Day: May 13, 2021

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. 15862-37-0, name is 2,5-Dibromo-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H2Br2N2O2

5-Bromo-2-(3-methoxyphenyl)-3-nitropyridine A stirred mixture of 2,5-dibromo-3-nitropyridine (0.2621 g, 0.930 mmol), 3-methoxyphenylboronic acid (0.155 g, 1.02 mmol), tetrakis(triphenylphosphine)-palladium (0.076 g, 0.065 mmol), and 2.0M sodium carbonate (2.4 mL, 4.80 mmol) in toluene (3.0 mL) and ethanol (1.0 mL) was heated to 70 C. After 2.5 h, the reaction was cooled to rt then diluted with water. After extraction with EtOAc, the organic extraction was dried over anhydrous sodium sulfate. After filtration and concentration, the residue was purified on silica gel (0-20% EtOAc in hexanes) to afford a yellow solid as 5-bromo-2-(3-methoxyphenyl)-3-nitropyridine. 1H NMR (400 MHz, CDCl3) delta ppm 8.91 (1H, d, J=2.2 Hz), 8.27 (1H, d, J=2.2 Hz), 7.42 (1H, m), 7.14 (3H, m), 3.86 (3H, s).

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, 15862-37-0, 2,5-Dibromo-3-nitropyridine.

Reference:
Patent; AMGEN INC.; US2010/331293; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 881-86-7, 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.881-86-7, name is Dimethyl pyridine-2,5-dicarboxylate, molecular formula is C9H9NO4, molecular weight is 195.17, as common compound, the synthetic route is as follows.

To a solution of dimethyl pyridine-2,5-dicarboxylate 21-a (13.0 g, 66.6 mmol) in a mixture of THF (110 mL) and ethanol (110 mL) was added calcium chloride (29.6 g, 266 mmol). After stirring at room temperature for 30 minutes, the reaction was cooled to 0C, and sodium borohydride (3.78 g, 100 mmol) was added portion wise. After the addition was completed the reaction was stirred at room temperature overnight. A saturated aqueous solution of ammonium chloride and dichloromethane were added, the organic layer was separated, and the aqueous phase was extracted twice with dichloromethane. The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated under reduced pressure to provide Intermediate 21-b as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 881-86-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PHARMASCIENCE INC.; LAURENT, Alain; ROSE, Yannick; WO2015/77866; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5349-17-7, 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.5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide, molecular formula is C7H7Br2NO, molecular weight is 280.9446, as common compound, the synthetic route is as follows.

To a solution of 2-Bromo-l-(4-pyridinyl)-l-ethanone hydrobromide (4.0 g, 14.4 mmol) in anhydrous ethanol (80 ml) is added NaBH4 (2.0 g, 52.8 mmol). The reaction mixture is stirred at RT for 2 h. The mixture is filtered and l-(2-Phenylethyl)piperazine (4.9 ml, 26.0 mmol) is added to the filtrate. The solution is heated to reflux and refiuxed for 5 h. Excessive ethanol is removed by distillation. The resulting pale yellow solid is dissolved in chloroform (80 ml), the insoluble parts are filtered off and the filtrate is concentrated by distillation under reduced pressure. The product is purified by chromatography on silica (MeOH/EtOAc, 5:1) to give a pale yellow solid; yield: 32 % ; chemical formula: Ci9H2SN3O; molecular weight: 311,42.1H NMR (300 MHz, CDCl3) delta 2.83 – 2.84 (m, 14H), 4.73 (dd, IH, J= 10.5 Hz, J = 3.8 Hz),7.20 – 7.30 (m, 5H), 7.31 (dd, 2H, J = 4.7 Hz, J = 1.5 Hz), 8.57 (dd, 2H, J = 4.4 Hz, J = 1.5Hz);FT-IR (KBr) 3420, 1639, 1458, 1409, 1128, 854, 696, 622 cm”1;EI MS mZz SlO [M-H+];HR MS m/z calcd for C19H24N3O [M-H+] C9H24N3O 310.191938, found 310.192050.

Statistics shows that 5349-17-7 is playing an increasingly important role. we look forward to future research findings about 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; WO2007/73935; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 799293-85-9, Adding some certain compound to certain chemical reactions, such as: 799293-85-9, name is 3-Bromothieno[3,2-c]pyridin-4-amine,molecular formula is C7H5BrN2S, 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 799293-85-9.

EXAMPLE 10A 3-(4-phenoxyphenyl)thieno[3,2-c]pyridin-4-amine A mixture of Example 1B (1.5 g, 6.5 mmol), 4-phenoxyphenylboronic acid (1.53 g, 7.1 mmol) and Na2CO3 (1.81 g, 17.1 mmol) in toluene (26 mL), ethanol (5 mL), and water (10 mL) was purged with nitrogen for 45 minutes, then treated with Pd(PPh3)4 (0.382 g, 0.33 mmol) and heated to 90 C. overnight. The reaction was cooled to room temperature and partitioned between water and ethyl acetate. The aqueous phase was extracted with ethyl acetate twice and the combined organic extracts were washed with brine, dried (Na2SO4), filtered, and concentrated. The residue was purified by flash column chromatography on silica gel with 40% ethyl acetate/hexanes to provide 1.69 g (82% yield) of the desired product. MS (ESI(+)) m/e 318.9 (M+H)+.

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. 799293-85-9, 3-Bromothieno[3,2-c]pyridin-4-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Betschmann, Patrick; Burchat, Andrew F.; Calderwood, David J.; Curtin, Michael L.; Davidsen, Steven K.; Davis, Heather M.; Frey, Robin R.; Heyman, Howard R.; Hirst, Gavin C.; Hrnciar, Peter; Michaelides, Michael R.; Muckey, Melanie A.; Rafferty, Paul; Wada, Carol K.; US2005/43347; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 118289-17-1 ,Some common heterocyclic compound, 118289-17-1, molecular formula is C6H4BrNO, 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: To a 50 mL two-necked flask equipped with magnetic stirrer and condenser was added 2-bromopyridine (1.0 eq), Pd(PPh3)4 (5 mol%), K2CO3 solution (2.0 eq) and toluene under N2 at room temperture. After reacted for 15 min, a solution of the boronic acid (1.2 eq) in EtOH was then added. The reaction mixture was then heated to 95 C and reacted for 4 h. After cooling to room temperature, to the reaction mixture aqueous NH4Cl was added and extracted three times with EtOAc. The organic extracts were then combined, washed with brine, dried with MgSO4 and then concentrated under reduced pressure. The crude product was then purified by silica gel column chromatography(Petroleum ether/EtOAc) to give compounds 1 and 5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,118289-17-1, its application will become more common.

Reference:
Article; Duan, Yingchao; Qin, Wenping; Suo, Fengzhi; Zhai, Xiaoyu; Guan, Yuanyuan; Wang, Xiaojuan; Zheng, Yichao; Liu, Hongmin; Bioorganic and Medicinal Chemistry; vol. 26; 23-24; (2018); p. 6000 – 6014;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 115170-40-6 ,Some common heterocyclic compound, 115170-40-6, molecular formula is C7H7BrN2, 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.

a) 30g (0.151mol) of 5-bromo-7-azaporphyrin, 60g of activated carbon fiber catalyst, 264g of xylene into the reaction flask, stirring evenly, to obtain a reaction mixture G;b) The reaction mixture G at 100 C, oxygen flow 200mL/min, reaction 8h, chromatographic monitoring of the disappearance of raw materials;c) Filtration, filter out activated carbon fiber catalyst, obtain organic layer H, recover solvent, get 5-bromo-7-azaindole crude product, recrystallize from methanol to obtain product 25.37g, yield 85.43%, content ?99% .

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. 115170-40-6, 5-Bromo-2,3-dihydro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhonggang Group Anshan Heat Energy Institute Co., Ltd.; Wang Haiyang; Wang Shoukai; Xu Zhe; Zhao Wei; Jiang Hui; Jin Dan; Xu Haoran; (7 pag.)CN107987076; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 68963-75-7, 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. 68963-75-7, name is 4,6-Dichloropyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

2,4-Dichloro-6-hydroxypyridine (696mg, 4.2mmol), 3-exo-hydroxy-8- azabicyclo[3.2.1]octane-8-carboxylic acid terf-butyl ester (965mg, 4.2mmol) and (4,4- Dimethyl-1 ,1-dioxido-1 ,2,5-thiadiazolidin-2-yl)triphenylphosphonium (4.31g, 10.5mmol) in THF (2OmL) were stirred for 16h. Ethyl acetate (5OmL) and water (2OmL) were added and the organic and aqueous layers were separated. The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude material was then purified by chromatography on silica gel. Elution with 10:90 ethyl acetate:heptane afforded 3-exo-(4,6-dichloropyridin-2- yloxy)-8-azabicyclo[3.2.1]octane-8-carboxylic acid terf-butyl ester (1.29g, 3.6mmol, 82percent). M.S. (ESI) m/z: 373,375 [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,68963-75-7, its application will become more common.

Reference:
Patent; N.V. ORGANON; WO2007/63071; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 71902-33-5 , The common heterocyclic compound, 71902-33-5, name is 3,5-Difluoropyridine, molecular formula is C5H3F2N, 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: An oven-dried reaction vessel (4 or 9 ml screw-cap vial) equipped with a stirring bar was allowed to cool to room temperature under vacuum. Activated 4 A molecular sieves (crushed, 50 mg), [Rh-2 ] (and solid substrates, 1.0 equiv.), were added under air. The vial was then depressurized and pressurized with argon gas three times before the addition of dry THF (1 M) (and liquid substrates, distilled over CaH2, 1.0 equiv.). Following the addition of 4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.0-4.0 equiv. as indicated), the glass vial was placed in a 150 ml stainless-steel autoclave under an argon atmosphere. The autoclave was pressurized and depressurized with hydrogen gas three times before the indicated pressure was set. The reaction mixture was stirred at 25-40 C for 24 h. After the autoclave was carefully depressurized, trifluoroacetic anhydride (3.0 equiv.) and CH2Cl2 (0.5 ml) were added to the crude mixture and stirring was continued for 10 min at room temperature. Alternatively, di-tert-butyl dicarbonate (3.0 equiv.), triethyl amine (3.0 equiv.) and CH2Cl2 (0.5 ml) were added to the reaction mixture and stirring was continued for 2 h at room temperature. The crude was then filtered over fritted funnel and the remaining solid was washed with ethyl acetate (2x 5 ml). The combined solution was concentrated under reduced pressure and submitted to column chromatography (pentane/ethyl acetate or pentane/dichloromethane) to obtain the final product. The indicated diastereoselectivities were determined by GC analysis or from the 19F NMR spectrum immediately after the reaction. NMR yield was calculated using hexafluorobenzene (20 mul, 0.173 mmol) as internal standard.

The synthetic route of 71902-33-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Nairoukh, Zackaria; Wollenburg, Marco; Schlepphorst, Christoph; Bergander, Klaus; Glorius, Frank; Nature Chemistry; vol. 11; 3; (2019); p. 264 – 270;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113770-88-0, Adding some certain compound to certain chemical reactions, such as: 113770-88-0, name is 3-Fluoro-4-cyanopyridine,molecular formula is C6H3FN2, 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 113770-88-0.

Example 15A 1H-Pyrazolo[3,4-c]pyridin-3-amine 3-Fluoro-isonicotinonitrile (0.50 g, 4.10 mmol) was dissolved in ethanol (8 mL) and treated with hydrazine hydrate (0.31 g, 6.1 mmol). After stirring at 70 C. for 16 h, the mixture was cooled to RT and concentrated in vacuo and dried to yield the title compound (0.66 g, 100% of theory). LC-MS (Method 2B): Rt=0.51 min, MS (ESIPos): m/z=135 [M+H]+

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. 113770-88-0, 3-Fluoro-4-cyanopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; Hassfeld, Jorma; KINZEL, Tom; Koebberling, Johannes; CANCHO GRANDE, Yolanda; BEYER, Kristin; Roehrig, Susanne; Koellnberger, Maria; SPERZEL, Michael; BURKHARDT, Nils; SCHLEMMER, Karl-Heinz; STEGMANN, Christian; SCHUHMACHER, Joachim; WERNER, Matthias; ELLERMANN, Manuel; US2015/126449; (2015); A1;,
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. 1065100-83-5, name is (1H-Pyrrolo[2,3-b]pyridin-3-yl)methanol, 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. name: (1H-Pyrrolo[2,3-b]pyridin-3-yl)methanol

To a mixture of 1 H-pyrrolo[2,3-b]pyridin-3-yl)methanol (A-3) (1.0 g, 6.75 mmol) in anhydrous THF (50 mL) were added DPPA (3.71 g, 13.5 mmol) and DBU (0.821 g, 5.4 mmol) respectively. It was refluxed under N2 for 6 h, and then concentrated under vacuo. The resulting residue was dissolved in EtOAc (50 mL), washed with brine, dried over sodium sulfate and concentrated under vacuo, to obtain the crude product. The crude product was purified by chromatography on silica gel to afford the title compound (0.587 g). MS (m/z): 174 (M+1 )+.

With the rapid development of chemical substances, we look forward to future research findings about 1065100-83-5.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; JIA, Hong; DAI, Guangxiu; WO2011/79804; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem