Day: April 8, 2022

Application of 59105-50-9, Adding some certain compound to certain chemical reactions, such as: 59105-50-9, name is (5-Bromopyridin-3-yl)(phenyl)methanone,molecular formula is C12H8BrNO, 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 59105-50-9.

General procedure: Pd(PPh3)4 (17.3 mg, 0.015 mmol) was added to a solution of 3-benzoy-5-bromo pyridine(130.1 mg, 0.5 mmol) and aryl boronic acid (0.6 mmol) in MeOH (0.2 mL), toluene (0.8 mL),and 2 M Na2CO3 (0.2mL) under N2. The mixture was heated to 75 C for 2 h, and then cooledto room temperature and concentrated under reduced pressure. Water was added to theresidue and the aq. phase was extracted with DCM (3 × 5 mL). The combined organic layerswere washed with brine, dried over Na2SO4, and evaporated to obtain the crude product.Purification by column chromatography on silica gel afforded the desired product.

According to the analysis of related databases, 59105-50-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fu, Yun; Sun, Jian; Molecules; vol. 24; 3; (2019);,
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.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.category: pyridine-derivatives

At 0 C., EDC (0.45 g, 2.4 mmol) was added to a solution of tert-butylacetic acid (0.30 mL, 2.3 mmol), and 1-hydroxy-7-azabenzotriazole (0.32 g, 2.4 mmol) in dichloromethane (30 mL). The reaction mixture was stirred for 20 min at 0 C. 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine dihydrochloride (0.50 g, 2.4 mmol) was added. Ethyldiisopropylamine (0.40 mL, 2.4 mmol) was added. The reaction mixture was stirred for 16 h at room temperature. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with 10% aqueous sodium hydrogen sulfate solution (100 mL). A 1 N solution of sodium hydroxide was added to the aqueous solution until pH 12 was obtained. It was extracted with ethyl acetate (2*100 mL). These organic extracts were dried over magnesium sulfate. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (40 g), using dichloromethane/methanol/25% aqueous ammonia (100:10:1) as eluent to give 125 mg of the title compound. 1H NMR (CDCl3, 2 rotamers): delta 1.03 and 1.10 (both s, together 9H); 2.35 and 2.40 (both s, together 2H); 2.68 and 2.78 (both t, together 2H); 3.80 and 3.95 (both t, together 2H); 4.55 and 4.70 (both s, together 2H); 7.53 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 623585-74-0, 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.623585-74-0, name is Methyl 2,5-dichloroisonicotinate, molecular formula is C7H5Cl2NO2, molecular weight is 206.03, as common compound, the synthetic route is as follows.

To a THF solution of methyl 2, 5-dichloro- isonicotinate was added Fe(acac)3 (0.05 eq) and NMP (-10 vol) . After cooling to O0C, CH3MgBr (1.2 eq) was added and the mixture was stirred at 00C for 1 h. After aqueous workup, the organic extracts were purified by silica chromatography to yield nicotinate 6-3.

Statistics shows that 623585-74-0 is playing an increasingly important role. we look forward to future research findings about Methyl 2,5-dichloroisonicotinate.

Reference:
Patent; BIOTA SCIENTIFIC MANAGEMENT PTY LTD; WO2008/141385; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 131747-62-1, 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 131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Step 1. (S^-l-Methyl-N-iiS-itrifluoromethy pyridin-l-y methylene)- propane-2-sulfinamideTo a solution of 3-(trifluoromethyl)picolinaldehyde (Frontier Scientific, 9.80 g, 56.0 mmol) and DCM (50 mL) was added (5)-2-methylpropane-2-sulfin- amide (AK Scientific, 10.3 g, 85.0 mmol) and copper(II) sulfate (35.3 g, 221 mmol). After 1.5 h at rt, the reaction was filtered through a pad of Celite brand filter agent and the pad of Celite filter agent was rinsed with DCM. The filtrate was concentrated in vacuo to give a dark green oil. The oil thus obtained was loaded onto a silica gel column and eluted with 30% EtOAc in hexanes to give (5 E)-2-methyl-N-((3-(trifluoromethyl)pyridin-2-yl)methylene)propane-2- sulfmamide (13.2 g, 47.5 mmol, 85.0 % yield), as a golden oil. 1H NMR (300 MHz, CDCls) delta ppm 9.02 (d, J= 4.3 Hz, 1H), 8.70 (d, J= 1.3 Hz, 1H), 8.38 (d, J = 7.7 Hz, 1H), 7.79 (dd, J= 7.9, 4.8 Hz, 1H), 1.18 (s, 9H). MS (ESI pos. ion) m/z: 279.1 (M+H).

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 131747-62-1, 3-(Trifluoromethyl)pyridine-2-carboxaldehyde.

Reference:
Patent; AMGEN INC.; BROWN, James; CHEN, Jian J.; GORE, Vijay Keshav; HARRIED, Scott; HORNE, Daniel B.; KALLER, Matthew R.; LIU, Qingyian; MONENSCHEIN, Holger; NGUYEN, Thomas T.; NISHIMURA, Nobuko; ZHONG, Wenge; WO2012/177896; (2012); 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. 123853-39-4, name is 4-(2,3-Dichlorophenyl)-5-(methoxycarbonyl)-2,6-dimethyl-1,4-dihydropyridine-3-carboxylic acid, the common compound, a new synthetic route is introduced below. COA of Formula: C16H15Cl2NO4

4-(2′,3′-dichlorophenyl)-2,6-dimethyl-5-(methoxycarbonyl)-1,4-dihydropyridin-3-carboxylic acid (20.0g, 56.2mmol), Potassium carbonate (32.lg, 232.5 mmol), lithium iodide (3.86 g, 23.2 mmol) was addedDMF (300 ml), and chloromethyl n-butyrate was added(31.6 g, 232.5 mmol) at 70 C for 4 h. The reaction solution was cooled to roomThe organic layer was separated, dried and the solvent was removed. A solid precipitated and a pale yellow solid was obtained by filtration. The filter cake was washed with 250 ml of methanol / water (100 ml)(1/1, volume ratio) to obtain 61.6 g of a solid, 87.2% yield.

The synthetic route of 123853-39-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Institute of Pharmaceutical Industry; Li J, ianqi; Zheng, Yongyong; Fang, Gan; Zhang, Li; (9 pag.)CN103242220; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(Methylthio)oxazolo[4,5-b]pyridine

10161] 3-Methyl-2-methylthiooxazolopyridinium tosylateprepared by heating the corresponding 2-methylthioox- azolopyridines (M. Y. Chu-Moyer and R. l3erger, J. Org. Chem., 60, 5721-5725 (1995)) with one equivalent of methyl tosylate at 100-110 C. for one hout Derivatives preparedsimilarly include:

With the rapid development of chemical substances, we look forward to future research findings about 169205-95-2.

Reference:
Patent; LIFE TECHNOLOGIES CORPORATION; LEUNG, Wai-Yee; CHEUNG, Ching-Ying; YUE, Stephen; US2015/218380; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 99368-68-0, name is 6-Chloro-5-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 6-Chloro-5-(trifluoromethyl)pyridin-3-amine

D. lambda/-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)acetamideA mixture of 6-chloro-5-(trifluoromethyl)pyridin-3-amine (2.95 mmol, 0.58 g) and 30% HBr in acetic acid (6 ml) in a sealed tube was heated at 1000C overnight. The crude mixture was poured into ice water, the pH was set to10 with 2N aqueous NaOH and extracted withCHCI3.The solvent was removed under reduced pressure to afford 0.680 g (82% of yield) of the expected product.ESI/MS (m/e, %): 281.96 (100.0%), 283.96 (97.3%).

With the rapid development of chemical substances, we look forward to future research findings about 99368-68-0.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2009/21696; (2009); 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. 884495-30-1, name is 5-Fluoro-2-methoxyisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Fluoro-2-methoxyisonicotinic acid

(5-Fluoro-2-methoxy-pyridin-4-yl)methanol, used as starting material was prepared as follows:-Borane-tetrahydrofuran complex (1M solution in THF, 52.6 ml, 52.6 mmol) was added slowly to a solution of 5-fluoro-2-methoxy-pyridine-4-carboxylic acid (2 g, 11.7 mmol) in THF (100 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2.5 h. The solvent was then evaporated and the residue was stirred in methanol (40 ml) for 16 h. The solvent was evaporated and the residue was purified on a silica isolute column, eluting with 0-1% MeOH in DCM to afford (5-fluoro-2-methoxy-pyridin-4-yl)methanol as a white solid (1.42 g, 77% yield).1H NMR (399.902 MHz, CDCl3) delta 3.90 (s, 3H), 4.76 (s, 2H), 6.84-6.87 (m, 1H), 7.92 (d, 1H). MS: m/z 158 (MH+); (5-Fluoro-2-methoxy-pyridin-4-yl)methanol, used as starting material, was prepared as follows:-Borane-tetrahydrofuran complex (IM solution in THF, 52.6 ml, 52.6 mmol) was added slowly to a solution of 5-fluoro-2-methoxy-pyridine-4-carboxylic acid (2 g, 11.7 mmol) in THF (100 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2.5 h. The solvent was evaporated and the residue was stirred in methanol (40 ml) for 18 h. The solvent was evaporated and the crude product was purified by silica column chromatography, eluting with 0-1% MeOH in DCM. Pure product fractions were combined and evaporated to afford (5-fluoro-2-methoxypyridin-4-yl)methanol as a white solid (1.42 g, 77%).1H NMR (399.902 MHz, CDCl3) delta 3.90 (s, 3H), 4.76 (s, 2H), 6.84-6.87 (m, 1H), 7.92 (d, 1H); m/z (ES+) [M+H]+=158.

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, 884495-30-1, 5-Fluoro-2-methoxyisonicotinic acid.

Reference:
Patent; ASTRAZENECA AB; US2008/4302; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1111637-74-1 , The common heterocyclic compound, 1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone, molecular formula is C7H5BrFNO, 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.

Step 1: 1-(5-bromo-2-fluoropyridin-3-yl)-2-fluoroethanone (12a) A solution of 1-(5-bromo-2-fluoropyridin-3-yl)ethanone (200 mg, 0.92 mmol) and triethylamine (140 mul, 1.01 mmol) in toluene (2 mL) was treated with trimethylsilyl trifluoromethanesulfonate (182 mul, 1.01 mmol) under nitrogen atmosphere. The reaction mixture was heated to 80 C. for 2 h, the upper toluene phase was isolated (e.g. by decanting) and concentrated under reduced pressure to give a yellow oil. The oil was dissolved in acetonitrile (2 mL) and added to a suspension of 1-chloromethyl-4-fluoro-1,4-diazoniabicyclo-(2.2.2)octane bis(tetrafluoroborate) (325 mg, 0.92 mmol) in acetonitrile (2 mL) at room temperature. After 1 h, the solvent was removed under reduced pressure. The residue was partitioned between brine and EtOAc. The organic phase was separated and dried over MgSO4. The solvent was removed under reduced pressure to obtain 1-(5-bromo-2-fluoropyridin-3-yl)-2-fluoroethanone (170 mg, 0.72 mmol, 79% yield, 90% purity) as a light yellow solid. This material was used in the next step without purification. MS m/z=237.9 [M+H]+. Calculated for C7H4BrF2NO: 236.01.

The synthetic route of 1111637-74-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MINATTI, Ana Elena; LOW, Jonathan D.; ALLEN, Jennifer R.; CHEN, Jian; CHEN, Ning; CHENG, Yuan; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; TAMAYO, Nuria A.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; US2014/249104; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 58483-98-0, 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. 58483-98-0, name is 2-Amino-5-bromonicotinamide. A new synthetic method of this compound is introduced below.

Oxalyl chloride (100 mL, 1.16 mmol) was added dropwise to a suspension of 2- amino-5-bromo-nicotinamide (500 mg, 2.31 mmol) in toluene (5 mL) and the resulting mixture was heated to reflux for 4 h. The reaction mixture was cooled and the mustard- colored solid which had formed was collected by filtration. The solid was washed with a small amount of water, MEOH, and then dried under high vacuum (40 C) overnight to give the title compound (435 mg, 77%) :’H NMR (300 MHz, DMSO-D6) 8 11.86 (s, 1H), 11.60 (s, 1H), 8.72 (d, J = 2.5 Hz, 1H), 8. 35 (d, J = 2.5 Hz, 1 H) ; 13C NMR (126 MHz, DMSO-d6) 8 161.4, 154.8, 151.2, 150.17, 137.8, 112.6, 111.6.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,58483-98-0, 2-Amino-5-bromonicotinamide, and friends who are interested can also refer to it.

Reference:
Patent; AFFINIUM PHARMACEUTICALS, INC.; WO2004/52890; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem