The origin of a common compound about 1H-Pyrrolo[2,3-c]pyridine

Statistics shows that 271-29-4 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrrolo[2,3-c]pyridine.

Related Products of 271-29-4, 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.271-29-4, name is 1H-Pyrrolo[2,3-c]pyridine, molecular formula is C7H6N2, molecular weight is 118.14, as common compound, the synthetic route is as follows.

1.1 7.0 g (106 mmol) of potassium hydroxide pellets are added to a solution of 5.00 g (42.3 mmol) of 1H-pyrrolo[2,3-c]pyridine in 80 ml of DMF, and a solution of 10.9 g (42.7 mmol) of iodine in 80 ml of DMF is added dropwise thereto at room temperature and with stirring and stirred for 45 minutes. A solution of 5 ml of 32% ammonia and 1 g of sodium disulfite in 1 l of water is added to the reaction mixture. The resultant precipitate is filtered off with suction, washed with water and dried in vacuo, giving 3-iodo-1H-pyrrolo-[2,3-c]pyridine as orange-yellow solid; ESI 245.

Statistics shows that 271-29-4 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrrolo[2,3-c]pyridine.

Reference:
Patent; Merck Patent Gesellschaft Mit Beschrankter Haftung; US2010/292262; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 2,6-Difluoropyridin-3-amine

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, 108118-69-0, 2,6-Difluoropyridin-3-amine.

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. 108118-69-0, name is 2,6-Difluoropyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,6-Difluoropyridin-3-amine

The mixture of methyl (3R,4S)- 1 -methyl-2-oxo-4- [4-(trifluoromethyl)phenyll -3- pyrrolidinecarboxylate (i.e. the product obtained in Step D above) (5 g, 16.6 mmol), 2,6- difluoropyridin-3-amine (2.37 g, 18.2 mmol) and xylene (45 mL) was heated to the refluxtemperature (142 C) for 10 h, while the methanol generated was distilled out to maintain the pot temperature at 142 C. The progress of reaction was monitored by HPLC until the conversion was greater than 97%. The mixture was concentrated under reduced pressure and purified by silica gel colunm chromatography, eluting with 35% ethyl acetate in hexanes to provide 5.88 g of an off-white solid, which was recrystallized from a mixture of n-chlorobutane (50 mL) and hexanes 75 mL to afford the title product (2.3 g, 99.8% e.e.) as white solid.1H NMR oe 3.02 (s, 3H), 3.48 (dd, 1H), 3.64 (d, 1H), 3.81 (dd, 1H), 4.12 (q, 1H), 6.78 (dd,1H), 7.49 (d, 2H), 7.65 (d, 2H), 8.72 (m, 1H), 10.07 (s, 1H).

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, 108118-69-0, 2,6-Difluoropyridin-3-amine.

Reference:
Patent; FMC CORPORATION; CHEN, Yuzhong; (56 pag.)WO2018/175226; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 3-Bromo-6-mercaptopyridine

Statistics shows that 56673-34-8 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-6-mercaptopyridine.

Application of 56673-34-8, 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.56673-34-8, name is 3-Bromo-6-mercaptopyridine, molecular formula is C5H4BrNS, molecular weight is 190.06, as common compound, the synthetic route is as follows.

A suspension of 5-bromo-pyridine-2-thiol (which may be prepared as described for Intermediate 1.05; 2 g, 10.5 mmol) in carbon tetrachloride (40 mL) and water (8 mL) was cooled to 0 C. using an ice-bath. Chlorine gas was bubbled through the reaction mixture for 20 min and then CH2Cl2 (100 mL) was added. The mixture was washed with brine. The organic layer was dried over anhydrous Na2SO4, filtered, and evaporated under reduced pressure to give 5-bromo-pyridine-2-sulfonyl chloride (1.92 g, 71%) as a light yellow solid which was used directly in the next step without further purification. NMR (400 MHz, DMSO-d6) delta: 8.63 (d, J=1.5 Hz, 3H), 8.07 (dd, J=8.3, 2.2 Hz, 3H), 7.68 (d, J=8.3 Hz, 3H).

Statistics shows that 56673-34-8 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-6-mercaptopyridine.

Reference:
Patent; Firooznia, Fariborz; Gillespie, Paul; Lin, Tai-An; So, Sung-Sau; US2012/309796; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 24059-83-4

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. 24059-83-4, Methyl 3-methoxypyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Related Products of 24059-83-4, Adding some certain compound to certain chemical reactions, such as: 24059-83-4, name is Methyl 3-methoxypyridine-2-carboxylate,molecular formula is C8H9NO3, 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 24059-83-4.

The reaction mixture of compound 5 (261 mg, 1.56 mmol), NaOH (281 mg, 7.03 mmol) in MeOH (9 mL) and water (6 mL) was stirred at rt for 1.5 h. The solvent was removed under reduced pressure and the residue was diluted with water. The solution was extracted with EtOAc (5 times). The organic phases were combined and evaporated under vacuum to give 6 as a light yellow solid. 1H NMR (300 MHz, CD3OD) delta 8.18 (s, 1H), 7.78 (d, J = 8.3 Hz, 1H), 7.67 (s, 1H), 3.96 (s, 3H).

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. 24059-83-4, Methyl 3-methoxypyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

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

Introduction of a new synthetic route about 3-(Methylamino)isonicotinic Acid

The synthetic route of 1461602-59-4 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 1461602-59-4, 3-(Methylamino)isonicotinic Acid, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

Example 20. Synthesis of Compound 127 Methyl 3-(methylamino)pyridine-4-carboxylate To a stirred solution of 3-(methylamino)pyridine-4-carboxylic acid (11 g, 72.296 mmol, 1 equiv.) in MeOH (500 mL, 12349.455 mmol, 170.82 equiv.) was added SOCl2 (43.01 g, 361.478 mmol, 5 equiv.) dropwise at 0 C. The resulting mixture was stirred for 30 hours at 70 C. The reaction was monitored by LCMS. The mixture was allowed to cool down to room temperature. The resulting mixture was concentrated under reduced pressure. The residue was dissolved in ethyl acetate (50 mL). The mixture basified to pH 8 with saturated NaHCO3 (aq.). The resulting mixture was extracted with EtOAc (2*20 mL). The combined organic layers were washed with brine (1*30 mL), dried over anhydrous Na2SO4. After filtration, the filtrate was concentrated under reduced pressure to afford methyl 3-(methylamino)pyridine-4-carboxylate (9 g, crude) as a yellow solid.

The synthetic route of 1461602-59-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Goldfinch Bio, Inc.; Ledeboer, Mark W.; Daniels, Matthew H.; Yu, Maolin; Harmange, Jean-Christophe P.; US2020/102301; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 6-Chloronicotinonitrile

According to the analysis of related databases, 33252-28-7, the application of this compound in the production field has become more and more popular.

Application of 33252-28-7, Adding some certain compound to certain chemical reactions, such as: 33252-28-7, name is 6-Chloronicotinonitrile,molecular formula is C6H3ClN2, 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 33252-28-7.

General procedure: To a 0.5 M solution of 2-chloro-5-cyanopyridine (10 mmol) in isopropyl alcohol hydrazine hydrate (50 mmol) was added in portions over 1 hour. The reaction mixture was heated at reflux for 24 hours, cooled down to ambient temperature and the resulting precipitate of 5-cyano-2-hydrazinopyridine was separated by filtration, washed with isopropyl alcohol and air-dried. Without further purification, it was dissolved in the respective aliphatic carboxylic acid (0.5M) and heated at reflux for 48 hours. Upon cooling to room temperature, the volatiles were removed in vacuo and the residue was triturated with 1M aqueous sodium bicarbonate. The precipitate thus formed was filtered off, washed with water and air dried. The resulting 1,2,4-triazolo[4,3-a]pyridine 9 was dissolved in 7M methanolic ammonia (0.25 M with respect to 9) and was hydrogenated over Raney Nickel catalyst (0.5 equiv.) at 100 atm and 60 C over 48 hours. Once it reached room temperature, the mixture was filtered through a short plug of silica gel and concentrated in vacuo. Chromatography on silica gel using 05% MeOH in CH2Cl2 afforded analytically pure compounds 8a-e.

According to the analysis of related databases, 33252-28-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mishchuk, Alexander; Shtil, Natalia; Poberezhnyk, Mykola; Nazarenko, Konstiantyn; Savchenko, Timur; Tolmachev, Andrey; Krasavin, Mikhail; Tetrahedron Letters; vol. 57; 9; (2016); p. 1056 – 1059;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 2-(tert-Butoxy)pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83766-88-5, its application will become more common.

Synthetic Route of 83766-88-5, 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 83766-88-5 as follows.

A 5-mL reactionvial was equipped with a stir bar, a rubber septum, and an argon inlet needle.The vial was charged with t-butoxypyridine(3) (1.2 mmol) and dry PhCH3(1 mL), and was allowed to stir at 0 C. MeOTf (1.2 mmol) was added dropwise tothe reaction mixture over 5 min. Upon complete addition, the reaction wasallowed to stir for 1h. The alcohol (1 mmol) dissolved in dry PhCH3or dry DCM (1 mL) depending upon the solubility of the alcohol, was added over30 seconds to the reaction mixture. The ice bath was removed and the reactionmixture was allowed to stir at room temperature (~ 23 C) for 1.5h. When thereaction was complete by TLC, the mixture was diluted in Et2O or DCMdepending upon the solubility of the product. Et2O was preferredbecause the hydroxypyridine/pyridone byproduct (5) was less soluble in this solvent than DCM. The diluted reactionmixture was washed with water (10 mL), then brine (10 mL). The organic fractionwas dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to isolate the crude productmixture. The crude mixture was purified by flash chromatography to yield thepure t-butyl ether.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,83766-88-5, its application will become more common.

Reference:
Article; Salvati, Anna E.; Hubley, Christian T.; Albiniak, Philip A.; Tetrahedron Letters; vol. 55; 51; (2014); p. 7133 – 7135;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 1211523-71-5

The synthetic route of 1211523-71-5 has been constantly updated, and we look forward to future research findings.

Reference of 1211523-71-5 , The common heterocyclic compound, 1211523-71-5, name is 2-(2-Bromopyridin-3-yl)acetonitrile, molecular formula is C7H5BrN2, 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: General procedure for indole synthesis by Cu-catalyzed amidation reaction. A dried re-sealable vialwith a Teflon stir bar was charged with amide (3.0 equiv, 1.5 mmol), CuI (5 mol%, 0.025 mmol), K3PO4(2.0 equiv, 1.0 mmol). The vial was sealed with a rubber septum and evacuated and refilled with argonthree times through a syringe needle. Under an argon atmosphere, toluene (0.5 mL),trans-1,2-diaminocyclohexane (20 mol%, 0.1 mmol) and aryl halide (0.50 mmol) were each added viasyringe. The rubber septum was then removed and quickly replaced with a Teflon screw cap and thereaction mixture was stirred at 110 C for 24 h. The resulting suspension was allowed to reach roomtemperature and filtered through a pad of silica gel eluting with AcOEt (10 mL). The filtrate wasconcentrated and the residue was purified by flash chromatography to afford a pure product.

The synthetic route of 1211523-71-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Abe, Masahiro; Denneval, Charline; Nozawa-Kumada, Kanako; Kondo, Yoshinori; Heterocycles; vol. 92; 5; (2016); p. 900 – 909;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 75358-90-6

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75358-90-6, Ethyl 2-cyanonicotinate, and friends who are interested can also refer to it.

Application of 75358-90-6, 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. 75358-90-6, name is Ethyl 2-cyanonicotinate. A new synthetic method of this compound is introduced below.

Et3N (10 ml) was added to a solution of ethyl 2-cyanonicotinate (1.9 g, 10.78 mmol) in 20 ml of pyridine. Hydrogen sulfide was passed through the reaction mixture at 5 C. for 20 minutes, then the mixture was stirred for 1 hour at room temperature. For work up the solution was purged with nitrogen for 30 minutes, evaporated to dryness, and the remaining solid dissolved in 200 ml of dichloromethane. The organic layer was washed successively with water and brine, dried, evaporated and treated with ethylacetate to give 2.15 g of a red oil which was reacted without further purification.ESI-MS [M+H]+: 211.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,75358-90-6, Ethyl 2-cyanonicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Kling, Andreas; Mack, Helmul; Junios, Kaija; Mceller, Achim; Hombarger, Wllirled; Hulchins, Charles W.; US2010/216844; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Share a compound : 5-Chloro-3-methylpyridine-2-carboxylic acid

At the same time, in my other blogs, there are other synthetic methods of this type of compound,886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, 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, HPLC of Formula: C7H6ClNO2, blongs to pyridine-derivatives compound. HPLC of Formula: C7H6ClNO2

To a solution of Intermediates 14A and 14B (0.218 g, 0.415 mmol) in dicholomethane (4 mL) were added 5-chloro-3-methylpicolinic acid (0.075 g, 0.435 mmol), triethylamine (0.115 mL, 0.829 mmol) and (O-(7-azabenzotriazol-1-yl)-N,N,N?,N?-tetramethyluronium hexafluorophosphate) (0.173 g, 0.456 mmol). The mixture was stirred at room temperature for 90 minutes and then concentrated. The crude product was purified by silica-gel column chromatography, eluting with 5% to 40% ethyl acetate in heptanes, to provide two diastereomeric intermediates. The major diastereomer was redissolved in DCM (1.0 mL), and trifluoroacetic acid (0.39 mL, 5.3 mmol) was added. The reaction was stirred at ambient temperature for 30 minutes, concentrated, and partitioned between saturated aqueous sodium bicarbonate and DCM. The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated to provide the title compound (48 mg, 24% yield). 1H NMR (400 MHz, DMSO-d6) delta 10.67 (s, 1H), 8.60 (d, J=1.86 Hz, 1H), 8.03 (d, J=1.66 Hz, 1H), 7.90 (d, J=8.41 Hz, 1H), 7.64 (br. s., 1H), 7.06-7.25 (m, 1H), 6.01 (br. s., 2H), 2.56 (s, 3H), 2.25-2.42 (m, 1H), 1.83 (br. s., 3H), 1.71 (t, J=7.19 Hz, 2H), 1.56 (d, J=10.37 Hz, 1H), 1.50 (s, 3H), 1.41 (br. s., 3H). LC/MS (ESI+) m/z=479.0 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,886365-46-4, 5-Chloro-3-methylpyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; BROWN, James; GUZMAN-PEREZ, Angel; HUA, Zihao; JUDD, Ted; LIU, Qingyian; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; US2015/38497; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem