Tag: M.W:100-200

Electric Literature of 2459-09-8, 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.2459-09-8, name is Methyl isonicotinate, molecular formula is C7H7NO2, molecular weight is 137.136, as common compound, the synthetic route is as follows.

Step 1. Synthesis of methyl 2-(hydroxymethyl)isonicotinate (59):A solution of methyl isonicotinate (58; 70 grams 0.5 mol), ammonium peroxodisulfate (233 grams, 1.02 mol), and cone, sulfuric acid (5 mL) in methanol (600 mL) was refluxed until starting material was consumed. The reaction was concentrated, water was added and the solution was neutralized to pH=9 with K2CO3. The resulting aqueous solution was extracted with ethyl acetate, and the extracts were concentrated, stirred with petroleum ether for 1 hour and the solids were collected by filtration to obtain 15 grams (18% yield) of 2- (hydroxymethyl)isonicotinate 59.

Statistics shows that 2459-09-8 is playing an increasingly important role. we look forward to future research findings about Methyl isonicotinate.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; NARAYAN, Radha; DISCH, Jeremy, S.; PERNI, Robert, B.; VU, Chi, B.; WO2010/56549; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72990-37-5 ,Some common heterocyclic compound, 72990-37-5, molecular formula is C6H4ClNO, 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.

Magnesium (86.5 mg, 3.60 mmol) was stirred vigorously under nitrogen for 30 min. THF (2 mL) and dibromoethane (2 drops) were added and the reaction mixture was warmed to 50 C. A solution of 4-bromotetrahydropyran (495 mg, 3.00 mmol) in THF (4 mL) was added drop-wise over 5 min and the reaction mixture was heated at reflux for 2 h. A solution of 3-chloro-4-pyridaldehyde (170 mg, 1.20 mmol) in THF (4 mL) was added drop-wise over 5 min and the reaction mixture was heated at reflux for 6 h, stirred at room temperature overnight and heated at reflux for 8 h. The reaction mixture was cooled to 0 C. and quenched with sat aq NH4Cl (10 mL). The reaction mixture was diluted with EtOAc (40 mL) and the aqueous fraction was extracted with EtOAc (3*40 mL). The combined organic fractions were washed with sat aq Na2CO3 (20 mL), dried (MgSO4) and concentrated in vacuo. The residue was purified by normal phase column chromatography to give the crude title compound as a pale yellow gum (69.0 mg, 25%). LCMS (ES+): 228.2 (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,72990-37-5, its application will become more common.

Reference:
Patent; PROXIMAGEN LIMITED; Evans, David; Carley, Allison; Stewart, Alison; Higginbottom, Michael; Savory, Edward; Simpson, Iain; Nilsson, Marianne; Haraldsson, Martin; Nordling, Erik; Koolmeister, Tobias; US2013/102587; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 6937-03-7, 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.6937-03-7, name is Methyl 2-aminoisonicotinate, molecular formula is C7H8N2O2, molecular weight is 152.1506, as common compound, the synthetic route is as follows.

Methyl 2-aminopyridine-4-carboxylate (2 g, 13.14 mmo 1, 1.00 equiv) wasdissolved in tert-butano 1 (20 mL) after which di-tert-butyl dicarbonate (4.02 g, 18.42mmol, 1.40 equiv) was added. The reaction mixture was agitated at 60C overnight then the reaction was halted through the addition of an aqueous 1M NaHCO3 solution (50 mL). The solid was recovered by filtration, washed with 50 mL of EtOH then dried in vacuo to yield 2.5 g (75 %) of compound 2E in the form of a white solid.

Statistics shows that 6937-03-7 is playing an increasingly important role. we look forward to future research findings about Methyl 2-aminoisonicotinate.

Reference:
Patent; PIERRE FABRE MEDICAMENT; PEREZ, Michel; RILATT, Ian; LAMOTHE, Marie; WO2014/174060; (2014); A1;,
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.103041-38-9, name is Ethyl 3-(pyridin-2-ylamino)propanoate, molecular formula is C10H14N2O2, molecular weight is 194.23, as common compound, the synthetic route is as follows.COA of Formula: C10H14N2O2

The embodiment of the 6 products obtained 10g, adding tetrahydrofuran 100 ml dissolved, adding 3.2gDBU, 4 . 5g3 – (pyridin-2-yl amino) propionic acid ethyl ester, the temperature is increased to 50 C reaction 7 hours, TLC (developing solvent: ethyl acetate: petroleum ether = 4:1) determine the end point of the reaction. After the completion of reaction, concentrating under reduced pressure to dry. Residue using ethyl acetate 150 ml dissolved, water 100 ml washing secondary, after drying with anhydrous sodium sulfate concentrated under reduced pressure to dry. Residue plus isopropanol refining to obtain a target compound product, yield 82.6%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,103041-38-9, Ethyl 3-(pyridin-2-ylamino)propanoate, and friends who are interested can also refer to it.

Reference:
Patent; Chongqing Institute of Pharmaceutical Industry Co., Ltd.; Xing, Naiguo; Wang, Li; Cai, Pengfei; Zheng, Deping; (14 pag.)CN105523999; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1003-68-5 ,Some common heterocyclic compound, 1003-68-5, molecular formula is C6H7NO, 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.

Aromatic heterocyclic substrates 1s (0.1mmol), 5-methylpyridone 2b (0.15mmol), copper acetate hydrate (0.1mmol), potassium acetate (0.2mmol), DMSO (1.0mL) respectively in an air atmosphere Add to a 15mL Schlenk tube, and then directly seal the tube at 80 C for 12h. After the reaction was completed, the mixture was cooled to room temperature, and a small amount of ethyl acetate and ammonia were added to quench the reaction. The ethyl acetate was repeatedly extracted. The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate, filtered under reduced pressure, and the solvent was evaporated under reduced pressure. The crude product was separated and purified by a preparative plate (DCM: MeOH = 35: 1) to obtain 3sb as a white solid, 23.2 mg, with a yield of 60%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1003-68-5, its application will become more common.

Reference:
Patent; Shanghai Laishi Blood Goods Co., Ltd.; Wang Peng; Yu Jinfeng; Li Jianjun; (32 pag.)CN110386929; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55758-32-2, Adding some certain compound to certain chemical reactions, such as: 55758-32-2, name is 6-Fluoropyridin-3-ol,molecular formula is C5H4FNO, 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 55758-32-2.

Step 2: To a solution of 6-fluoropyridin-3-ol (75 g, 663 mmol) in DMF (265 mL, 663 mmol) were added potassium carbonate (59.7 g, 995 mmol) and iodomethane (108 g, 763 mmol). The resulting slurry was heated at 100 C for 3 hours. The reaction was diluted with water (1000 mL) and poured into a separatory funnel containing diethyl ether (1000 mL). The layers were separated and the aqueous layer was extracted with diethyl ether (4 x 500 mL). The combined organic layers were washed with water and then brine, dried over sodium sulfate, filtered and concentrated in vacuo to provide a yellow oil. This oil was diluted with 500 mL of DCM and concentrated to provide a yellow oil with a large amount of an off white precipitate. The mixture was filtered and the derived solid was washed well with DCM. The filtrate was concentrate to provide a mixture consisting of a yellow oil and an off white solid. The solid was filtered, washing with DCM. Repeat this procedure again and then concentrated the filtrate to provide a yellow oil. The oil was taken up in 100 mL of ether and flashed through a plug of silica gel with 10:1 hexanes:ether to provide 2-fluoro-5-methoxypyridine as a yellow oil.

According to the analysis of related databases, 55758-32-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; EPSTEIN, Oleg; WHITE, Ryan; WEISS, Matthew; ZHONG, Wenge; LOW, Jonathan; WO2012/71279; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55934-00-4, 3,4-Dichloropyridine, 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, 55934-00-4, blongs to pyridine-derivatives compound. category: pyridine-derivatives

As described previously by Marzi, E. et al. (Eur. J. Org. Chem. 2001, 1371-1376), 2,2,6,6-tetramethylpiperidine (8.84 mL, 52 mmol, Aldrich) in 50 mL of ether at 0 C. was charged with n-BuLi (33 mL, 52 mmol, Aldrich, 1.6 M hexanes). After stirring at 0 C. for 30 min, the solution was cooled to -78 C. and charged with a solution of 3,4-dichloropyridine (7.0 g, 47 mmol, Matrix) in 5 mL of ether. After stirring at -78 C. for 2 h, carbon dioxide (dry ice) was bubbled into the reaction mixture via cannula at which time the solution became heterogeneous. After bubbling carbon dioxide into the reaction at -78 C. for 10 min, the cooling bath was removed and the reaction mixture was allowed to warm to rt with CO2 bubbling. The reaction was quenched with saturated aqueous ammonium chloride solution (50 mL) and stirred at rt under an atmosphere of air for 5 min. The reaction mixture was diluted with water (150 mL) and extracted with ethyl acetate (2¡Á75 mL) to remove any remaining starting material. The aqueous layer was acidified to pH 1-2 with 1N aqueous HCl solution and extracted with ethyl acetate (2¡Á100 mL). The organic phase was dried over anhydrous magnesium sulfate and concentrated in vacuo to give 3,4-dichloropicolinic acid (3.5 g, 39%) as a yellow solid. 1H NMR (DMSO-d6) delta 8.53 (d, 1H, J=5.2 Hz), 7.90 (d, 1H, J=5.2 Hz); MS (ESI+) m/z 192.08 (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,55934-00-4, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; US2008/114033; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16498-81-0, Adding some certain compound to certain chemical reactions, such as: 16498-81-0, name is 2-Methoxynicotinic acid,molecular formula is C7H7NO3, 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 16498-81-0.

PREPARATION B In a reaction flask equipped with a mechanical stirrer and dry ice condenser, there were placed 25.5 g. (0.166 mole) of 2-methoxynicotinic acid (the product of Preparation A) and 1500 ml. of water. Stirring was then commenced and chlorine gas was bubbled into the resultant slurry until saturation of same was complete with respect to said gas. This step required a period of 30 minutes. At the end of this time, the reaction mixture was allowed to stir at room temperature (~20 C.) for a period of approximately 16 hours (i.e., overnight) and then was filtered to remove crude product. The latter material was then washed with water and air dried, prior to being taken up in chloroform. The chloroform solution was then washed once with saturated brine and dried over anhydrous magnesium sulfate. After removal of the drying agent by means of filtration and the solvent by means of evaporation under reduced pressure, there were ultimately obtained 26.2 g. (84%) of pure 5-chloro-2-methoxynicotinic acid in the form of a white solid material melting at 149-151 C. (literature m.p. 149-150 C., according to D. E.

According to the analysis of related databases, 16498-81-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; US4980357; (1990); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 83282-49-9, Adding some certain compound to certain chemical reactions, such as: 83282-49-9, name is 5,6-Dimethylpicolinic acid,molecular formula is C8H9NO2, 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 83282-49-9.

5,6-dimethyl-pyridine-2-carboxylic acid methyl ester77.4 ml 2 mol/L trimethylsilyldiazomethan in hexane was added to 5, 6-dimethyl-pyridine-2- carboxylic acid in 150 mL methanol and 600 mL dichlormethane at -5C. The reaction was stirred 0.5h at -5C and then warm up to RT. The solvent was removed and the residue was purified by chromatorgaphie on Silica (cyclohexane 7: ethyl acetate 3) to give 12.8 g desired product.Rt: 0.49 (method M)(M+H)+: 166

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. 83282-49-9, 5,6-Dimethylpicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GRAUERT, Matthias; BISCHOFF, Daniel; DAHMANN, Georg; KUELZER, Raimund; RUDOLF, Klaus; WO2013/79460; (2013); A1;,
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. 139585-70-9, name is 6-Bromonicotinonitrile, the common compound, a new synthetic route is introduced below. HPLC of Formula: C6H3BrN2

Step B6-(8-hydroxy-1 ,4-dioxaspiro[4.5]dec-8-yl)nicotinonitrile. A solution of 6- bromonicotinonitrile (2 g, 1 1 mmol) in 50 ml. of dry THF and 15 ml. of dry hexane under argon was cooled to -100 C in a liquid nitrogen-Et20 bath. n-Butyllithium (7.5 ml_, 1 1 mmol, 1.6 M solution in hexane) was added dropwise so that the internal temperature did not exceed -95 C. The orange solution was stirred for an additional 10 min at -100 C to -95 C and then treated dropwise over 10 min with a solution of 1 ,4-cyclohexanedione monoethylene ketal (1 .8 g, 1 1 mmol) in 55 ml. of dry THF, again carefully maintaining the temperature below -95 C. The reaction mixture was stirred for 10 min at -100 C to -95 C, allowed to warm to 20 C and poured into ice water (400 ml_). The organic layer was separated, and the aqueous layer was extracted twice with Et20 (200 ml_). The combined organic extracts were dried over MgS04 and evaporated to give 2.8 g of white crystalline solid. Trituration with Et20 afforded 1 .9 g (67% yield) of white crystals: MS: (M+H)+ 261 .

The synthetic route of 139585-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; BURGESS, Gary; WO2012/114223; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem