Category: pyridine-derivatives

Related Products of 197376-47-9, 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. 197376-47-9, name is Ethyl 6-Chloropyridine-3-acetate. A new synthetic method of this compound is introduced below.

Lithium bromide (3.2 g, 37 mmol) and acetyl bromide (1.3 mL, 17 mmol) were added to a solution of (2-chloro-pyridin-5-yl)acetic acid ethyl ester (1.08 g, 5.42 mmol) in acetonitrile (7.2 mL), and the mixture was heated under reflux at an external temperature of 86 to 94C for 31 hours. The reaction mixture was dissolved in water. The solution was neutralized with a sodium hydroxide aqueous solution, followed by extraction with diethyl ether. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel chromatography (hexane/ethyl acetate = 4/1) to give the title compound (655 mg, 53%). 1H-NMR (chloroform-d): 1.26 (t, 3H, J=7.2Hz), 3.58 (s, 2H), 4.16 (q, 2H, J=7.2Hz), 7.44 (d, 1H, J=8.4Hz), 7.51 (dd, 1H, J=8.4, 2.4Hz), 8.26 (d, 1H, J=2.4Hz); MS (ESI+) : 244 ([M+H]+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,197376-47-9, Ethyl 6-Chloropyridine-3-acetate, and friends who are interested can also refer to it.

Reference:
Patent; CHUGAI SEIYAKU KABUSHIKI KAISHA; EP1894911; (2008); 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. 64614-49-9, name is (6-Chloropyridin-3-yl)(morpholino)methanone. A new synthetic method of this compound is introduced below., HPLC of Formula: C10H11ClN2O2

To (6-chloro-pyridin-3-yl)-morpholin-4-yl-methanone (0.649g, 2.86mmoles) in ethanol (6mL) was added 0.270uL(3.0 equivalents) of hydrazine, followed by triethylamine 438.9uL (1.1 equivalents). The reaction was stirred overnight at 100C to give (6-hydrazino-pyridin-3-yl)-morpholin-4-yl-methanone. The reaction was filtered and then concentrated to dryness. The crude residue, (6-hydrazino-pyridin-3-yl)-morpholm-4-yl-methanone, weighed 0.372g(76% yield).

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, 64614-49-9, (6-Chloropyridin-3-yl)(morpholino)methanone.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2004/46120; (2004); A2;,
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 872355-64-1, name is 1H-Pyrrolo[3,2-b]pyridine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

lH-pyrrolo[3,2-b]pyridine-5-carboxylic acid (0.49 g) and l-[l-(4-fluoro-phenyl)- ethyl]-2S,5R-dimethyl-piperazine (0.67 g) were dissolved in dry DMF (5 mL) and TBTU (0.97 g) was added followed by triethylamine (1.3 mL). The mixture was stirred overnight, whereupon it was poured into water and the solid thus separated was filtered and dried. The crude material was purified by flash chromatography using 20 % methanol : 80 % dichloromethane as a solvent (Yield: 0.49 g, Rf: 0.74 min, Condition B, M+H+: 367).

With the rapid development of chemical substances, we look forward to future research findings about 872355-64-1.

Reference:
Patent; SCIOS, INC.; WO2006/112828; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62135-58-4, Adding some certain compound to certain chemical reactions, such as: 62135-58-4, name is Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate,molecular formula is C9H9N3O2, 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 62135-58-4.

Under argon atmosphere, ethyl[1,2,4]triazolo[1,5-a]pyridine-2-carboxylate (1 g, 5.23 mmol) was combined with THF (10 mL) at RT to give a brown suspension. Sodium borohydride (1.19 g, 31.4 mmol) was added in four portions. The mixture was heated to 65 C. for 15 min. After cooling down to RT, ethanol (10 mL) was added dropwise over a period of 15 min. The mixture was stirred at 65 C. for 4 h. The mixture was cooled down to 0-5 C. and NH4Cl (saturated aqueous solution, 20 mL) was added dropwise over a period of 10 min (foam.). Water (20 mL) was added and the yellow suspension was poured into dichloromethane (100 mL) and extracted with dichloromethane (4*75 mL). The combined organic layer was dried over MgSO4 and concentrated in vacuo to give the product as light yellow solid (720 mg, 4.76 mmol, 91%) which was used without further purification for the next step. MS: M=150.1 (M+H)+

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. 62135-58-4, Ethyl [1,2,4]triazolo[1,5-a]pyridine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bachmann, Stephan; Flohr, Alexander; Zbinden, Katrin Groebke; Koerner, Matthias; Kuhn, Bernd; Peters, Jens-Uwe; Rudolph, Markus; US2013/59833; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 124236-37-9, Methyl 5-(trifluoromethyl)picolinate, 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, Formula: C8H6F3NO2, blongs to pyridine-derivatives compound. Formula: C8H6F3NO2

NaBH4 (0.369 g, 9.75 mmol) was added to Example 34A (1 g, 5 mmol) in EtOH (40 mL). The suspension was heated at reflux overnight. The reaction was cooled to ambient temperature and quenched with saturated NH4Cl solution. The mixture was diluted with water and extracted with EtOAc. The separated organic layer was washed with water and brine, dried (Na2SO4), filtered, and concentrated in vacuo. The crude product was chromatographed on silica gel (Analogix 25*40 column, 30%-50% EtOAc/hexanes eluant) to afford 0.62 g (72%) of the title compound as a colorless oil. 1H NMR (300 MHz, CDCl3) delta 8.84 (s, 1H), 7.94 (dd, J=8.3, 2.1 1H), 7.43 (dd, J=8.2, 0.6 1H), 4.85 (d, J=5.2, 2H), 3.46 (t, J=5.3, 1H).

The synthetic route of 124236-37-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2009/124666; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 109880-43-5, 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. 109880-43-5, name is Methyl 4-chloro-6-(hydroxymethyl)picolinate. A new synthetic method of this compound is introduced below.

Example 37: 4-Chloro-6-r(5-chloro-2-{r(4-chloro-2-fluorophenyl)- methvnoxy>phenyl)methvn-2-pyridinecarboxylic acid, sodium salt; Methyl 4-chloro-6-(chloromethvD-2-pyridinecarboxylate; To a solution of methyl 4-chloro-6-(hydroxymethyl)-2-pyridinecarboxylate (166 mg, Ref: Kittika et a/., Tetrahedron, 44 (10), 2821 , (1988)) in dry dichloromethane (3ml) was added thionyl chloride (66 mul). The solution was stirred for 40 minutes. LC/MS indication reaction completion. Solvent was removed u.r.p. (under reduced pressure) to give a white solid. Toluene (~2 ml) added then removed u.r.p. The residue was dried in vacuo to give a white solid. (175 mg, 97%). LC/MS [MH+] = 220 / 222, Rt = 2.51 min. Title compound obtained as the free base.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,109880-43-5, Methyl 4-chloro-6-(hydroxymethyl)picolinate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/66968; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 628691-93-0, 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 628691-93-0 as follows.

2-Chloro-N-(4-(4,4-difluoropiperidin-1-yl)pyridin-3-yl)-3-fluoroisonicotinamideIn a 15 mL vial was dissolved 4-(4,4-difiuoiOpiperidin-l- yl)pyridin-3-amine (139 mg, 0.650 mmol) and 2-chloro-3-fluoroisonicotinic acid (103.8 mg, 0.591 mmol) in dimethylformamide (4 mL) to give a tan solution. HATU (450 mg, 1.183 mmol) and Hunig’s base (0,207 mL, 1,183 mmol) were added, and the mixture was stirred at rt for 22 h. It was diluted with water and extracted with ethyl acetate. The organic layer was washed with brine, dried and concentrated. The residue was purified using silica gel flash chromatography, eluting with 50% ethyl acetate/hexane to afford the desired product (31.8 mg, 14.5%) as a tan oil: MS (ESI) (m/z) 371 (M+H)+; 1H NM (400 MHz, MeOD) delta 9.14 (s, lH)t 8.37 (d, J = 5.0 Hz, 1H), 8.30 (dd, J = 4.6, 3.7 Hz, 1H), 7.81 (t, J = 4.9 Hz, 1H), 7.39 (dd, J = 8.4, 4.4 Hz, 1H), 7.19 (d, J = 5.8 Hz, 1H), 3.38 – 3.31 (m, 2H), 3.25 – 3.18 (m, 2H), 2.16 – 2.02 (m, 2H), 2.01 – 1.91 (m, 2H); 1 F NMR (376 MHz, MeOD) delta -73.28 (s), -75.17 (s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,628691-93-0, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LUO, Guanglin; CHEN, Ling; DUBOWCHIK, Gene M.; JACUTIN-PORTE, Swanee E.; SIVAPRAKASAM, Prasanna; MACOR, John E.; WO2015/69593; (2015); 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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine

A mixture of compound 2d2 (115.7 g, 400 mmol) and PhPOCl2 (668.6 g, 343 mmol) under N2 is stirred at 136 C. overnight, then cooled to room temperature and added slowly to 3 L of crushed ice. The aqueous mixture is adjusted to pH 6 and filtered. The aqueous filtrate is extracted with DCM (3 L) then the organic phase is washed with saturated NaHCO3 and brine, dried over Na2SO4, filtered and concentrated to provide compound 2d3.

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, 887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine.

Reference:
Patent; Beaulieu, Pierre L.; Coulombe, Rene; Fazal, Gulrez; Goulet, Sylvie; Poirier, Martin; Rancourt, Jean; Stammers, Timothy; Thavonekham, Bounkham; US2008/45516; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 52605-96-6, 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.52605-96-6, name is 2-Chloro-3-methoxypyridine, molecular formula is C6H6ClNO, molecular weight is 143.57, as common compound, the synthetic route is as follows.

A stirred solution of 2-chloro-3- methoxypyridine (4.86 g, 33.8 mmol) in hydrazine hydrate (40 mL) was heated under reflux for 1.5 hours. After cooling to RT, the reaction mixture was evaporated to dryness. The resulting residue was partitioned between 10% MeOH in CHCI3 and 40% w/v aqueous potassium carbonate. The aqueous phase was isolated and extracted twice with 10% MeOH in CHCI3. The combined organic extracts were dried (Na2S04), filtered and concentrated in vacuo to give the title compound (2.7 g, 57%) as a buff solid. H NMR (300 MHz, DMSO-d6): delta 7.65 (dd, J = 5.1 and 1.3 Hz, 1H), 6.99 (dd, J = 7.7 and 1.3 Hz, 1 H) overlapped with 6.98 (br s, 1 H), 6.56 (dd, J = 7.6 and 5.1 Hz, 1 H), 4.05 (br s, 2H), 3.76 (s, 3H). LCMS (Method A): RT = 0.34 nrtin, [M+H]+ = 140.

The chemical industry reduces the impact on the environment during synthesis 52605-96-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ALMAC DISCOVERY LIMITED; BELL, Mark Peter; O’DOWD, Colin Roderick; ZHANG, Lixin; TEVITT, Graham Peter; HARRISON, Timothy; BATTACHARYYA, Sumita; ROUNTREE, James Samuel Shane; BURKAMP, Frank; PRICE, Stephen; MACLEOD, Calum; ELLIOTT, Richard Leonard; SMITH, Phillip; BLENCH, Toby Jonathan; DYKE, Hazel Joan; WO2011/33265; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 60010-03-9, 2,6-Dichloro-4-methyl-3-nitropyridine, 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, SDS of cas: 60010-03-9, blongs to pyridine-derivatives compound. SDS of cas: 60010-03-9

A suspension of 2,6-dichloro-4-methyl-3-nitropyridine (300 mg, 1.449 mmol) and sodium bicarbonate (243 mg, 2.90 mmol) in Tetrahydrofuran (THF) (20 mL)) was added (S)- dimethyl 2-aminosuccinate hydrochloride (430 mg, 2.174 mmol) at 0 C under nitrogen. Then the reaction mixture was stirred at 65 C for 24 hr. The reaction was monitored by TLC. The reaction mass filtered and washed with EtOAc (2 x 30 mL). The filtrate was concentrated under reduced pressure to give the crude material. The crude product was added to a neutral alumina column and was eluted with Hex/EtOAc (9: 1). Collected fractions were concentrated under reduced pressure to afford the desired product (250 mg, 0.742 mmol, 51.2 % yield) as yellow gummy liquid, LCMS (m/z) 339.1 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60010-03-9, 2,6-Dichloro-4-methyl-3-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; ELLIS, James Lamond; EVANS, Karen Anderson; FOX, Ryan Michael; MILLER, William Henry; SEEFELD, Mark Andrew; (766 pag.)WO2016/79709; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem