Month: April 2022

Reference of 185017-72-5, 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.185017-72-5, name is 3-Bromo-2-chloro-6-picoline, molecular formula is C6H5BrClN, molecular weight is 206.4676, as common compound, the synthetic route is as follows.

To a vial containing 3-amino-S -(3,5 -dimethylisoxazol-4-yl)benzonitrile (80 mg,0.375 mmol) was added toluene (2 mL), 3-bromo-2-chloro-6-methylpyridine (85 mg,0.413 mmol), cesium carbonate (244 mg, 0.750 mmol) and chloro(2-dicyclohexylphosphino-2? ,4? ,6 ? -triisopropyl- 1,1? -biphenyl) [2-(2? -amino- 1,1? -biphenyl)jpalladium(II) (CAS1310584-14-5, 7.4 mg, 9.38 imol). The reaction mixture was degassed by bubbling argon through the reaction mixture. The vial was capped with a pressure safe septum screw-cap and heated at 100 C. After 5 h, the reaction mixture was cooled, diluted with dichloromethane, and filtered through celite. The filtrate was concentrated and purified by silica gel chromatography to give 3-((2-chloro-6-methylpyridin-3-yl)amino)-5 -(3,5 -dimethylisoxazol-4-yl)benzonitrile (29 mg, 23%):HPLC: RT=0.93 mm (Waters Acquity UPLC BEH C18 1.7 um 2.0 x 50 mm, CH3CN/H20/0.05%TFA, 1 mm gradient, wavelength=254nm); MS (ES): m/z 339.1/340.9 35C1/37C1 [M+ljt

Statistics shows that 185017-72-5 is playing an increasingly important role. we look forward to future research findings about 3-Bromo-2-chloro-6-picoline.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; QUESNELLE, Claude A.; HARIKRISHNAN, Lalgudi S.; HILL, Matthew D.; (180 pag.)WO2016/183114; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 945954-94-9, 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 945954-94-9, name is Methyl 6-bromo-3-methoxypicolinate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of methyl 6-bromo-3 -methoxypicolinate (3.0 g, 12.19 mmol) and LiOH-H20 (1.4 g, 33.36 mmol) in 1,4-dioxane / H20 (15 mL / 15 mL) was stirred at RT overnight. The mixture was filtered and the filtrate was adjusted to pH = 3 by aqueous HC1 (2 M) and extracted with EtOAc. The combined organic phase was washed with brine, dried over Na2S04 and concentrated to give the crude product of 6-bromo-3-methoxypicolinic acid (2.1 g, yield: 73 %) without further purification. XH-NMR (CDC13, 400 MHz) delta 10.05 (br s, 1H), 7.70 (d, J = 8.8 Hz, 1H), 7.40 (d, J = 8.8 Hz, 1H), 4.01 (s, 3H). MS (M+H)+: 232 / 234.

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 945954-94-9, Methyl 6-bromo-3-methoxypicolinate.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey, C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/209727; (2014); 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 58539-65-4, name is 2-Methylnicotinamide. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Methylnicotinamide

To N,N-dimethylformamide dimethyl acetal (a compound represented by formula (1da)-101, 12.5 mL), 2-methyl-3-pyridine carboxamide a compound represented by formula (1d)-101, 4.69g, 34.5mmol) was added, while the methanol accumulates in an eggplant-shaped flask of distillation apparatus and stirred for 1.5 hours at 120 C. The resulting solution was then cooled, filtered, as colorless crystals 2-methyl-N-[1-(dimethylamino)methylidene]pyridine-3-carboxamide obtaining (compound represented by following formula (1c)-101) (yield 2.87 g, 92% yield).

With the rapid development of chemical substances, we look forward to future research findings about 58539-65-4.

Reference:
Patent; Sharp Corporation; Yamada, Makoto; Endo, Noritaka; Oe, Masato; (54 pag.)JP2015/117183; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89694-10-0, Adding some certain compound to certain chemical reactions, such as: 89694-10-0, name is 2-Methoxy-3-methyl-5-nitropyridine,molecular formula is C7H8N2O3, 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 89694-10-0.

(lc) 6-Methoxy-5-methyl-3-pyridinamine [Formula 10]; 2-Methoxy-3-methyl-5-nitropyridine (1.63 g, 9.71 mmol) was dissolved in methanol (50 ml), 10% Pd- on-carbon powder (50% water content article) (800 mg) was added, and stirred under hydrogen atmosphere for 2 hours and 10 minutes. After the reaction was completed, celite filtration was carried out, the solvent was evaporated, thereby yielding the title compound (1.25 g, 0.90 mmol, 93%) as a blue oily substance. ¹H NMR(400 MHz, DMSO-d6) 8 ppm; 2.03(3H, s), 3.73(3H, s), 4.62 (2H, s), 6.83-6.86(lH, m), 7.31-7.34(lH, m),

According to the analysis of related databases, 89694-10-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EISAI CO., LTD.; WO2005/103049; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 10128-72-0, Adding some certain compound to certain chemical reactions, such as: 10128-72-0, name is Methyl 3-hydroxyisonicotinate,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 10128-72-0.

Example A; 3, N-Dihydroxy-isonicotinamide To a stirred suspension of methyl 3-hydroxy-isonicotinate (176 g; 1.15 mol) in water/ice (50/50,1700 mL), was added hydroxylamine hydrochloride (127.9 g; 1.84 mol). The temperature fell to-5 C and then aqueous NAOH solution (454 mL, 28% w/v) was added dropwise keeping the temperature below 5 C during the addition. Hereafter the reaction mixture was stirred at ambient temperature for 1.5 h followed by heating to 60 C. At this temperature the pH was adjusted to 5.4 by the addition of aqueous hydrochloric acid (10 M) at which point a heavy precipitate forms. The reaction mixture was then stirred at ambient temperature followed by cooling to 5 C. THE pH was then adjusted to 4.0 by the addition of aqueous hydrochloric acid (10 M), and then was stirred whilst cold for 1,5 h. The crystals were filtered off, rinsed with water (3 x 100 mL), dried on the filter and then dried further at reduced pressure and 40 C overnight to give 3, N-dihydroxy-isonicotinamide (169.3 g, 96%; HPLC purity 98%) as a white solid. NMR data : H-NMR (DMSO-d6,250 MHz) 8 = 7.55 (1H, d, J=6 Hz); 8.11 (1H, d, J=6 Hz); 8.32 (1H, s); 9.56 (1H, s, broad peak); 11.50 (1H, s, broad peak) 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. 10128-72-0, Methyl 3-hydroxyisonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; H. LUNDBECK A/S; WO2005/23820; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 62734-08-1, 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.62734-08-1, name is 2-(Chloromethyl)-4-methoxypyridine hydrochloride, molecular formula is C7H9Cl2NO, molecular weight is 194.06, as common compound, the synthetic route is as follows.

Example 11; N-cyclopropyl-3-({3-[(4-methoxypyridin-2-yl) methoxy] benzoyl} amino)-4- methylbenzamide To a stirred solution of N-cyclopropyl-3-[(3-hydroxybenzoyl) amino] -4- methylbenzamide (200 mg, 0.65 mmol) in acetonitrile (50 mL) was added anhydrous potassium carbonate (220 mg, 1.59 mmol) and 4-methoxy-2-chloromethyl-pyridine hydrochloride (150 mg, 0.75 mmol). The mixture was stirred at reflux for 16 hours, then filtered and the solvent evaporated at reduced pressure to give a gum, which was dissolved in ethyl acetate/methanol (19: 1,20 mL) and purified by chromatography on silica, eluting with ethyl acetate/methanol (9: 1) to give the compound as a white solid (250mg, 90%); NMR Spectrum : (CDC13) 0.60 (m, 2H), 0. 80 (m, 2H), 2.32 (s, 3H), 2.86 (m, 1H), 3.85 (s, 3H), 5.19 (s, 2H), 6.67 (s, 1 H), 6.75 (dd, 1H), 7.04 (d, 1H), 7.17 (dd, 1H), 7.21 (d, 1H), 7. 38 (dd, 1H), 7.48 (d, 1H), 7.54 (m, 2H), 8. 02 (s, 1H), 8. 14 (s, 1H), 8. 40 (d, 1H) ; Mass spectrum: M+H+ 432.

Statistics shows that 62734-08-1 is playing an increasingly important role. we look forward to future research findings about 2-(Chloromethyl)-4-methoxypyridine hydrochloride.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2005/61465; (2005); 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. 179687-79-7, name is 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine, the common compound, a new synthetic route is introduced below. Formula: C12H9ClN2O3

A mixture of 2-((2-chloro-4-nitrophenoxy)methyl)pyridine (26.5 g, 0.10 mol, 1.00 equiv), iron powder (25.2 g, 0.43 mol, 4.28 equiv) and ammonium chloride (72.24 g, 1.35 mol, 13.5 equiv) in ethanol (600 ml) was stirred mechanically under refluxed for 2 hours. The reaction was allowed to cool down; the mixture of the reaction was filtered and the filtrate was taken to dryness in vacuum. The resulted solid was dissolved in methylene chloride (500 ml) and filtered. Removal of the solvent from the filtrate in vacuum gave 15.3 g of the product. MS (ESI) m/z: 235 (M+l).

The synthetic route of 179687-79-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDOLUTION LIMITED; ZHANG, Dawei; WO2010/151710; (2010); A2;,
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. 863878-22-2, name is 6-Chloro-4-methyl-3-nitropyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H6ClN3O2

2-Amino-6-chloro-4-methyl-3-nitropiridine (1.2 g, 6.40 mmol) synthesized according to the method described in WO98/02442 was dissolved in ethanol (65 mL), and tin(II) chloride dihydrate (4.33 g, 19.2 mmol) was added, followed by stirring at 75C for 2 hours. The reaction mixture was diluted with ethyl acetate and was added with 3 mol/L aqueous sodium hydroxide solution. The unsoluble material was filtered out through Celite, and washed with ethyl acetate. The filtrate was sequentially washed with water, saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Next, polyphosphoric acid (15.3 g) and acetic acid (1.72 mL, 30.0 mmol) was added to the residue, and was stirred for 80C for 3 hours. The reaction mixture was moved to ice water and sodium carbonate (11.4 g, 0.108 mol) was added in a little portion while stirring. Then, 28% aqueous ammonia solution was added to the residue to control the pH to 9 and the mixture was stirred for 1 hour. Precipitated crude crystals were collected by filtration, and werewashed with water, and the obtained crystals were dried in vacuo at 40C overnight to obtain Compound P38 (395 mg, 34%). ESI-MS: m/z 182 [M + H]+ 1H NMR (DMSO-d6)delta(ppm): 2.49 (s, 3H), 3.33 (s, 3H), 7.07 (s, 1H), 12.74 (brs, 0.5H), 12.76 (brs, 0.5H).

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, 863878-22-2, 6-Chloro-4-methyl-3-nitropyridin-2-amine.

Reference:
Patent; KYOWA HAKKO KOGYO CO., LTD.; EP1724271; (2006); 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. 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C8H8N2O4

Methyl 4-[(1E)-2-(dimethylamino)ethenyl]-5-nitro-2-pyridinecarboxylate (0628) (0629) 86.4 g (0.73 mmol) of 18 N,N-dimethylformamide O,O-dimethyl acetal were added to a solution of 65 g (0.33 mol) of 19 methyl 5-methyl-6-nitro-3-pyridinecarboxylate (Y. Morisawa et al., J. Med. Chem. 21, 194-199, 1978) in 415 ml of 20 N,N-dimethylformamide. The reaction mixture was then stirred at 90 C. for 6 hours. The solvent was then removed under reduced pressure and the residue that remained was purified by column chromatography. This gave 56 g (yield 66.7% of theory) of 21 methyl 4-[(1E)-2-(dimethylamino)ethenyl]-5mitro-2-pyridinecarboxylate.

The synthetic route of 868551-30-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer CropScience Aktiengesellschaft; JESCHKE, Peter; ARLT, Alexander; CEREZO-GALVEZ, Silvia; VOERSTE, Arnd; FUESSLEIN, Martin; FISCHER, Reiner; BRETSCHNEIDER, Thomas; ILG, Kerstin; MALSAM, Olga; LOESEL, Peter; GOERGENS, Ulrich; (74 pag.)US2017/325458; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 96630-88-5, 4-Chloro-3-hydroxypyridine, 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, 96630-88-5, blongs to pyridine-derivatives compound. Safety of 4-Chloro-3-hydroxypyridine

This compound was reacted with NaH in DMSO at 50, the reaction mixture cooled and treated with 4-nitrobenzyl bromide for 1 hour. The reaction mixture was worked up with water and ether and the product treated with HCl/ether to give 4-chloro-3-(4-nitrobenzyloxy)pyridine hydrochloride.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,96630-88-5, its application will become more common.

Reference:
Patent; ICI Pharma; US4678781; (1987); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem