Category: pyridine-derivatives

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 13473-01-3, name is 5-Chloro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 5-Chloro-2-methoxypyridine

b. 3-Bromo-5-chloro-2-methoxypyridine Using a procedure similar to that described in example 7 except starting with 5-chloro-2-methoxy pyridine (described in example 8a), the title compound was obtained in 41% yield. MS (CI,CH4) 222 (M+1,74), 224 (100), 226 (24), 250 (5), 252 (6), 254 (1).

With the rapid development of chemical substances, we look forward to future research findings about 13473-01-3.

Reference:
Patent; Zeneca Limited; US5512575; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 15862-31-4 ,Some common heterocyclic compound, 15862-31-4, molecular formula is C5H4BrN3O2, 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: Into a 30-mL flask, compound 2a-c was suspended in MeOH(6.0 mL). A solution of NH4Cl (5.0 equivalent.) in H2O (6.0 mL)was added followed by Fe powder (5.0 equivalents.). The suspensionwas stirred at 80 C for 2 h. which was filtered off at about50 C. The filtrate was concentrated and purified by column chromatography(KANTO 60 N, CH2Cl2/MeOH = 97/3 to 92/8) to give ared solid compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-31-4, its application will become more common.

Reference:
Article; Wang, Lei; Taniguchi, Yosuke; Okamura, Hidenori; Sasaki, Shigeki; Bioorganic and Medicinal Chemistry; vol. 25; 14; (2017); p. 3853 – 3860;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1822-51-1, 4-(Chloromethyl)pyridine hydrochloride, 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, Recommanded Product: 1822-51-1, blongs to pyridine-derivatives compound. Recommanded Product: 1822-51-1

To a mixture of diethyl 2-(((3af?,5f?,6/?,daf?)-6-acetoxy-6-ethynyl-2,2-dimethyltetra- hydrofuro[2,3-i/][l,3]dioxol-5-yl)methoxy)malonate (1.2 g, 2.90 mmol, 1 eq) in DMF (20 mL) at 20 C was added CS2CO3 (6.60 g, 20.27 mmol, 7 eq) and 4-(chloromethyl) pyridine hydrochloride (1.90 g, 11.58 mmol, 4 eq). The mixture was stirred for 2 h before it was filtered and the filter cake was washed with EtOAc (20 mL). The filtrate was diluted with water (60 mL) and extracted with EtOAc (3 x 50 mL). The combined extract was washed with water (2 x 50 mL), saturated aq. MLCl (50 mL), brine (50 mL), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on S1O2 (14-33% EtOAc in petroleum ether) to give diethyl 2- (((3ciR,5R, 6A*, A/ri>)-6-acetoxy-6-ethynyl-2,2-dimethyltetrahydrofuro[2,3-6/][ l ,3]-dioxol-5- yl)methoxy)-2-(pyridin-4-ylmethyl)malonate (900 mg, 61% yield) as a yellow oil

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1822-51-1, 4-(Chloromethyl)pyridine hydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; CALITHERA BIOSCIENCES, INC.; CHEN, Lijing; BILLEDEAU, Roland, Joseph; LI, Jim; (437 pag.)WO2019/246403; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1122-54-9, Adding some certain compound to certain chemical reactions, such as: 1122-54-9, name is 4-Acetylpyridine,molecular formula is C7H7NO, 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 1122-54-9.

Preparation of 4-Bromoacetylpyridine, HBr saltHBrBromine (24 g, 150 mmol) in 4 mL of 45% HBr was added drop wise under vigorous stirring to a solution at 70C of 4-acetyl-pyridine (18 g, 148 mmol) in acetic acid containing 45% of HBr (165 mL). The vigorously stirred mixture was kept at 700C for 3h. The mixture was cooled and the precipitate collected by filtration and washed with petroleum ether(40-65C)/methanol (1/1, 100 mL) to give 35.8 g of a white crystals of (85%).

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. 1122-54-9, 4-Acetylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AB SCIENCE; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE(CNRS); INSTITUT CURIE; WO2006/106437; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67367-26-4, Adding some certain compound to certain chemical reactions, such as: 67367-26-4, name is Methyl 2-methoxynicotinate,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 67367-26-4.

In a 500 mL dry round bottom flask with reflux condenser and magnetic stirrer was placed with 2-chloro-3-ethyl nicotinate (40.0 g, 215.5 mmol) in methanol (200 mL). CH3ONa in methanol (25%, 65 mL, 301.7 mmol) was added slowly and the reaction mixture was refluxed for 16 h. The reaction was cooled to rt, quenched by addition of a saturated aqueous NH4Cl solution. The aqueous mixture was extracted with ethyl acetate. The combined organic layers were washed well with water, brine, dried over Na2SO4 and concentrated to give 35 g of 2-methoxy-3-methyl nicotinate with 97% yield. Sodium hydride (60% in oil, 9.21 g, 230.3 mmol) was added to a dry 500 mL round bottom flask followed by 100 mL DMF. 4-Methoxyacetophenone (31.45 g, 209.44 mmol) in 50 mL dry DMF was added dropwise at 0 C. over 30 min. The reaction mixture was stirred for 1 h at rt. 2-Methoxynicotinic acid methyl ester (35 g, 209.44 mmol) was dissolved in 50 mL dry DMF and added slowly, keeping the temperature at 0 C. The mixture was stirred for 16 h at rt, then quenched by addition of a saturated aqueous NH4Cl solution and diluted with water. The solid was filtered off, washed with water and dried to give 56.7 g diketo product in 95% yield.

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. 67367-26-4, Methyl 2-methoxynicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; RVX Therapeutics Inc.; McLure, Kevin G.; Young, Peter R.; US2013/281396; (2013); 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. 153034-82-3, name is 2-Fluoro-4-iodonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Fluoro-4-iodonicotinaldehyde

To a dry 16x100mm Chem-Glass reaction tube under 2 was added 2-fluoro- 4-iodonicotinaldehyde (600 mg, 2.390 mmol), (4-fluorophenyl)hydrazine (332 mg, 2.63 mmol) and anhydrous NMP (3.2 mL). The reaction mixture was flushed with argon, securely capped, stirred for 20 min at room temperature, and then placed in a 185C oil bath for 2h. The reaction mixture was then allowed to stir at room temperature for 16h. The reaction mixture was diluted with EtOAc (200 mL) and the organic layer was extracted with water (5 x 50 mL), brine (1 x 50 mL), dried over Na2S04, filtered and evaporated to dryness. The residue was purified by Biotage Silica gel chromatography on a 90g Thompson Single Step silica cartridge using a linear gradient from 100% hexanes to 100% dichloromethane over 12 column volumes to give 480 mg (59.2%) of the title compound, Intermediate 2A, as an off white solid. 1H NMR (500 MHz, methanol-d4) delta ppm 8.22-8.28 (3 H, m), 8.15 (1 H, s), 7.78 (1 H, d, J=4.88 Hz), 7.25-7.37 (2 H, m).LC/MS (Condition A): 100% purity; ret. T = 2.9 min, (M+H)+ 339.97.

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, 153034-82-3, 2-Fluoro-4-iodonicotinaldehyde.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 58584-86-4, Adding some certain compound to certain chemical reactions, such as: 58584-86-4, name is Ethyl 2,6-dichloronicotinate,molecular formula is C8H7Cl2NO2, 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 58584-86-4.

Substitution of NaOEt (5.8 g, 1.5 eq) with ethyl 2,6-dichloronicotinate (12.5 g, 56.8 mmol) in CH2Cl2 was performed (Reference: US2005/0288299A1) by slow addition of the base solid to the bis-chloro ester solution at 0 C. and stirred for 3 h with the cooling, then overnight from 0 C. to r.t. More CH2Cl2 and water were added, separated, dried and evaporated giving a liquid (11.62 g) that crystallized slowly overnight. The solid was recrystallized from dry-ice-cooling pentane affording the desired ethyl 6-chloro-2-ethoxynicotinate as white crystals (9.45 g, 41.15 mmol, yield 72.4%). (0725) M.p. 33-35 C. 1H NMR (300 MHz, DMSO-d6): delta 8.13 (d, J=8.1 Hz, 1H), 8.16 (d, J=8.1 Hz, 1H), 4.34 (q, J=7.2 Hz, 2H), 4.24 (q, J=7.2 Hz, 2H), 1.31 (t, J=7.2 Hz, 3H) and 1.27 (t, J=7.2 Hz, 3H) ppm.

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. 58584-86-4, Ethyl 2,6-dichloronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; US2015/291629; (2015); 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. 56026-36-9, name is Methyl 6-(hydroxymethyl)nicotinate, the common compound, a new synthetic route is introduced below. Application In Synthesis of Methyl 6-(hydroxymethyl)nicotinate

A mixture of methyl 6-(hydroxymethyl)nicotinate (250 mg, 1.496 mmol) and thionyl chloride (1 mL, 13.70 mmol) in dichloromethane (2 mL) was stirred at 45 C for 3 hrs and concentrated under reduced pressure. The residue was taken up indichloromethane (25 mL), sonicated and concentrated under reduced pressure. This was repeated three times and the residue was dried in high vacuo providing of methyl 6- (chloromethyl)nicotinate (266 mg), which was used in the next reaction without further purification. LCMS (m/z): 186.0 [M+H]+; Rt = 0.63 min.

The synthetic route of 56026-36-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BARSANTI, Paul A.; HU, Cheng; JIN, Xianming; NG, Simon C.; PFISTER, Keith B.; SENDZIK, Martin; SUTTON, James; WO2012/101063; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 64119-42-2, 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. 64119-42-2, name is Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate. A new synthetic method of this compound is introduced below.

Ethyl 6-chloro-5-cyano-2-methylnicotinate (50.98 g, 227 mmol), azetidine-3-carboxylic acid (24.09 g, 238 mmol) and DIPEA (118.9 mL, 681 mmol) were suspended in EtOH (250 mL) and heated at reflux for 1 h. The reaction mixture was cooled to r.t and added drop-wise to KHSO4 (154.5 g, 1135 mmol) in water (3000 mL). The solids were collected by filtration and dried under vacuum to afford 1-[3-Cyano-5-(ethoxycarbonyl)-6-methylpyridine-2-yl]azetidine-3-carboxylic acid as a solid, which was used without further purification. Yield: 65.33 g (100%).1H NMR (400 MHz, CDCl3): delta 1.37 (3H, t, J=7.1 Hz), 2.72 (3H, s), 3.59-3.68 (1H, m), 4.31 (2H, q, J=7.1 Hz), 4.55-4.68 (4H, m), 8.28 (1H, s).MS m/Z: 290 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,64119-42-2, Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; US2008/176827; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 16063-69-7, 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. 16063-69-7, name is 2,4,6-Trichloropyridine, molecular formula is C5H2Cl3N, 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.

A mixture of diisopropylamine (2.54 g, 22. 1 mmol), n-butyl lithium (1.6 M in hexane, 15.7 mL, 25.1 mmol) and tetrahydrofuran (100 mL) was stirred for 30 minutes at -78C. A solution of EXAMPLE 10B (2.0 g, 1 1.0 mmol) in tetrahydrofuran (8 mL) was added dropwise over a period of 30 minutes, followed by stirring for 1 hour. The mixture was poured into dry ice and stirred for 1 hour at room temperature. The mixture was acidified with 10% aqueous hydrochloric acid (20 mL), diluted with aqueous saturated sodium chloride and extracted with ethyl acetate. The organic layer was washed, dried over anhydrous sodium sulfate, filtered, and concentrated under vacuum. The solvent was removed under vacuum to give the crude title compound which was used in the next step without further purification.

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 16063-69-7, 2,4,6-Trichloropyridine.

Reference:
Patent; ABBOTT LABORATORIES; VASUDEVAN, Anil; PENNING, Thomas, Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97479; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem