), 1.57 (s, 9H), 1.45 (d, / = 6.4 Hz, 3H); ESI-MS ml z 398.2 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,885266-91-1, 1-(2-Aminopyridin-4-yl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; CHE, Jianwei; CHEN, Bei; DING, Qiang; HAO, Xueshi; HE, Xiaohui; JIANG, Songchun; JIN, Qihui; JIN, Yunho; LIU, Hong; LIU, Yahua; OKRAM, Barun; UNO, Tetsuo; WU, Xu; YANG, Kunyong; ZHU, Xuefeng; WO2011/14515; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem