Day: August 17, 2021

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. 109-09-1, name is 2-Chloropyridine. A new synthetic method of this compound is introduced below., name: 2-Chloropyridine

General procedure: 2-Chloropyridines were dissolved in EtOH and hydrazine hydrate added. The solution was heated in a thick walled sealed vial for 72h at 55 C, concentrated under a stream of nitrogen and purified by silica gel chromatography, (hexanes/ethylacetate).

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, 109-09-1, 2-Chloropyridine.

Reference:
Article; Finlay, Heather J.; Jiang, Ji; Caringal, Yolanda; Kover, Alexander; Conder, Mary Lee; Xing, Dezhi; Levesque, Paul; Harper, Timothy; Hsueh, Mei Mann; Atwal, Karnail; Blanar, Michael; Wexler, Ruth; Lloyd, John; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1743 – 1747;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6231-18-1, 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. 6231-18-1, name is 2,6-Dimethoxypyridine. A new synthetic method of this compound is introduced below.

General procedure: To a stirred cooled (0 C) solution of 2,2,6,6-tetramethylpiperidine (1.0 mL, 6.0 mmol) in THF (5 mL) were added BuLi (1.6 M hexanes solution, 6.0 mmol) and, 5 min later, FeBr2 (0.43 g, 2.0 mmol). The mixture was stirred for 15 min at 0 C before introduction of the substrate (2.0 mmol). After 2 h at room temperature, the electrophile (6.0 mmol) was added. The mixture was stirred for 1 h before addition of H2O (10 mL) and extraction with EtOAc (3×20 mL). The combined organic layers were dried over MgSO4, filtered, and concentrated under reduced pressure.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6231-18-1, 2,6-Dimethoxypyridine, and friends who are interested can also refer to it.

Reference:
Article; Nagaradja, Elisabeth; Chevallier, Floris; Roisnel, Thierry; Jouikov, Viatcheslav; Mongin, Florence; Tetrahedron; vol. 68; 14; (2012); p. 3063 – 3073;,
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. 148639-07-0, name is 2-Chloro-3-fluoro-4-iodopyridine, molecular formula is C5H2ClFIN, 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. Recommanded Product: 148639-07-0

A mixture of 2-chloro-3-fluoro-4- iodopyridine (4.78 g, 18.6 mmol), 2-chloro-6-nitrobenzamide (3.91 g, 19.5 mmol), ethane- 1,2-diamine (0.2 mL, 2.97 mmol), copper(I) iodide (0.57 g, 2.97 mmol) and K3P04 (7.90 g, 37.2 mmol) in dioxane (80 mL), was degassed with a stream of argon and the reaction mixture was then heated under reflux for 4 hours. After cooling to room temperature, the crude reaction mixture was filtered through Celite washing with dioxane. The filtrate was concentrated to dryness under reduced pressure and the resultant residue was purified by column chromatography on silica gel eluting with 0-100% ethyl acetate in petroleum ether (40-60 C), to afford the title compound as a pale yellow solid (1.87 g, 31% yield). ¾ NMR (400 MHz, DMSO-i/6): delta 11.42-11.37 (br s, 1H), 8.35-8.24 (m, 3H), 8.08 (dd, J = 1.1, 8.1 Hz, 1H), 7.81 (t, J= 8.2 Hz, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 148639-07-0.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BLENCH, Toby; ELLWOOD, Charles; GOODACRE, Simon; LAI, Yingjie; LIANG, Jun; MACLEOD, Calum; MAGNUSON, Steven; TSUI, Vickie; WILLIAMS, Karen; ZHANG, Birong; WO2012/35039; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183208-35-7, 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.183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.

Example 4: Synthesis of 5-Pyridin-3-yl-lH-pyrrolo[2,3-b] pyridine 20 and related compounds.[0137] 5-Pyndin-3-yl-l H-pyrrolo[2,3-b]py?dine 20 was synthesized in one step from 5-bromo-lH- pyrrolo[2,3-b]pyridme 1 as described m Scheme 6Scheme 6Step 1 – Preparation of5-Pyndiotan-3-yl-LH-rhoyrrolo[2,3-b]pyndiotane (20)[0138] To 5-bromo-7-azaindole (1, 1 00 g, 5 08 mmol) m water (13 0 mL) and acetonitnle (36 mL) were added pyridine-3-boronic acid (19, 1 0 g, 8 1 mmol), potassium carbonate (1 79 g, 0 0130 mol) and Tetrakis(tnphenylphosphine)palladmm(0) (50 0 mg, 0 043 mmol) under an atmosphere of nitrogen The reaction mixture was heated to 170 0C overnight. The reaction mixture was poured into water and extracted with ethyl acetate The organic layer was washed with brine, dried over sodium sulfate, and concentrated The residue was purified with silica gel column chromatography elutmg with 25% ethyl acetate in hexane to provide a light yellow solid (20, 820 mg, 82%) 1

The chemical industry reduces the impact on the environment during synthesis 183208-35-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; PLEXXIKON, INC.; WO2008/80001; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 918145-29-6, 3-Bromo-6-chloro-2,4-dimethylpyridine, 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, 918145-29-6, blongs to pyridine-derivatives compound. Safety of 3-Bromo-6-chloro-2,4-dimethylpyridine

Under N2, to a solution of 3-bromo-2,4-dimethyl-6-chloropyridine (4.40 g, 20.0 mmol) in anhydrous Et2O (80 mL), cooled at -78 0C, was added tert-BvLi (1.7 M in pentane, 14.0 mL, 24.0 mmol) slowly, forming a yellow suspension. After addition the mixture was stirred at that temperature for 15 min, and then anhydrous DMF (4.0 mL) was added. After the mixture was stirred at -78 0C for 30 min, it was brought to room temperature and stirred for another 1/2 h. Aqueous work-up and purification by flash chromatography on silica gel (EtOAc/hexanes, 1:4 in v/v) afforded 6-chloro-2,4-dimethylpyridine-3-carboxaldehyde as a pale yellow solid (2.00 g, 60%). 1H NMR (CDCl3) delta 2.60 (s, 3H), 2.81 (s, 3H), 7.11 (s, IH), 10.57 (s, IH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,918145-29-6, its application will become more common.

Reference:
Patent; ANORMED INC.; WO2007/22371; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 849020-87-7, Adding some certain compound to certain chemical reactions, such as: 849020-87-7, name is 6-Hydroxy-4-(trifluoromethyl)nicotinic acid,molecular formula is C7H4F3NO3, 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 849020-87-7.

In a 10 niL microwave vial to a suspension of 6-hydroxy-4-(trifluoromethyl)nicotinic acid (1048 mg, 5.06 mmol) in pyridine, anhydrous (6139 mu, 76 mmol) was added slowly diethyl chlorophosphate (749 mu, 5.19 mmol) at RT in an atmosphere of nitrogen. The reaction mixture was stirred at rt for 2 h. The suspension turned into a solution and then into a suspension again. To this, 5-bromo- 4-fluoro-2-((3S,5R)-3,4,5-trimethylpiperazin-1-yl)aniline (400 mg, 1.265 mmol) was added and the reaction was heated at 70 C for 3 h. After completion, pyridine was removed in vacuo and the residue partitioned between dichloromethane (3 mL) and saturated sodium bicarbonate solution (3 mL). The suspension was stirred for 10 min. The organic layer was separated, and dried over anhydrous Na2SC>4. The solvent was evaporated in vacuo yielding the crude product which was purified by flash column chromatography on silica gel (0-100%, 89% CH2C12, 10% MeOH, 1% NH4Ac/CH2Cl2) to afford the title compound (192 mg, 30%). 11H NMR (500 MHz, MeOD) delta 8.10 (d, J = 7.4 Hz, 1H), 7.92 (s, 1H), 7.09 (d, J = 10.1 Hz, 1H), 6.90 (s, 1H), 3.00 (d, J = 11.0 Hz, 2H), 2.57 (t, J = 11.0 Hz, 2H), 2.54 – 2.49 (m, 2H), 2.35 (s, 3H), 1.14 (d, J= 6.0 Hz, 6H); LCMS [M+l]+ = 505.00.

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. 849020-87-7, 6-Hydroxy-4-(trifluoromethyl)nicotinic acid, other downstream synthetic routes, hurry up and to see.

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

Application of 55304-75-1, 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 55304-75-1, name is 2,6-Dichloro-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of compound 2e1 (64 mg, 0.30 mmol), morpholine (0.027 mL, 0.31 mmol) and triethylamine (0.050 mL, 0.36 mmol) in DMF (1 mL) is stirred overnight at ambient temperature. The mixture is then diluted with EtOAc and successively washed with water (4×) and brine. The organic phase is dried with MgSO4, filtered and concentrated to afford intermediate 2e2.

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 55304-75-1, 2,6-Dichloro-3-(trifluoromethyl)pyridine.

Reference:
Patent; Beaulieu, Pierre L.; Coulombe, Rene; Fazal, Gulrez; Goulet, Sylvie; Poirier, Martin; Rancourt, Jean; Stammers, Timothy; Thavonekham, Bounkham; US2008/45516; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1480-87-1 ,Some common heterocyclic compound, 1480-87-1, molecular formula is C5H3FN2O2, 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 flask charged with toluene (37.3 mL) were added trans-N-boc- 1 ,4- cyclohexanediamine (2.00 g, 9.33 mmol), potassium carbonate (1.290 g, 9.33 mmol) and 2-fluoro-3-nitropyridine (commercially available from Matrix Scientific, Columbia, SC) (1.326 mL, 9.33 mmol). The resulting bright yellow solution was heated overnight at 120C leading to conversion to the desired product as the primary species along with a more polar impurity according to LC-MS. The mixture was diluted with water, transferred to a separatory funnel and extracted with EtOAc (2x). The combined organic layers were dried with Na2S04, filtered, and dried under reduced pressure providing a bright yellow solid which was triturated with DCM providing tert-butyl ((lr,4r)-4-((3-nitropyridin-2-yl)amino)cyclohexyl)carbamate (1.51 g, 4.49 mmol, 48.1 % yield) as a bright yellow solid. lH NMR (400 MHz, DMSO-d6) delta = 8.49 (dd, J = 1.8, 4.5 Hz, 1 H), 8.41 (dd, J= 1.8, 8.4 Hz, 1 H), 8.06 (d, J= 7.7 Hz, 1 H), 6.79 – 6.69 (m, 2 H), 4.13 – 4.00 (m, J= 3.9, 7.4, 7.4, 1 1.3 Hz, 1 H), 3.29 – 3.20 (m, 1 H), 2.01 – 1.92 (m, 2 H), 1.82 (d, J= 10.6 Hz, 2 H), 1.55 – 1.41 (m, 2 H), 1.38 (s, 9 H), 1.35 – 1.21 (m, 2 H). m/z (ESI) 281.2 (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,1480-87-1, its application will become more common.

Reference:
Patent; AMGEN INC.; BREGMAN, Howard; BUCHANAN, John, L.; CHAKKA, Nagasree; DIMAURO, Erin; GUNAYDIN, Hakan; GUZMAN PEREZ, Angel; HUA, Zihao; HUANG, Hongbing; HUANG, Xin; MARTIN, Matthew, W.; PATEL, Vinod; WO2013/134079; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 113118-81-3 ,Some common heterocyclic compound, 113118-81-3, 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.

To a solution of methyltriphenylphosphine bromide (3.16 g, 8.87 mmol) in tetrahydrofuran (20 ml.) is added sodium hexamethyldisilazane (1 M solution in THF, 9.67 ml_, 9.67 mmol) dropwise. The reaction mixture is stirred at room temperature for 30 min, whereupon 5-bromo-pyridine-3-carbaldehyde (1.5 g, 8.06 mmol) is added. The reaction mixture is allowed to stir at room temperature for 1 h. The mixture is concentrated and the residue is purified by silica gel flash chromatography (heptane- ethyl acetate, 7:3) to afford 3-bromo-5-vinyl-pyridine as a colorless oil. MS (ESI) m/z 185.91 (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,113118-81-3, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2009/156462; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 19337-97-4, 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 19337-97-4, name is trans-3-(3-Pyridyl)acrylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Compound 1-3 (1.3 g, 3 mmol) was dissolved in dichloromethane (10 ml)Trifluoroacetic acid (2 ml) was added,The reaction was carried out at room temperature for 2 hours, and the solvent was distilled off under reduced pressure to give a brown oil. The oil was dissolved in dichloromethane (20 ml)N, N-diisopropylethylamine (1.6 ml, 9 mmol) was added successively,Trans-3 (3-pyridyl) allyl acid(448 mg, 3 mmol),EDCI (1.7 g, 9 mmol),DMAP (73 mg, 0.6 mmol), reacted at room temperature for 4 hours,Saturated ammonium chloride (20 ml) was added and extracted with dichloromethane (20 ml x 3). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure and subjected to column chromatography to give Compound 1 ((E) -N- 3- (2-amino-6- (cyclopropylamino) pyrimidin-4-yl) phenyl) -5- (3- (pyridin-3-yl) acrylamido) pentanamide) (0.9 g, %).

According to the analysis of related databases, 19337-97-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Sciences Guangzhou Bio-pharmaceutical And Health Institute; Chinese Academy Of Sciences Shanghai Organic Chemistry Institute; China Pharmaceutical University; Jiang Sheng; Tu Zhengchao; Zhu Jidong; Yao Hequan; Yao Yiwu; Tan Xiaochu; Gu Shoulai; Qiu Yatao; (30 pag.)CN106928192; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem