Tag: M.W:100-200

Adding a certain compound to certain chemical reactions, such as: 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-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, 69627-02-7, blongs to pyridine-derivatives compound. Application In Synthesis of Thieno[3,2-b]pyridin-7(4H)-one

[001237] (i) Production of 7-chlorothieno[3,2-b]pyridine[001238] A mixture of thieno[3,2-b]pyridin-7-ol (3.8 g, 25 mmol) and phosphorus oxychloride (18 g,120 mmol) was stirred at 1050C for 2 hr. The reaction mixture was added to ice water, and basified with8N aqueous sodium hydroxide solution. Ethyl acetate was added, the insoluble material was filtered off, and the filtrate was extracted with ethyl acetate. The collected organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate, and the insoluble material was filtered off. The filtrate was concentrated under reduced pressure, the obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane= 10/90- ?30/70), and the obtained solution was concentrated under reduced pressure to give the title compound (2.8 g, 66%) as a pale-yellow solid.[001239] 1H-NMR (DMSOd6, 300 MHz) delta 7.59 (IH, d, J = 5.1 Hz), 7.69 (IH, d, J = 5.5 Hz), 8.28(IH, d, J = 5.5 Hz), 8.67 (IH, d, J = 5.1 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69627-02-7, its application will become more common.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BANNO, Hiroshi; HIROSE, Masaaki; KURASAWA, Osamu; LANGSTON, Steven, P.; MIZUTANI, Hirotake; SHI, Zhan; VISIERS, Irache; VOS, Tricia, J.; VYSKOCIL, Stepan; WO2010/90716; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 626-55-1, 3-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, 626-55-1, blongs to pyridine-derivatives compound. Recommanded Product: 626-55-1

A mixture of 264 3-bromopyridine (0.38 mL, 4.0 mmol), 265 (4-methoxyphenyl)boronic acid (500 mg, 3.3 mmol), Pd(dppf)Cl2 (69 mg, 0.094 mmol), 105 K2CO3 (720 mg, 5.2 mmol), 31 dioxane (10 mL), and 18 water (5 mL), was bubbled with N2 for 1 min and then stirred at 110 C. for 12 h. After cooling to rt, the mixture was diluted with EtOAc, filtered through Celite, the filtrate washed with water, brine, dried (MgSO4), the solvent was removed by evaporation and the residue was purified (FCC, SiO2, 0-100% EtOAc/heptanes) to provide the 266 title compound (350 mg, 57%) as an off-white solid. 1H NMR (300 MHz, DMSO-d6) delta 8.8 (d, 1H, J=2.1 Hz), 8.5 (q, 1H, J=1.2, 3.3 Hz), 7.85-7.81 (m, 1H), 7.55-7.50 (m, 2H), 7.35-7.26 (m, 1H), 7.04-6.99 (m, 2H), 3.86 (s, 1H). [M+H]=186.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,626-55-1, its application will become more common.

Reference:
Patent; Dart NeuroScience, LLC; Bookser, Brett; Botrous, Iriny; Branstetter, Bryan; Dyck, Brian; Weinhouse, Michael; US2019/177327; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1620-76-4, 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 1620-76-4, name is 4-Methylpicolinonitrile. This compound has unique chemical properties. The synthetic route is as follows.

II-3-2: Synthesis of 4-methylpicolinic acid A solution of 0.80 g (6.8 mmol) of 2-cyano-4-methylpyridine dissolved in 10.0 g of sulfuric acid was stirred under heating at 120 C. for 2 hours and then cooled to 20 C. A solution of 4.00 g of sodium sulfite in 8 ml of water was dropwise added at 20 to 25 C., and heated at the same temperature for 1.5 hours, and further, at 75 to 85 C. for 1.5 hours. After cooling, sodium carbonate was added to adjust the pH to about 3, and the mixture was extracted with chloroform. After drying over anhydrous sodium sulfate, the extract was concentrated under a reduced pressure and the residue recrystallized from an ethyl acetate hexane mixture to give 0.50 g of crystals (yield 53.8%). m.p.: 127-128 C. IR (KBr): 3400, 3150, 2600, 2150, 1590, 1515 cm-1.

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 1620-76-4, 4-Methylpicolinonitrile.

Reference:
Patent; Shiseido Company, Ltd.; US5219847; (1993); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 149806-06-4, 6-Bromonicotinaldehyde, 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 6-Bromonicotinaldehyde, blongs to pyridine-derivatives compound. Quality Control of 6-Bromonicotinaldehyde

To a solution of compound 5 (10 g, 54 mmol, 1 eq) in DCM (170 mL) was added compound 6 (7.4 g, 65 mmol, 1.2 eq). The mixture was stirred at rt for 30 minutes, then NaBH(OAc)3 (17.1 g, 81 mmol, 1.5 eq) was added portion wise. The mixture was stirred at rt for 12 h. After completion, the mixture was diluted with DCM (300 mL) and 2N NaOH (100 mL). The organic layer was separated and the aqueous layer was extracted with DCM (100 mL). The combined organic layers were dried over sodium sulfate, concentrated and purified by silica column chromatography to give the desired product (7 g, 46%). NMR (300 MHz, CDCb) delta 8.30 (s, 1 H), 7.55 (d, J= 8.1 Hz, 1 H), 7.44 (d, J= 8.1 Hz, 1 H), 3.49 (s, 2 H), 2.55- 2.48 (m, 10 H), 1.12 (t, J= 7.2 Hz, 3 H). LCMS: (M+H)+: 283.9.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,149806-06-4, 6-Bromonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; BEIJING XUANYI PHARMASCIENCES CO., LTD.; SONG, Yuntao; CHEN, Xiaoqi; (188 pag.)WO2019/35008; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13466-38-1, 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. 13466-38-1, name is 5-Bromopyridin-2-ol, 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.

Compound SM (1.73 g, 10 mol), 1-bromocyclopentane (1.79 g, 12 mmol) and cesium carbonate (6.52 g,20 mmol) was dissolved in 10 mL of DMF and reacted at 90 C overnight. The reaction is completed,Diluted with water and extracted three times with ethyl acetate. The organic phases were combined and washed three times with water.Wash once with saturated brine, dry over anhydrous sodium sulfate, and filter.The solvent was evaporated under reduced pressure, and the obtained oil was purified to give 5-bromo-1-cyclopentylpyridine-2(1H)-one (459 mg, yield 20%,White solid).

According to the analysis of related databases, 13466-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sichuan Kelun Botai Bio-pharmaceutical Co., Ltd.; Liu Gang; Luo Xiaoyong; Dong Zhenwen; Li Xiaoyong; Yu Hua; Zeng Hong; Song Hongmei; Wang Ying; Wang Lichun; Wang Jingyi; (49 pag.)CN109293652; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13091-23-1, 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 13091-23-1, name is 4-Chloro-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)cyclohex-2-enone (1.0 equiv.) in degassed dioxane and 2M Na2CO3 was added 4-chloro-3-nitropyridine (1.2 equiv.) and Pd(PPh3)4 (0.05 equiv.). The reaction was heated in an oil bath to 120 C. for 30 min. (reaction can also be carried out in the microwave for 10 min at 120 C.). Cooled to room temperature, then diluted with EtOAc, added H2O-dark solution, lots of emulsions. Filtered to get rid of the solids, then extracted the organic phase, dried with Na2SO4, and concentrated. The crude was purified via silica gel chromatography to yield 3-(3-nitropyridin-4-yl)cyclohex-2-enone (64%, 2 steps). LC/MS=219 (M+H), LC=2.29 min.

According to the analysis of related databases, 13091-23-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Burger, Matthew; Lan, Jiong; Lindvall, Mika; Nishiguchi, Gisele; Tetalman, Michelle; US2010/216839; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6602-32-0, 2-Bromo-3-hydroxypyridine, 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, COA of Formula: C5H4BrNO, blongs to pyridine-derivatives compound. COA of Formula: C5H4BrNO

6 g (87.25 mmol) of 1H-pyrazole (1H-pyrazole, a1) 16.86 g (95.98 mmol) of 2-bromopyridin-3-ol, b,25.685 g (185.843 mmol) of K2CO3,0.72 g (3.75 mmol) CuI,L-proline(L-proline) 0.94 g (8.16 mmol)And dimethyl sulfoxide (DMSO) And the mixture was stirred in a nitrogen atmosphere for two days.As a result, 5.6 g (40% yield) of ligand (III) was obtained as a white solid.

The synthetic route of 6602-32-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dankook UniversityAcademicCooperation; Lee, Jun Yeop; Oh, Chan Suk; (18 pag.)KR101627893; (2016); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 914358-73-9, name is 5-Bromo-2-methylpyridin-3-amine, molecular formula is C6H7BrN2, 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. Formula: C6H7BrN2

c) N-(5-bromo-2-methyl-3-pyridinyl)cyclopropanesulfonamide; In an oven dried round bottom flask under nitrogen, a solution of 5-bromo-2-methyl-3-pyridinamine (150 mg, 0.802 mmol) in anhydrous pyridine (4 mL) was treated with cyclopropanesulfonyl chloride (0.098 mL, 0.962 mmol) and the resultant reaction mixture stirred at room temperature for 18.75 hours. The reaction mixture was concentrated in vacuo, diluted with ethyl acetate (100 mL) and water (30 mL), neutralized with saturated ammonium chloride (aq) and the product extracted into the organic layer. The aqueous layer was back-extracted with ethyl acetate (40 mL) and the combined organic layers washed with brine (50 mL), dried over magnesium sulfate, filtered and concentrated in vacuo to give a yellow-brown solid. Purification by silica gel chromatography (0-50% ethyl acetate in hexanes) provided the title compound (218 mg, 93%) as an off-white solid. MS (ES)+ m/e 290.9, 292.8 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 914358-73-9.

Reference:
Patent; CHAUDHARI, Amita; DHANAK, Dashyant; DONATELLI, Carla Ann; FAITG, Thomas H.; FENG, Yanhong; KNIGHT, Steven David; PARRISH, Cynthia A.; RALPH, Jeffrey M.; US2008/293706; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 769-28-8, 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. 769-28-8, name is 4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile, molecular formula is C8H8N2O, 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.

4,6-Dimethyl-2-oxo-1,2-dihydropyridine-3-carbonitrile (20.0 g, 0.135 mol) was added to a solution of EtONa prepared from Na (3.1 g,0.135 mol) and EtOH (50 ml); the mixture was stirred for30 min, and the solvent evaporated to dryness. 4-Methylphenacyl bromide (28.8 g, 0.135 mol) and dry DMF (100 ml)was added to the resulting salt. The reaction mixture was heated on water bath at 80C for 2 h, cooled to room temperature, poured into ice water, and the formedprecipitate was filtered off. The mixture of N- and-alkylated isomers obtained in this way could be separated by two methods. Method I is based on differencein solubility of these substances (isomer 4b is less solublein CHCl3 and EtOAc than isomer 4). To separate theisomers, the obtained precipitate was placed on a Schott filter and washed with CHCl3-EtOAc, 1:1, several times.The substance remaining on the filter was recrystallized from EtOH. Method II involves the use of colum nchromatography (gradient eluting through SiO2, eluent CHCl3 followed by EtOAc).

According to the analysis of related databases, 769-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Article; Babaev, Eugene V.; Nevskaya, Aleksandra A.; Dlynnikh, Ilya V.; Chemistry of Heterocyclic Compounds; vol. 51; 3; (2015); p. 269 – 274; Khim. Geterotsikl. Soedin.; vol. 51; 3; (2015); p. 269 – 274,6;,
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. 103-74-2, name is 2-(2-Hydroxyethyl)pyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-(2-Hydroxyethyl)pyridine

Aqueous HBr (2.5 L) was charged into a clean and dry round bottom flask followed by compound (9) (250 g, 2.03 mol) and heated to 120 C with azeotropical removal of water (-24 h). The residual water was removed by co-distillation with toluene (2 x 2 L), thesolid was stined in MTBE: IPA (1:1) for 1 h and filtered, washed with MTBE (200 ml) and dried in vacuum, yielding 360 g (66%) of light pink solid (compound (10)).

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, 103-74-2, 2-(2-Hydroxyethyl)pyridine.

Reference:
Patent; MAPI PHARMA LTD.; MAROM, Ehud; RUBNOV, Shai; (44 pag.)WO2016/132343; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem