Day: March 8, 2021

Synthetic Route of 89570-82-1, 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. 89570-82-1, name is 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine, molecular formula is C6H5ClF3N3, 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.

In 250mL reaction flask, 3-chloro-5- (trifluoromethyl) -2- (2- (2- (trifluoromethyl) phenyl) hydrazino) pyridine 16.92g (0.08mol), 120mL acetonitrile and 9.7g (0.096mol) of triethylamine acid-binding agent, with stirring, a solution of 18.34g (0.088mol) o-trifluoromethyl-benzoyl chloride under ice-cooling.Under ice-cooling, the reaction 1h, TLC monitored the reaction to completion.Amount of ice water was added, a lot of white solid was precipitated, filtered off with suction to give 26.5 g of a white solid, a yield of 93.18%.

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 89570-82-1, 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine.

Reference:
Patent; Qingdao University of Science and Technology; Xu Liangzhong; Liu Liancai; Sun Jianxin; Cui Huanqi; Wang Minghui; (6 pag.)CN109232550; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 20260-53-1, 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. 20260-53-1, name is Nicotinoyl chloride hydrochloride. A new synthetic method of this compound is introduced below.

a. Preparation of 4-chloro-2-(pyridin-3-yl)quinazoline. To a solution of 2-aminobenzonitrile (5.90 g, 50 mmol) in sulfolane (20 mL) was added nicotinoyl chloride hydrochloride (12.0 g, 67.4 mmol), and the mixture was stirred at 100 C. for 16 hr. PCl5 (18.2 g, 87.5 mmol) was added in one portion, and stirred at 100 C. for 10 hr. The mixture was cooled to room temperature, and carefully poured into 400 mL saturated sodium bicarbonate solution cooling with ice bath. The solid was filtered, washed with water, dried, and purified by flash chromatography to give 5.50 g (46%) light-yellow solid. 1H NMR (400 MHz, CDCl3) delta 9.76 (d, J=1.3 Hz, 1H), 8.82 (dt, J=8.0, 1.9 Hz, 1H), 8.73 (dd, J=4.7, 1.4 Hz, 1H), 8.26 (dd, J=8.4, 0.8 Hz, 1H), 8.10 (d, J=8.4 Hz, 1H), 7.95 (ddd, J=8.4, 7.0, 1.4 Hz, 1H), 7.69 (ddd, J=8.2, 7.0, 1.1 Hz, 1H), 7.44 (dd, J=7.5, 4.8 Hz, 1H). 13C NMR: (100 MHz, CDCl3) delta(ppm): 162.9, 158.3, 151.8, 151.7, 150.3, 136.1, 135.2, 132.4, 129.1, 128.9, 126.0, 123.5, 122.8.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,20260-53-1, Nicotinoyl chloride hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Northwestern University; Krainc, Dimitri; Silverman, Richard B.; Zheng, Jianbin; (76 pag.)US2017/1976; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1214329-07-3 ,Some common heterocyclic compound, 1214329-07-3, molecular formula is C8H8BrNO3, 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.

To a solution of 5-bromo-6-methoxypyridine-2-carboxylic acid methyl ester (2) (1.0 g, 0.00406 mol) in EtOH (10 mL), was added NH2¡¤NH2¡¤H2O (813 mg,0.0162 mol) and the mixture was stirred for 3 h at 70 C, cooled to room temperature, solvents were evaporated, water was added, filtered the reaction mass, to give pure compound (3): Off-white solid; yield: 85 %, m.p.: 188-190 C; 1H NMR (400MHz, CDCl3) delta: 4.02 (s, 3H, OCH3), 4.08 (d, 2H, NH2), 7.65(d, 1H, Ar-H), 7.98 (s, 1H, Ar-H), 8.68 (broad s, 1H, NH);MS: m/z (%) 247.7 [M+2], HPLC purity (99.61 %).

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. 1214329-07-3, Methyl 5-bromo-6-methoxypicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Namani, Vasu; Bharath Kumar Goud; Kumari, Y. Bharathi; Asian Journal of Chemistry; vol. 27; 12; (2015); p. 4579 – 4582;,
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. 19621-92-2, name is 6-Oxo-1,6-dihydropyridine-2-carboxylic acid, molecular formula is C6H5NO3, 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. SDS of cas: 19621-92-2

General procedure: To a stirred solution of 3-hydroxypicolinic acid (100 mg, 0.72 mmol), hydroxybenzotriazole (abbreviated HOBt, 194 mg, 1.44 mmol), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDCI, 276 mg, 1.44 mmol) in dimethylformamide (DMF, 5 mL) at rt was added N,N-diisopropylethylamine (DIPEA, 0.25 mL, 1.44 mmol) and (4-fluorophenyl) methanamine (0.18 mL, 1.44 mol). The reaction mixture was stirred at 50 C in microwave reactor for 2 h. After removal of most of the DMF, the residue which was purified by chromatography using ether/ethyl acetate (3:1) as eluent to give compound 1a (2a) as a white solid (166 mg, 94%), m.p. 71-73 C.

With the rapid development of chemical substances, we look forward to future research findings about 19621-92-2.

Reference:
Article; Zhang, Feng-Hua; Debnath, Bikash; Xu, Zhong-Liang; Yang, Liu-Meng; Song, Li-Rui; Zheng, Yong-Tang; Neamati, Nouri; Long, Ya-Qiu; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 1051 – 1063;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58481-11-1, Methyl 2-chloroisonicotinate, 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, 58481-11-1, blongs to pyridine-derivatives compound. Recommanded Product: Methyl 2-chloroisonicotinate

To a stirred solution of methyl 2chloro isonicotinate (2 g, 0.012 mol) in toluene (20 mL) was added hexamethylditin (4.5 g, 0.014 mol), the mixture was degassed with argon for 10 minutes, then Pd(PPh3)4 (1.35 g, 0001 mol) was added, the mixture was degassed again for 5 minutes and the resulting reaction mixture was heated at 110¡ãC for 16h. The progress of the reaction was monitored by LCMS. The reaction mixture was cooled to RT, filtered through the Celite pad, washed with EtOAc and the filtrate was concentrated to get acrude compound. The crude compound was purified by column chromatography using neutral alumina and eluted with 5percentEtOAc/pet ether to afford the title compound (1.5 g, 42percent) as a colorless liquid.LCMS (method 1): R = 1.20 mm; m/z = 301 .99(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,58481-11-1, its application will become more common.

Reference:
Patent; ORYZON GENOMICS, S.A.; ORTEGA MUNOZ, Alberto; SALAS SOLANA, Jorge; CARCELLER GONZALEZ, Elena; (176 pag.)WO2017/207813; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 5371-70-0, 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. 5371-70-0, name is Dimethyl 4-chloropyridine-2,6-dicarboxylate. A new synthetic method of this compound is introduced below.

Sodium iodide (39 g, 262 mmol) was added to a solution of compound 10 (6.0 g, 26.2 mmol) in anhydrous acetonitrile (140 mL) and the mixture was ultrasonicated for 20 minutes. Acetyl chloride (5.55 mL, 78.6 mmol) was added to this mixture, and the mixture was ultrasonicated for 5 hours. Saturated sodium bicarbonate solution (75 mL) was added to this solution, cooled to 0 C., followed by addition of water (100 mL). The mixture was extracted with ethyl acetate (2¡Á50 mL) and the organic phases were combined, washed with 0.2 M thiosulfate solution and finally dried over sodium sulfate, filtered and then concentrated under reduced pressure. Methanol (40 mL) was added to this residue, and the mixture was stirred for 20 minutes and then filtered to give a white solid identified as compound 11. The product was sufficiently pure to be used in the rest of the synthesis without further purification (6.9 g, 82%). 1H NMR (300 MHz, CDCl3) delta: 8.68 (s, 2H), 4.05 (s, 6H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5371-70-0, its application will become more common.

Reference:
Patent; CISBIO BIOASSAYS; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; ECOLE NORMALE SUPERIEURE DE LYON; Lamarque, Laurent; Maury, Olivier; Parker, David; Zwier, Jurriaan; Walton, James W.; Bourdolle, Adrien; US2014/336373; (2014); A1;,
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. 19524-06-2, name is 4-Bromopyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H5BrClN

A mixture of 4-fluorobenzeneboronic acid (38.7 g, 276 mmol), 4-bromopyridine hydrochloride (48.9 g, 250 mmol), [1,4-butanediylbis(diphenylphosphine-kappaP)] dichloropalladium (Organometallics 1998, 17, 661; 1.52 g, 2.5 mmol), 1,2-dimethoxyethane (500 mL) and sodium carbonate solution (2M, 440 mL) was degassed with bubbling nitrogen and stirred at 80 C. for 24 hours. The mixture was cooled and extracted with ethyl acetate. The combined organic fractions were dried (MgSO4) and the solvent was evaporated under reduced pressure to give crude title compound as a brown solid (50.87 g) which was used without further purification. 1H NMR (360 MHz, CDCl3) delta 8.65 (2H, m), 7.61 (2H, m), 7.49 (2H, dd, J 1.6, 4.6 Hz), and 7.09 (2H, m).

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, 19524-06-2, 4-Bromopyridine hydrochloride.

Reference:
Patent; Castro Pineiro, Jose Luis; Dinnell, Kevin; Elliott, Jason Matthew; Hollingworth, Gregory John; Shaw, Duncan Edward; Swain, Christopher John; US2003/236250; (2003); A1;,
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. 98-98-6, name is Picolinic acid. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H5NO2

General procedure: A diamine compound (0.05 mol) was mixed with a dicarboxylicacid or an acid anhydride (0.025 mol) and the mixture was poured into 50 ml of preheated (100C) polyphosphoric acid. The mixture was stirred and heated at 175C for 3-5 h. The reaction mixture was then poured in ice cold water and allowed to stand overnight.The precipitate was removed by filtration and washed several times with diluted sodium hydrogen carbonate solution and finally with water. The reaction product was then air dried and weighed.The products were characterized with NMR and mass spectroscopy (Table 4) and representative examples were characterized with elemental analysis (Table 3).

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, 98-98-6, Picolinic acid.

Reference:
Article; Elagab, Hamdi Ali; Alt, Helmut G.; Inorganica Chimica Acta; vol. 431; (2015); p. 266 – 275;,
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.130721-78-7, name is tert-Butyl (4-chloropyridin-2-yl)carbamate, molecular formula is C10H13ClN2O2, molecular weight is 228.68, as common compound, the synthetic route is as follows.Formula: C10H13ClN2O2

To a stirred solution of compound 5-(5- chloro-2-fluorophenyl)-6-methoxy-N2,N2-dimethylpyridine-2, 3-diamine (0.5 g, 1.69 mmol, 1.0 eq) and tert-butyl (4-chloropyridin-2-yl)carbamate (0.463 g, 2.02 mmol, 1.2 eq) in dioxane (20 mL) was added Cs2C03 (2.20 g, 6.76 mmol, 4.0 eq) at rt. The resulting mixture was purged with nitrogen for 10 min followed by addition of Pd2(dba)3 (0.185 g, 0.20 mmol, 0.12 eq) and xantphos (0.146 g, 0.25 mmol, 0.15 eq), again purged with nitrogen for 10 min. The reaction mixture was heated at l30C for 48 h. The progress of reaction was monitored by LCMS. The reaction mixture was filtered through celite, the residue was washed with EtOAc (10 mL). The filtrate was concentrated and purified by combi flash chromatography [silica gel 100-200 mesh; elution 0-10 MeOH in DCM] to afford the desired compound (150 mg, 22.83%) as brown solid. LCMS: (M+l)+ 388.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,130721-78-7, tert-Butyl (4-chloropyridin-2-yl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; INTEGRAL BIOSCIENCES PVT. LTD.; PUJALA, Brahmam; PENDHARKAR, Dhananjay; AGARWAL, Anil Kumar; KUMAR, Varun; ARYA, Satish Kumar; CHAKRAVARTY, Sarvajit; (0 pag.)WO2020/12357; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 13472-61-2, Adding some certain compound to certain chemical reactions, such as: 13472-61-2, name is 5-Iodo-2-methoxypyridine,molecular formula is C6H6INO, 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 13472-61-2.

To a 25-mL flask equipped with a magnetic stir bar and a condenser crowned with argon balloon, charged with a mixture of anhydrous DMF (4 mL) and 5-iodo-2-methoxypyridine (0.99 g, 0.042 mmol), degassed for 2 h using a stream of argon slowly bubbled through the solution at rt. during vigorous stirring, phenylacetylene (0.055 mmol), Pd(PPh3)2Cl2 (38 mg), CuI (8 mg) were added. Subsequently anhydrous Et3N (1.5 mL) was added over 10 minutes and the mixture was heated at 50 C for 90 minutes. After this time the reaction mixture was cooled to rt. and aqueous saturated NaCl (10 mL) was added, the mixture was extracted with ethyl acetate (3 x 50 mL) and the combined organic layers were washed with brine (5 mL), dried over MgSO4 and filtered through the pad of Celite. Concentration in vacuo and purification by flash column chromatography (silica gel, n-hexane : ethyl acetate 9 : 1) yielded 1d in 90% yield as colourless oil.

According to the analysis of related databases, 13472-61-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Sos?nicki, Jacek G.; Struk, ?ukasz; Idzik, Tomasz; Maciejewska, Gabriela; Tetrahedron; vol. 70; 45; (2014); p. 8624 – 8635;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem