Month: April 2022

Electric Literature of 886365-46-4, 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 886365-46-4, name is 5-Chloro-3-methylpyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of 5-chloro-3-methylpicolinamide The title compound was synthesized according to Method AA starting from 5-chloro-3-methylpicolinic acid (intermediate 6). MS m/z=171.1 [M+H]+. Calculated for C7H7ClN2O: 170

According to the analysis of related databases, 886365-46-4, the application of this compound in the production field has become more and more popular.

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

Electric Literature of 1256805-54-5, Adding some certain compound to certain chemical reactions, such as: 1256805-54-5, name is 6-Chloro-4-methoxypyridin-3-amine,molecular formula is C6H7ClN2O, 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 1256805-54-5.

To a mixture of 6-chloro-4-methoxypyridin-3-amine (0.50 g, 3.1 mmol) andpotassium isothiocyanate (0.61 g, 6.3 mmol) in acetic acid (5 mL) at room temperature wasadded bromine (0.18 mL, 3.4 mmol) in acetic acid (2 mL) over 30 mm. The mixture wasstirred at room temperature for 16 h before additional potassium isothiocyanate (0.61 g, 6.3 mmol) and acetic acid (1 mL) were added. The mixture was stirred at room temperature for 24 h. To the mixture was added water (100 mL) and the mixture was stirred for 2 h. The insoluble material was collected by suction filtration and the filter cake was suspended in water (100 mL) and stirred for 2 h. The solid was collected by suction filtration and driedunder vacuum at 50 C to give 5-chloro-7-methoxythiazolo[5,4-bjpyridin-2-amine (0.70 g,3.1 mmol, 100% yield) as atan solid. MS (ESI)m/z: 215.9 [M+Hf 1H NMR (500 MI-Tz, DMSO-d6) oe 7.74 (br s, 2H), 7.02 (s, 1H), 3.94 (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. 1256805-54-5, 6-Chloro-4-methoxypyridin-3-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CARPENTER, Joseph E.; BROEKEMA, Matthias; FENG, Jianxin; LIU, Chunjian C.; WANG, Wei; WANG, Ying; (244 pag.)WO2019/89670; (2019); 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.5453-67-8, name is Dimethyl pyridine-2,6-dicarboxylate, molecular formula is C9H9NO4, molecular weight is 195.17, as common compound, the synthetic route is as follows.Application In Synthesis of Dimethyl pyridine-2,6-dicarboxylate

A solution of compound 6 (9.75 g, 50 mmol) in absolute ethanol (40 ml)and stirred in an ice bath as 7.8 g (4 eq.) of sodium borohydride wasadded in portion over 15 minutes, and the mixture was stirred at 0 for1 hour. The ice bath was removed and stirred at room temperature for 2hours, after which it was heated at reflux on a steam bath for 10 hours.The solvent was distilled in vacuo, the residue was mixed with 40 mL ofacetone, and heated on a steam bath for 1 h, and the solvent was distilledin vacuo. The residue was mixed with 40 mL of aqueous potassiumcarbonate and heated on a steam bath for 1 h, the solvent was distilledin vacuo, and the residue was dissolved in 100 mL of water. The aqueous solution was extracted continuously with CHCl3 for 10h to give 6 g (87%)of compound 7. 1H NMR (400 MHz, CDCl3) delta 7.70 (t, J = 7.6 Hz, 1H),7.20 (d, J = 7.7 Hz, 2H), 4.78 (s, 4H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,5453-67-8, Dimethyl pyridine-2,6-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Article; Yu, Kang-Kang; Li, Kun; Hou, Ji-Ting; Yu, Xiao-Qi; Tetrahedron Letters; vol. 54; 43; (2013); p. 5771 – 5774;,
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. 97944-43-9, name is 3-Bromo-5-methylpyridin-4-amine. A new synthetic method of this compound is introduced below., Quality Control of 3-Bromo-5-methylpyridin-4-amine

A sealed tube was charged with 3-bromo-5-methylpyridin-4-amine [97944-43-9] (1.00 g, 4.26 mmol), isopropenylboronic acid pinacol ester [126726-62-3] (1.07 g, 6.34 mmol), Pd(PPh3)4 (507 mg, 0.43 mmol), l,4-dioxane (10 mL) and NaHCCL (sat., aq., 10 mL). The reaction mixture was stirred under reflux for 16 h, cooled down and diluted with water and DCM until clear phase separation. The aqueous phase was extracted with DCM. The combined organic extracts were dried (MgS04), filtered and concentrated in vacuo to afford 1-112 (1.77 g, 83%, 39% purity) which was sued as such in the next step

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, 97944-43-9, 3-Bromo-5-methylpyridin-4-amine.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary John; MARTINEZ LAMENCA, Carolina; LEENAERTS, Joseph Elisabeth; OEHLRICH, Daniel; BUIJNSTERS, Peter Jacobus Johannes Antonius; VELTER, Adriana, Ingrid; VAN ROOSBROECK, Yves, Emiel, Maria; (171 pag.)WO2019/243535; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 113293-70-2, 2,6-Dichloroisonicotinaldehyde, 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, 113293-70-2, blongs to pyridine-derivatives compound. Application In Synthesis of 2,6-Dichloroisonicotinaldehyde

To a solution of commercially available 2,6-dichloropyridine-4-carbaldehyde (0.3 g, 1.7 mmol) in CH2CI2 (34 ml.) under N2 at -78 0C is added DAST (0.67 ml_, 5.1 mmol). The reaction is allowed to warm to room temperature, stirred 1 h, and poured into cold water. The separated aqueous layer is extracted with fresh CH2CI2 The combined organic layers are dried (Na2SO4), concentrated, and purified by flash chromatography (10% EtOAc/heptanes) to yield an orange oil: 1H NMR (400 MHz, CDCI3) delta ppm 6.60 (t, J=55.1 Hz, 1 H), 7.40 (s, 2 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,113293-70-2, its application will become more common.

Reference:
Patent; NOVARTIS AG; WO2009/150230; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13958-93-5, 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 13958-93-5 as follows.

Preparation of 3,5-Dichloro-N-[4-(2-hydroxy-ethyl)-benzyl]-isonicotinamide: Using the EDCI coupling general procedure F: Reaction of 2-(4-Aminomethyl-phenyl)-ethanol (306 mg, 2.03 mmol), 3,5-dichloroisonicotinic acid (385 mg, 2.03 mmol), 1-hydroxybenzotriazole (301 mg, 2.22 mmol), 4-methyl morpholine (0.50 mL, 4.45 mmol), and EDCI (426 mg, 2.22 mmol) in anhydrous DMF (5 mL) overnight at room temperature and overnight at 40 C. followed by column chromatography on silica gel (2:2:96 MeOH-NH4OH-CH2Cl2) gave the title compound (291 mg, 44%) as a white foam.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,13958-93-5, its application will become more common.

Reference:
Patent; Bridger, Gary; Skerlj, Renato; Kaller, Al; Harwig, Curtis; Bogucki, David; Wilson, Trevor R.; Crawford, Jason; McEachern, Ernest J.; Atsma, Bem; Nan, Siqiao; Zhou, Yuanxi; Schols, Dominique; Smith, Christopher Dennis; Di Fluri, Maria Rosaria; US2002/147192; (2002); 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. 54864-83-4, name is 6-Chloro-N,N-dimethylnicotinamide, the common compound, a new synthetic route is introduced below. Computed Properties of C8H9ClN2O

1 -(4-/Lery-Butylphenyl)-6-chloro-2-ethoxycarbonylmethyl-5-hydroxyindole-3- carboxylic acid ethyl ester (120 mg, 0.26 mmol, see step (b) above), 6-chloro-Lambda^7V- dimethylriicotinamide (72 mg, 0.39 mmol), K2CO3 (181 mg, 1.31 mmol) and DMF (3 mL) was heated at 115 0C for 96 h and filtered through Celite. The solids were washed with EtOAc and the combined filtrates concentrated and purified by chromatography to give the sub-title compound. Yield 48 mg (78%).

The synthetic route of 54864-83-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOLIPOX AB; WO2006/77366; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 145934-89-0, 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 145934-89-0, name is 2-Chloro-5-hydrazinylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step B: 1 -(6-fluoropyridin-3-yl)-3-pyridin-3-yl-5-ftrifiuoromethyl)-4,5-dihydro-l H-pgammarazol-5-olA solution of 2-chloro-5-hydrazinopyridine (136 mg, 0.95 mmol) and acetic acid (0.29 mL, 5,00 mmol) in ethanol (2 mL) is added to a stirred solution of (lZ)-45454-trifluoro-l-pyridin-3-ylbut-l- ene-l,3,3-triol (160 mg, 0,68 mmol) in ethanol (2 mL) in a pressure tube. The reaction mixture is heated at 90 0C (oil bath temp) overnight, cooled and concentrated. The residue was purified by silica gel chromatography (2% to 10% MeOH in CH2Cl2). LRMS: m/z found: 343.5 (M+l).

According to the analysis of related databases, 145934-89-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/151800; (2009); 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. 142337-95-9, name is 3-Bromo-5-ethylpyridine. A new synthetic method of this compound is introduced below., Formula: C7H8BrN

Commercially available 3-acetyl-5- bromopyridine (6.53 g, 32.8 mmol), solid NaOH (13.1 g, 326 mmol), and hydrazine hydrate (13 mL) was heated in di ethylene glycol (25 mL) at 140 0C for 4 hours. The reaction mixture was partitioned between ether and water. The organic layer was separated and concentrated to give a residue which was purified using flash chromatography to give an oil. This was dissolved in tetrahydrofuran (40 mL) and cooled to 0 0C. Isopropylmagnesiumchloride (20 mL, 2.0 M in THF) was syringed in and the reaction mixture was stirred for 2 hours at room temperature. N,N-dimethylformamide (7 mL) in tetrahydrofuran (15 mL) was added and stirring was continued for. an additional hour. The solution was quenched with 2 N HCl to pH of 3 then partitioned between ethyl acetate and water. The organic layer was separated and concentrated to give a residue which was purified using flash chromatography to give 3- ethyl-5-formylpyridine (0.78 g, 18%) as a solid. 1H NMR (DMSO-^6): delta 10.1 (s, IH), 8.91 (s, IH), 8.71 (s, IH), 8.00 (s, IH), 2.75 (q, 2H), 1.31 (t, 3H). MS m/z calculated for (M + H)+ 152, found 152.

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, 142337-95-9, 3-Bromo-5-ethylpyridine.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2007/84560; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1086838-13-2, 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 1086838-13-2, name is 5-Chloro-3-nitropicolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of delta-chloro-S-nitropyridine^-carboxaldehyde (1 g), described in Example 146, in 1 ,2-dichloroethane (20 mL) was added 4A molecular sieves powder and 2-(tert-butyldimethylsilanyloxy)propylamine (1.22 g) described in Example 105 part a. After stirring overnight at room temperature, sodium cyanoborohydride (0.4 g) and acetic acid (0.33 mL) were added at O0C. After stirring for one hour at O0C, the reaction mixture was heated to 65C overnight. The reaction mixture was filtered through a plug of Celite and concentrated under reduced pressure to yield a residue that was purified by chromatography (SiO2, heptane/EA) to afford 2-[2-(tert- butyldimethylsilanyloxy)propyl]-6-chloro-2/-/-pyrazolo[4,3-iotab]pyridine (0.6 g, 37%). MS(ES): M/Z [M+H]=326. 1 H NMR: (400 MHz, CHLOROFORM-d): -0.37 (s, 3H), -0.09 (s, 3H), 0.79 (s, 9H), 1.24 (d, J=6.1 Hz, 3H), 4.21 – 4.31 (m, 1 H), 4.33 – 4.38 (m, 1 H), 4.40 – 4.47 (m, 1 H), 8.00 (dd, J=2.1 , 0.9 Hz, 1H), 8.22 (d, J=O.7 Hz, 1H) and 8.48 (d, J=2.1 Hz, 1 H).

According to the analysis of related databases, 1086838-13-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERIAL LIMITED; AVENTIS AGRICULTURE; WO2008/144275; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem