Day: April 18, 2022

Synthetic Route of 7584-08-9, 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 7584-08-9 as follows.

Dissolved 3,5-dimethylpyridine-4-carbonitrile (1.57 g, 11.88 mmol) in DCM (100 mL). Charged with m-Chloroperbenzoic acid (4.10 g, 23.76 mmol). Stirred at room temperature for 16 hours. Washed the reaction mixture with NaHCO3 (100 mL). Washed organic layer with brine and dried over Na2SO4. Filtered and removed solvent. Purified using normal phase chromatography (0-10% MeOH in DCM) to yield 1.57 g of product; 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 2.48 (s, 6H) 8.01 (s, 2H); LCMS (M/Z): 149.2 (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,7584-08-9, its application will become more common.

Reference:
Patent; Avista Pharma Solutions, Inc.; Speake, Jason D.; (22 pag.)US10239885; (2019); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 29241-65-4, name is 5-Bromo-2-chloronicotinic acid, the common compound, a new synthetic route is introduced below. category: pyridine-derivatives

To 0.5 L flask charged with 5-Bromo-2-chloronicotinic acid (25.0 g, 106.4 mmol) in MeOH (250 mL) was added H2SO4 (5 mL). The mixture was heated to 60 C., stirred for 1.5 day. LC-MS indicated full conversion of starting material at this time. The reaction was cooled to RT and the volatile components removed in vacuo. The crude residue was dissolved in EtOAc (300 mL), quenched with sat. aqueous Na(HCO3)2 (200 mL). The organic layer was separated, washed with brine, dried over MgSO4 and concentrated to afford the compound, methyl-5-bromo-2-chloronicotinate, as a while solid (quantitative yield). LC-MS (M+H)=250.1.

The synthetic route of 29241-65-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Conn, P. Jeffrey; Lindsley, Craig W.; Stauffer, Shaun R.; Manka, Jason; Jacobs, Jon; Zhou, Ya; Bartolome-Nebreda, Jose Manuel; Macdonald, Gregor James; Conde-Ceide, Susana; Jones, Carrie K.; US2012/172391; (2012); 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. 63237-88-7, name is Pyrazolo[1,5-a]pyridine-2-carboxylic acid. A new synthetic method of this compound is introduced below., Product Details of 63237-88-7

Compound 5 was reported previously.30 For this study, 5 wasre synthesized using a modified synthesis as follows: To a solution of pyrazolo[1,5-a]pyridine-2-carboxylic acid (150 mg, 0.93 mmol)and 4 (230 mg, 0.93 mmol) in anhydrous DMF (5 mL) was added DIPEA (0.33 mL, 1.86 mmol) and HATU (372 mg, 0.98 mmol). After stirring the reaction mixture at room temperature for 16 h the solvent was removed under reduced pressure. The crude mixture was suspended in aqueous 5% NaHCO3 solution and extracted with ethyl acetate (3). The combined organic phases were washed with water and brine and were dried (MgSO4). After removal of solvents under reduced pressure the crude material was purified by flash chromatography (CH2Cl2/MeOH/NH3 aq., 20:1:0.01) to give5 (314 mg, 86%) as a colorless solid. 1H NMR (600 MHz, CDCl3) d8.38-8.34 (m, 1H), 7.61-7.51 (m, 1H), 7.29 (br s, J = 5.2 Hz, 1H),7.18-7.12 (m, 2H), 7.09-7.04 (m, 2H), 6.94 (dd, J = 8.0, 1.4 Hz,1H), 6.88-6.81 (m, 2H), 3.58-3.50 (m, 2H), 2.98-2.87 (m, 4H),2.63 (br s, 4H), 2.51-2.45 (m, 2H), 1.76-1.63 (m, 4H); 13C NMR(150 MHz, CDCl3) d 162.2, 151.5, 148.1, 141.4, 139.0, 128.4,126.4, 123.7, 121.5, 120.0, 119.3, 114.0, 113.6, 98.0, 58.1, 53.9,52.6, 39.1, 27.6, 24.4; ESI-MS m/z 394.2 [M+H]+.

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, 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid.

Reference:
Article; Stoessel, Anne; Brox, Regine; Purkayastha, Nirupam; Huebner, Harald; Hocke, Carsten; Prante, Olaf; Gmeiner, Peter; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3491 – 3499;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 59146-67-7, Adding some certain compound to certain chemical reactions, such as: 59146-67-7, name is 5,6-Dimethylpicolinonitrile,molecular formula is C8H8N2, 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 59146-67-7.

5,6-Dimethylpicolinic acid: 5,6-dimethylpicolinonitrile (example 91b) was refluxed in concentrated HCl (15 mL) overnight. The solvent was evaporated and the solid residue was co-evaporated several times with EtOH. Drying provided 453 mg of 5,6-Dimethylpicolinic acid (80%) as a white solid. MS (M+H, 152.1).

According to the analysis of related databases, 59146-67-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tachdjian, Catherine; Patron, Andrew P.; Adamski-Werner, Sara L.; Bakir, Farid; Chen, Qing; Darmohusodo, Vincent; Hobson, Stephen Terrence; Li, Xiaodong; Qi, Ming; Rogers, Daniel Harry; Rinnova, Marketa; Servant, Guy; Tang, Xiao-Qing; Zoller, Mark; Wallace, David; Xing, Amy; Gubernator, Klaus; US2005/84506; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 18699-87-1, 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.18699-87-1, name is 2-Methyl-3-nitropyridine, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.

INTERMEDIATE 13 Ethyl 2Z)-2-hydroxy-3-(3-nitropyridin-2-yl)acrylate Sodium metal (400 mg, [17.] 4 mmol) was added portionwise to [ETOH] (50 ml), followed by diethyl oxalate (2.4 [ML,] 17.4 mmol), and stirred at r. t. for 5 min. 2-Methyl-3- nitropyridine [(2. 00] g, 14.6 mmol) was added, giving a deep purple solution that changed over time to red-orange. After stirring for 3 days at r. t. a red precipitate had formed which was collected by filtration and washed with ether (4 x 20 [ML).] The solid residue was suspended in water and the suspension acidified to pH 4 with AcOH. The resulting orange precipitate was collected by filtration, washed with ethanol (10 [ML)] and dried in vacuo to give the title compound (1.17 g, [34%).] [6H] [(CDC13)] 8. [77-8.] 75 [(1H,] m), [8.] [54-8.] 50 [(1H,] m), 7.47-7. 43 (2H, m), 4.48 (2H, q, [J 7.] 1 Hz), 1.49 (3H, t, J7. 1 Hz). LCMS [(ES] RT 3.32 minutes, 239 [(MI]

The chemical industry reduces the impact on the environment during synthesis 18699-87-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; CELLTECH R & D LIMITED; WO2004/31188; (2004); 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. 936011-17-5, name is 5-Bromo-2-methoxyisonicotinaldehyde, molecular formula is C7H6BrNO2, 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. Safety of 5-Bromo-2-methoxyisonicotinaldehyde

To a solution of the commercially available 5-bromo-2- methoxyisonicotinaldehyde (5.0 g, 23.2 mmol, leq) in MeOH was added triethylamine (12eq), Pd (dppfjC^ (O. leq) at 70C under 50 psi of CO gas in a steel bomb for 16h. Subsequent reaction work-up and flash column chromatography on silca-gel afforded 1.8 g (39% yield) of the desired compound, methyl 4-formyl-6- methoxynicotinate; LCMS [M + H]+ 196.

With the rapid development of chemical substances, we look forward to future research findings about 936011-17-5.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ZEPEDA-VELAZQUEZ, Carlos Armando; PODA, Gennady; ISAAC, Methvin; UEHLING, David; WILSON, Brian; JOSEPH, Babu; LIU, Yong; SUBRAMANIAN, Pandiaraju; MAMAI, Ahmed; PRAKESCH, Michael; STILLE, Julia Kathleen; (1053 pag.)WO2017/147700; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 947179-03-5 , The common heterocyclic compound, 947179-03-5, name is Ethyl 4-bromo-6-methylpicolinate, molecular formula is C9H10BrNO2, 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 mixture of 4-bromo-6-methyl-pyridine-2-carboxylic acid ethyl ester [CAS No. 947179-03-5] (1.22 g, 5.0 mmol), zinkcyanid (0.88 g, 7.0 mmol) and tetrakis-(triphenylphosphine)-palladium(0) (578 mg, 0.5 mmol) in DMF (15 ml) was stirred in a microwave oven for 15 minutes at 160 C. The mixture was poured into water (50 ml) and extracted with ethyl acetate (2×50 ml). The combined organic layers were washed with brine (50 ml) and dried (MgSO4). Removal of the solvent left a light yellow solid (1.74 g), which was further purified by flash chromatography on silica gel [heptan/ethyl acetate (20-80%)] to yield the title compound as a white solid (0.48 g, 50%), MS (ISP) m/e=191.2 [(M+H)+], mp 50 C.

The synthetic route of 947179-03-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Jaeschke, Georg; Vieira, Eric; Wichmann, Juergen; US2010/227887; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 727356-19-6, Adding some certain compound to certain chemical reactions, such as: 727356-19-6, name is 2-Bromo-6-(chloromethyl)pyridine,molecular formula is C6H5BrClN, 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 727356-19-6.

General procedure: 3-Bromo-4-nitro-1H-indazole 2 (1.0 g) and R1CH2Cl (0.8 g) were added to N,N-dimethylformamide (10 mL). Potassium carbonate (1.14 g) was added to the solution, and stirred at 25C for 24 hrs. The reaction mixture was extracted with ethyl acetate (20 mL, three times) and water (20 mL), and the organic layers thus obtained were pooled, dried over anhydrous magnesium sulfate, and subjected to vacuum filtration and vacuum distillation. The residue was purified using column chromatography to afford the desired compound (1.36 g).

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. 727356-19-6, 2-Bromo-6-(chloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kim, Yu-Yon; Choi, Jaeyul; Choi, Kyungjin; Park, Changhee; Kim, Young Hoon; Suh, Kwee Hyun; Ham, Young Jin; Jang, Sun Young; Lee, Kyu-Hang; Hwang, Kwang Woo; Bioorganic and Medicinal Chemistry Letters; vol. 29; 2; (2019); p. 271 – 275;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 175204-82-7, 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.175204-82-7, name is Methyl 4-(trifluoromethyl)nicotinate, molecular formula is C8H6F3NO2, molecular weight is 205.134, as common compound, the synthetic route is as follows.

3-Isopropyl-5-(4-trifluoromethyl-3-pyridyl)-1,2,4-oxadiazole (Table 1, No. 81) 2 g of methyl 4-trifluoromethylnicotinate and 1.56 g of isobutyramide oxime were initially charged in 15 ml of ethanol and cooled to 0 C. 10 ml of a 1.2 molar sodium ethoxide solution were added dropwise to this solution. The mixture was allowed to warm to room temperature over a period of two hours and stirring was then continued at this temperature until the reaction, according to TLC, had ended. The reaction mixture was concentrated and the residue was taken up in saturated ammonium chloride solution and extracted with diethyl ether. Chromatographic purification of the crude product gave the desired compound as a yellowish oil. 1H-NMR (CDCl3, 300 MHz): d=1.41 (d, J=6.9 Hz, 6H), 3.22 (m, 1H), 7.78 (d, J=5 Hz, 1H), 9.02 (d, J=5 Hz, 1H), 9.34 (s, 1H) ppm.

Statistics shows that 175204-82-7 is playing an increasingly important role. we look forward to future research findings about Methyl 4-(trifluoromethyl)nicotinate.

Reference:
Patent; Hoechst Schering AgrEvo GmbH; US6699853; (2004); B2;,
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. 1079179-12-6, name is 2-Chloro-3-fluoro-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H2ClFN2O2

To a solution of Compound 4 (3 g, 12.22 mmol, 1 eq) and 2-chloro-3-fluoro-5-nitropyridine (2.37 g, 13.44 mmol, 1.1 eq) in DMF (20 mL) was added K2CO3 (3.38 g, 24.44 mmol, 2.0 eq) in one portion at 16 C, followed by heating with stirring at 70 C for 2 h. The reaction mixture was poured into water, and the resulting solids were filtered. The filter cake washed with water (20 mL) and dried under vacuum to give the Compound 7 as a yellow solid (3.5 g, 68.1% yield). NMR (400 MHz, DMSO-d6) delta 9.43 (d, 1H), 9.17 (dd, 1H), 8.53 (s, 1H), 8.10 (d, 1H), 6.67 (s, 1H), 6.29 (d, 1H), 3.83 (s, 3H), 3.74 (s, 3H); MS (El) for C17H12FN3O6, found 374.0 (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, 1079179-12-6, 2-Chloro-3-fluoro-5-nitropyridine.

Reference:
Patent; EXELIXIS, INC.; BANNEN, Lynne Canne; BUI, Minna; JIANG, Faming; WANG, Yong; XU, Wei; (235 pag.)WO2019/148043; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem