Pyridine-derivatives

Synthetic Route of 6980-09-2 ,Some common heterocyclic compound, 6980-09-2, molecular formula is C6H5ClN2O3, 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.

4-methoxy-2-(4-methyl-1H-imidazol-1-yl)-3-nitropyridine To a mixture of 2-chloro-3-nitro-4-methoxypyridine (2.0 g, 10.6 mmol) and 4-methylimidazole (1.3 g, 15.9 mmol) in 20 mL of DMF was added freshly powdered KOH (0.9 g, 15 mmol). The resulting mixture was stirred at rt for 16 h. The reaction was poured into water and extracted with ethyl acetate (3*). Standard work-up followed by column chromatography using 50% ethyl acetate in hexane provided the product (0.65 g, 28% yield). MS (ESI) 235.0 [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. 6980-09-2, 2-Chloro-4-methoxy-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; WYETH; US2010/120762; (2010); 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. 144100-07-2, name is 2-Bromo-6-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H3BrFN

2-Bromo-6-fluoropyridine (2 g, 11.36 mmol) and 3-hydroxyoxetane (926.05 mg, 12.50 mmol) were dissolved in anhydrous THF (10 mL), potassium tert-butoxide (1.65 g, 14.66 mmol) was added at 0C, and stirred at 0C for 2 h. The reaction mixture was added into water (20 mL), then extracted with EA (2×20 mL), the organic phase was washed by saturated brine (30 mL), dried over anhydrous sodium sulfate, and the filtrate was concentrated to give 53-1. 1H NMR (400 MHz, CDCl3) delta ppm 7.40 – 7.40 (m, 1H) 7.36 – 7.65 (m,1H) 7.11 (d, J=7.6 Hz, 1H) 5.60 – 5.71 (m,1H) 4.73 – 5.01 (m,2H) 4.60 – 4.79 (m,2H) MS m/z: 230.06 [M+H]+

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, 144100-07-2, 2-Bromo-6-fluoropyridine.

Reference:
Patent; Shijiazhuang Sagacity New Drug Development Co., Ltd.; QIAN, Wenyuan; YANG, Chundao; LI, Zhengwei; LI, Jie; LI, Jian; CHEN, Shuhui; (137 pag.)EP3572413; (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.624734-22-1, name is 2-Chloro-5-(trifluoromethyl)nicotinonitrile, molecular formula is C7H2ClF3N2, molecular weight is 206.55, as common compound, the synthetic route is as follows.HPLC of Formula: C7H2ClF3N2

To a suspension of NaH (7.8 g, 200 mmol) in tetrahydrofuran (100 mL) under nitrogen was added dropwise a solution of tert-butyl methyl malonate (20 mL, 120 mmol) in anhydrous tetrahydrofuran (100 mL) via syringe. The reaction mixture was stirred for 0.5 h before a solution of the intermediate prepared in Step D, Intermediate 11 (20.1 g, 97.6 mmol) in tetrahydrofuran (200 mL) was added slowly via syringe. The reaction was stirred at room temperature overnight, then quenched with a saturated solution of NH4Cl. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (3 x). The combined organic layers were washed with water (3 x), dried over Na2S04, filtered, and evaporated in vacuo. Flash chromatography afforded 31.76 g (95%) of the pure desired product.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,624734-22-1, 2-Chloro-5-(trifluoromethyl)nicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; MERCK & CO., INC.; WO2005/105092; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 6419-36-9, name is 2-(Pyridin-3-yl)acetic acid hydrochloride, molecular formula is C7H8ClNO2, 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. Quality Control of 2-(Pyridin-3-yl)acetic acid hydrochloride

Reference Example 3 N-[4-(2-Furyl)-5-(tetrahydropyran-4-carbonyl)thiazol-2-yl]-2-(pyridin-3-yl)acetamide (compound (IF)) 2-Amino-4-(2-furyl)thiazol-5-yl=tetrahydropyran-4-yl=ketone (105 mg, 0.377 mmol) described in was dissolved in DMF (2.0 mL), EDC hydrochloride (421 mg, 2.20 mmol), HOBt monohydrate (340 mg, 2.21 mmol) and 3-pyridylacetic acid hydrochloride (370 mg, 2.14mmol) were added thereto, and the mixture was stirred at 80C overnight. The mixture was allowed to cool to room temperature, and water and a saturated aqueous sodium hydrogen carbonate solution were added thereto. The precipitated solid was collected by filtration, and dried under reduced pressure. The obtained solid was purified by silica gel column chromatography (hexane:ethyl acetate=50:50), and recrystallized from ethanol-water to give compound (IF) (112 mg, 75%) as white crystals. 1H NMR (CDCl3, deltappm): 1.80-2.01 (m, 4H), 3.05-3.16 (m, 1H), 3.45 (ddd, J = 2.8, 11.4, 11.4 Hz, 2H), 3.81 (s, 2H), 3.97-4.06 (m, 2H), 6.54 (dd, J = 1.8, 3.6 Hz, 1H), 7.32 (dd, J = 7.8, 4.8 Hz, 1H), 7.52-7.54 (m, 1H), 7.62-7.68 (m, 2H), 8.55-8.64 (m, 2H), 9.21 (s, 1H). APCIMS m/z: [M+H]+ 398.

With the rapid development of chemical substances, we look forward to future research findings about 6419-36-9.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; KASE, Junya; KANDA, Tomoyuki; (28 pag.)EP2474544; (2017); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-45-0, (4-Bromopyridin-2-yl)methanol, 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: (4-Bromopyridin-2-yl)methanol, blongs to pyridine-derivatives compound. Recommanded Product: (4-Bromopyridin-2-yl)methanol

A mixture of 6-Bromo-lH-indazole (CAS No. 79762-54-2, 1.5 g, 7.6 mmol, 1.0 eq), 4- Bromo-2-pyridinemethanol (CAS No. 131747-45-0, 1.85 g, 9.9 mmol, 1.3 eq), Cul (285 mg, 1.5 mmol, 0.2 eq), K3P04 (3.2 g, 15.2 mmol, 2.0 eq) and 61798-24-1 (426 mg, 3.0 mmol, 0.4 eq) in 1,4-dioxane (15 mL) was stirred at 110 C for 16 h. After concentration, the residue was purified by silica gel chromatography using PE/EA (3/1) as eluent to give (4-(6-bromo- lH-indazol-l-yl)pyridin-2-yl)methanol as a yellow solid. 750 mg, Y: 32%. ESI-MS (M+H)+: 304.1

The synthetic route of 131747-45-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN MA INC.; CHAN, Timothy; GUCKIAN, Kevin; JENKINS, Tracy; THOMAS, Jermaine; VESSELS, Jeffery; KUMARAVEL, Gnanasambandam; MEISSNER, Robert; LYSSIKATOS, Joseph; LUCAS, Brian; LEAF, Irina; DUFFIELD, Jeremy; (518 pag.)WO2016/11390; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 626-64-2, name is Pyridin-4-ol, molecular formula is C5H5NO, 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. COA of Formula: C5H5NO

4-Hydroxypyridine 1.88g (0.02 mol) and 4,6-dimethoxypyrimidine-2-yl methyl sulfone 4.36g (0.02 mol) were dissolved in DMF 100 ml, and K2CO3 3.3g (1.2 eq) was added thereto. Then, the temperature was maintained at 95C while the mixture was stirred over night. The reacted solution was added to water 100 ml, extracted with diethyl ether, dried with MgSO4, and distilled under reduced pressure to obtain residue. Through purification with silica gel column chromatography, a solid material 3.73g (80%) was obtained: 1H NMR (CDCl3); 3.73 (s, 6H), 5.49 (s, 1H), 6.85-8.42 (m, 4H).

With the rapid development of chemical substances, we look forward to future research findings about 626-64-2.

Reference:
Patent; SNU R&DB Foundation; Korea Research Institute Of Chemical Technology; EP2497768; (2012); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 676560-01-3, Adding some certain compound to certain chemical reactions, such as: 676560-01-3, name is tert-Butyl 6-fluoronicotinate,molecular formula is C10H12FNO2, 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 676560-01-3.

Example 190A 6-(4-amino-4-methyl-cyclohexyloxy)-N,N-dimethyl-nicotinamide To a mixture of sodium hydride (240 mg, 6.0 mmol) in dimethylformamide (10 mL) at 0 C. was added Example 45F (258 mg, 2.0 mmol). The resulting mixture was stirred at 0 C. for 30 minutes, then Example 40A (473 mg, 2.4 mmol) was added. It was heated to 60 C. for 2 hours and stirred for 12 hours at room temperature. The reaction mixture was diluted with ethyl acetate and washed with water (3 times) and brine. The organic layer was dried (sodium sulfate), filtered, and concentrated under reduced pressure to provide the titled compound. MS (DCI) m/z 278 (M+H)+.

According to the analysis of related databases, 676560-01-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Madar, David J.; Djuric, Stevan W.; Michmerhuizen, Melissa J.; Kopecka, Hana A.; Li, Xiaofeng; Longenecker, Kenton L.; Pei, Zhonghua; Pireh, Daisy; Sham, Hing L.; Stewart, Kent D.; Szczepankiewicz, Bruce G.; Wiedeman, Paul E.; Yong, Hong; US2004/259843; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1702-17-6, Adding some certain compound to certain chemical reactions, such as: 1702-17-6, name is 3,6-Dichloropicolinic acid,molecular formula is C6H3Cl2NO2, 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 1702-17-6.

10.02 g (50.6 mmol) of 2,2-difluoro-1,3-benzodioxol-5,6-diamine, 12.27 g (63.2 mmol) of 3,6-dichloropyridine-2-carboxylic acid and 9.90 g (50.6 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDCI) were stirred in 100 ml of pyridine under argon for 8 h at 120 C. The reaction mixture was freed of solvent under reduced pressure, and the residue was taken up in ethyl acetate and washed with water. The aqueous phase was extracted twice with ethyl acetate, the organic phases were combined, dried over sodium sulphate and then the solvent was distilled off under reduced pressure. The residue was purified by column chromatography using a cyclohexane/ethyl acetate gradient (20:80 to 0:100) as mobile phase. (log P (neutral): 3.20; MH+: 344; 1H-NMR (400 MHz, D6-DMSO) delta ppm: 7.54 (s, 1H), 7.67 (d, 1H), 7.82 (s, 1H), 8.20 (d, 1H), 13.29 (s, 1H).

According to the analysis of related databases, 1702-17-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER CROPSCIENCE AKTIENGESELLSCHSAFT; FISCHER, RUEDIGER; WILCKE, DAVID; KAUSCH-BUSIES, NINA; HAGER, DOMINIK; ILG, KERSTIN; HOFFMEISTER, LAURA; WILLOT, MATTHIEU; PORTZ, DANIELA; GOERGENS, ULRICH; TURBERG, ANDREAS; (161 pag.)US2018/271099; (2018); 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. 170886-13-2, name is 2-(Trifluoromethyl)pyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H4F3NO

Example 231 Synthesis of 4-methoxy-2-(trifluoromethyl)pyridine. To a solution of 2-(trifluoromethyl)pyridin-4-ol (5.8 g, 35.56 mmol) in DMF (40 mL) was added iodomethane (11.1 g, 78.23 mmol) and K2CO3 (6.05 g, 43.74 mmol). Then the reaction mixture was stirred at 65 C. for 2 h. The mixture was treated with H2O (100 mL) and extracted with EtOAc (70 mL*3). The combined organic layers were washed with brine, dried over Na2SO4, concentrated to give 4-methoxy-2-(trifluoromethyl)pyridine as a yellow oil (3.5 g, yield: 55%) which was used in next step without further purification. ESI-MS [M+H]+: 178.1.

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, 170886-13-2, 2-(Trifluoromethyl)pyridin-4-ol.

Reference:
Patent; Shire Human Genetic Therapies, Inc.; Papaioannou, Nikolaos; Fink, Sarah Jocelyn; Miller, Thomas Allen; Shipps, JR., Gerald Wayne; Travins, Jeremy Mark; Ehmann, David Edward; Rae, Alastair; Ellard, John Mark; (352 pag.)US2019/284182; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 629655-23-8 ,Some common heterocyclic compound, 629655-23-8, molecular formula is C5H3ClN2O3, 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.

[0716] To a solution of XIV-3 (5.4 g, 31.03 mmol) in DMF (30 mL) was added NaOMe (8.4 g, 155.17 mmol), the reaction mixture was stirred at 80 C. for 10 hrs. The mixture was cooled to rt and poured into water, extracted with EtOAc. Combined organic phase was washed with brine and concentrated under vacuum to afford the crude product. The residue was purified by column chromatography (PE:EA=1:1) to afford XIV-4 as a pale yellow solid (4.5 g, 85% yield). 1HNMR (CDCl3, 300 MHz) delta 11.48 (brs, 1H), 8.10 (d, J=5.7 Hz, 1H), 6.71 (d, J=5.7 Hz, 1H), 4.11 (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. 629655-23-8, 2-Chloro-3-nitropyridin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Buckman, Brad Owen; Nicholas, John Beamond; Ramphal, Johnnie Y.; Emayan, Kumaraswamy; Seiwert, Scott D.; US2014/94456; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem