Day: September 18, 2021

Adding a certain compound to certain chemical reactions, such as: 1083057-14-0, tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate, 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, Application In Synthesis of tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate, blongs to pyridine-derivatives compound. Application In Synthesis of tert-Butyl 3-(6-amino-3-methylpyridin-2-yl)benzoate

Preparation of 3-(6-(1-(2,2-difluorobenzo [d][1,3]dioxol-5-yl)-cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate The crude acid chloride described above was dissolved in toluene (2.5 vol based on acid chloride) and added via addition funnel to a mixture of tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate (1 eq), DMAP, (0.02 eq), and triethylamine (3.0 eq) in toluene (4 vol based on tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate). After 2 hours, water (4 vol based on tert-butyl-3-(6-amino-3-methylpyridin-2-yl)benzoate) was added to the reaction mixture. After stirring for 30 minutes, the layers were separated. The organic phase was then filtered and concentrated to afford a thick oil of 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate (quantitative crude yield). Acetonitrile (3 vol based on crude product) was added and distilled until crystallization occurs. Water (2 vol based on crude product) was added and the mixture stirred for 2 h. The solid was collected by filtration, washed with 1:1 (by volume) acetonitrile/water (2*1 volumes based on crude product), and partially dried on the filter under vacuum. The solid was dried to a constant weight (<1% difference) in a vacuum oven at 60 C. with a slight N2 bleed to afford 3-(6-(1-(2,2-difluorobenzo[d][1,3]dioxol-5-yl) cyclopropanecarboxamido)-3-methylpyridin-2-yl)-t-butylbenzoate as a brown solid. The synthetic route of 1083057-14-0 has been constantly updated, and we look forward to future research findings. Reference:
Patent; Vertex Pharmaceuticals Incorporated; Verwijs, Marinus Jacobus; (75 pag.)US2016/324788; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13508-96-8, 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 13508-96-8, name is 2-Methyl-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

2-methyl-4-nitropyridine (13.8 g, 0.1 mol) was dissolved in a methanol solution.10% Pd/C (0.1 g) was added, and the reaction was carried out in an autoclave, and hydrogen gas was passed to a pressure of 0.5 MPa, and the temperature was raised to 30 C for 15 hours.TLC was monitored until the reaction was complete, cooled to room temperature, diatomaceous earth was filtered, and the filter cake was washed with dichloromethane.This prevents Pd/C from catching fire and the filtrate is concentrated to give 2-methyl-4-aminopyridine.The molar yield was 97%.

According to the analysis of related databases, 13508-96-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Danyang Ning David Fang To Detect Co., Ltd.; Wei Qian; (5 pag.)CN109748854; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 139022-25-6 , The common heterocyclic compound, 139022-25-6, name is Imidazo[1,2-a]pyridine-6-carboxylic acid, molecular formula is C8H6N2O2, 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 compound B-266 (4.3 g, 27 mmol) in anhydrous tetrahydrofuran (25 mL) was added borane dimethyl sulfide complex (5.8 mL, 10 N in dimethyl sulfide, 58 mmol) dropwise at 0 C. The resulting solution was stirred at 0 C for 0.5 hour, then heated to 80 C and stirred at this temperature for 3 hours. On completion, the mixture was quenched with methanol (10 mL) at 0 C, concentrated in vacuo and purified by silica gel chromatography [dichloromethane: methanol = 10: 1] to give compound B-267 (1.0 g, 26% yield) as a white solid. LCMS: (ES+) m/z (M+H)+ = 149.1 , tR = 0.279.

The synthetic route of 139022-25-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORUM PHARMACEUTICALS, INC.; BURNETT, Duane, A.; BURSAVICH, Matthew, Gregory; MCRINER, Andrew, J.; WO2015/66371; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 588729-99-1, 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. 588729-99-1, name is 3-Amino-5-bromo-2-chloropyridine. A new synthetic method of this compound is introduced below.

Intermediate 50 N-(5-Bromo-2-chloro-3-pyridinyl)methanesulfonamide 5-Bromo-2-chloro-3-pyridinamine (10 g) was dissolved in pyridine (75 ml) and methanesulfonyl chloride (7.5 ml) was added and stirred overnight. Further methanesulfonyl chloride (2.1 ml) was added and the reaction stirred at RT for 5 h. Further methanesulfonyl chloride (2.1 ml) was added and the mixture stired at RT overnight. The ph was adjusted to -6 by the addition of 2M HCI (aq). The mixture was then extracted with DCM (2 x 150 ml) and the combined organic layers were passed through a hydrophobic frit and the solvent removed in vacuo. The residue was suspended in methanol (200 ml) and 2M NaOH (50 ml) was added. The mixture was stirred for 1 hour and then the solvent removed in vacuo. The residue was dissolved in water (250 ml) and washed with DCM (150 ml). The aqueous layer was then acidified and the resulting precipitate collected by filtration. The solid was air dried overnight to give title compound (13.45 g) as an off white solid. LCMS (Method B) R1 = 0.81 min, MH” = 285.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,588729-99-1, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; WO2009/147187; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 60832-72-6, 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. 60832-72-6, name is Oxazolo[4,5-b]pyridin-2(3H)-one. A new synthetic method of this compound is introduced below.

Step-2 [0135] To the stirred solution of compound 2 (0.5 g, 3.35 mmol) in DMF (3 ml) was added bromine (0.53 g, 3.35 mmol) at 0 C. After 2 h stirring at room temperature, reaction mass was poured onto crushed ice, solid was followed out, filtered the solid and dried under vacuum to get the desired compound 3 (0.25 g)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60832-72-6, Oxazolo[4,5-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Rangarajan, Radha; Kumar, Rajinder; Prabhakar, BV; Chandrasekhar, P; Mallikarjuna, P; Banerjee, Ankita; US2014/249170; (2014); 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. 1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine. A new synthetic method of this compound is introduced below., Computed Properties of C12H20N4

General procedure: To a solution of 5a (0.10 g, 0.33 mmol) and 9a (0.07 g, 0.33 mmol) in 1,4-dioxane (2 mL), were added Cs2CO3 (0.21 g, 0.65 mmol), Pd2(dba)3 (0.03 g, 0.03 mmol) and XantPhos (0.03 g, 0.06 mmol). The mixture was heated to 120 C for 60 min with microwave, then cooled to room temperature, diluted with water (10 mL), and extracted with DCM (40 mL × 3). The combined organic layers were washed with water (40 mL) and brine (40 mL), dried over anhydrous Na2SO4, concentrated under vacuum, and purified by silica gel column chromatography (DCM / MeOH = 20:1) to give compound 10a (0.02 g, 12.40%) as a yellow solid.

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, 1180132-17-5, 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine.

Reference:
Article; Wang, Yan; Liu, Wen-Jian; Yin, Lei; Li, Heng; Chen, Zhen-Hua; Zhu, Dian-Xi; Song, Xiu-Qing; Cheng, Zhen-Zhen; Song, Peng; Wang, Zhan; Li, Zhi-Gang; Bioorganic and Medicinal Chemistry Letters; vol. 28; 5; (2018); p. 974 – 978;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 16498-81-0 , The common heterocyclic compound, 16498-81-0, name is 2-Methoxynicotinic acid, molecular formula is C7H7NO3, 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.

Add 100 ml of water and 20 g of 2-methoxynicotinic acid to a 250 ml three-necked flask, then add 32 g of NBS.After 16 hours of reaction at a temperature of 20-25 degrees, a sample was taken for HPLC detection, and the reaction was terminated when HPLC detected that the starting material was less than 2%.After the end of the reaction, the mixture was filtered, and the solid was dried to give the product 2-methoxy-5-bromonicotinic acid, weight: 26.36 g, yield 87%.

The synthetic route of 16498-81-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Huichuan Bio-pharmaceutical Technology Co., Ltd.; Tang Bengang; He Weihua; (16 pag.)CN109503473; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 162102-79-6, Adding some certain compound to certain chemical reactions, such as: 162102-79-6, name is Dimethyl 4-bromopyridine-2,6-dicarboxylate,molecular formula is C9H8BrNO4, 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 162102-79-6.

(2) Synthesis of 4-bromo-6-(methoxycarbonyl)pyridine-2-carboxylic acid A mixture of 6.09 g of dimethyl 4-bromopyridine-2,6-dicarboxylate, 1.08 g of potassium hydroxide, 200 ml of methanol and 20 ml of methylene chloride was stirred at room temperature for 3 hours, and 200 ml of diethylether was added thereto. The resulting white solid was filtered, and then washed with ether. The obtained white solid was dissolved in water, and then 12 ml of hydrochloric acid (2 M) was added thereto. The resulting mixture was extracted with chloroform. The organic layer was dried over anhydrous magnesium sulfate and filtered, and the filtrate was concentrated in vacuo to give the title compound.

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. 162102-79-6, Dimethyl 4-bromopyridine-2,6-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP2017279; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 916325-85-4, 5-Bromo-1H-pyrazolo[3,4-b]pyridine-3-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, Computed Properties of C7H4BrN3O2, blongs to pyridine-derivatives compound. Computed Properties of C7H4BrN3O2

To a solution of 5-bromo-1H-pyrazole[3,4-b]pyridine-3-carboxylic acid (XVIII) (0.242 g, 1 mmol) in dry DMF (5 mL) was added CDI (0.178 g, 1.1 mmol) and heated for 3 h at 65 C. under nitrogen. The solution was cooled to room temperature and N,O-dimethyl hydroxylamine hydrochloride (0.107 g, 1.1 mmol) was added to the solution. The solution was again heated for 3 h at 65 C. under nitrogen. The solution was cooled and the solvent was evaporated under reduced pressure. The residue was dissolved in DCM, washed successively with a 10% HCl solution, a saturated aqueous NaHCO3 solution and brine. The organic phase was dried over MgSO4, filtered and concentrated under reduced pressure to produce 5-bromo-N-methoxy-N-methyl-1H-pyrazolo[3,4-b]pyridine-3-carboxamide (XIX) as a white solid (260 mg, 0.91 mmol, 92% yield). 1H NMR (CDCl3) delta ppm 3.55 (s, 3H), 3.78 (s, 3H), 8.59 (d, J=3.01 Hz, 1H), 8.67 (d, J=3.01 Hz, 1H); ESIMS found for C9H9BrN4O2 m/z 285.4 (M+H).

The synthetic route of 916325-85-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samumed, LLC; Hood, John; Kumar KC, Sunil; Wallace, David Mark; US2013/296302; (2013); 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.89-00-9, name is Pyridine-2,3-dicarboxylic acid, molecular formula is C7H5NO4, molecular weight is 167.1189, as common compound, the synthetic route is as follows.COA of Formula: C7H5NO4

Pyridine-2,3-dicarboxylic acid 43.1 (20 g, 121 mmol) was dissolved in methanol (400 ml) then concentrated sulfuric acid (12.9 ml, 242 mmol) was added and the mixture was stirredreflux for 18 h. The volatiles were removed, and the liquid poured carefully into saturatedsodium carbonate. The pH was adjusted to 7 with sodium carbonate then extracted threetimes with ethyl acetate. The organic layer was dried over magnesium sulfate, filtered andevaporated to provide compound 43.2 (19.5 g, 83percent) as an oil. 1H NMR (CDCI3, 300 MHz)3.96 (5, 3H), 4.04 (5, 3H), 7.50 (dd, 1H), 8.17 (d, 1H), 8.76 (d, 1H). UPLC (CSH 2-50percent)0.57 (196 [M+H]) 99percent.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,89-00-9, Pyridine-2,3-dicarboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; THE UNIVERSITY OF SHEFFIELD; RICHARDS, Gareth; SKERRY, Timothy, M.; HARRITY, Joseph, P.A.; ZIRIMWABAGABO, Jean-Olivier; TOZER, Matthew, J.; GIBSON, Karl, Richard; PORTER, Roderick, Alan; BLANEY, Paul, Matthew; GLOSSOP, Paul, Alan; (369 pag.)WO2018/211275; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem