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 271-63-6, name is 1H-Pyrrolo[2,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. 271-63-6

General procedure: A solution of indole, azaindole or pyrrole (0.1 mmol) in dichloromethane (5 mL) was added to a suspension of 1:1 (W/W) ICl (concentration indicated in the Table; 0.1 mmol = 162 mg) and Celite (162 mg) ratio in dichloromethane (10 mL). The mixture was stirred at room temperature for the time indicated in Tables 1-4. The reaction mixture was then poured into saturated thiosulfate solution (20 mL) extracted with dichloromethane (2 x 15 mL). The organic layer was washed in brine and, dried over sodium sulfate and the solvent was removed at reduced pressure. The desired compound was purified by chromatography column using hexane and ethyl acetate mixtures as eluting solvent. Yields of iodinated compounds are summarized in Tables 1-4. All the compounds were characterized by IR, NMR and were compared with authentic samples.

Statistics shows that 271-63-6 is playing an increasingly important role. we look forward to future research findings about 1H-Pyrrolo[2,3-b]pyridine.

Reference:
Article; Hamri, Salha; Rodriguez, Jose; Basset, Joan; Guillaumet, Gerald; Dolors Pujol; Tetrahedron; vol. 68; 31; (2012); p. 6269 – 6275;,
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. 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. 609-71-2

This compound was synthesized by a method similar to the method described in . To a 50-mL round bottom flask, 2-oxo-1,2-dihydropyridine-3-carboxylic acid (500 mg, 3.59 mmol) was added, and suspended in methanol (5 mL) and water (0.8 mL), then potassium hydroxide (400 mg, 7.13 mmol) was added to the suspension, and the resulting mixture was stirred at 100C for 15 minutes. The reaction solution was returned to room temperature, iodomethane (2.6 mL, 41.8 mmol) was added to the reaction solution, and the resulting mixture was stirred at 100C for 45 minutes, and then concentrated under reduced pressure until the solvent volume was reduced by half. To the reaction solution, 3 N hydrochloric acid (20 mL) was added, and the produced solid was collected by filtration, washed with water and acetonitrile, and then dried under reduced pressure to obtain the title compound (64.9 mg, 12%) as white powder. 1H NMR(CD3 OD, 400 MHz): 8 8.43 (dd, 1H, J = 6.9, 2.3 Hz), 8.05 (dd, 1H, J = 6.9, 2.3 Hz), 6.65 (t, 1H, J = 6.9 Hz), 3.70 (s, 3H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; Nippon Chemiphar Co., Ltd.; NAGASE, Hiroshi; FUJII, Hideaki; SAITOH, Akiyoshi; NAKATA, Eriko; HIROSE, Masaaki; OOI, Isao; HAYASHIDA, Kohei; (88 pag.)EP3513792; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding some certain compound to certain chemical reactions, such as: 53939-30-3, name is 5-Bromo-2-chloropyridine, 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 53939-30-3. 53939-30-3

2-chloro-5-bromopyridine (4.0 mmol) was added to CHC13 (40 mL), stirred under nitrogen, and BPO (0.08 mmol) and NBS (4.4 mmol) were added to the mixture. The reaction was heated to reflux for 5 h and cooled.The solvent was distilled off under reduced pressure to give a crude product.A solution of morpholine (0.50 mol) in ethanol was added to the crude product of the previous step under nitrogen and stirred at room temperature overnight.The solvent was removed under reduced pressure.The crude product was purified by column chromatography to give 4-(4-bromo-2-fluorophenyl)morpholine.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 53939-30-3.

Reference:
Patent; Ocean University of China; Shao Changlun; (69 pag.)CN108658937; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

100-26-5, 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 100-26-5, name is 2,5-Pyridinedicarboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

To a round bottom flask connected with condenser, pyridine-2, 5- dicarboxylic acid (20 mmol, 3.34 g), SOCI2 (60 mmol, 7.14 g) and 5 ml_ of DMF were added and the reaction was carried out at 90C under argon for 4 h. The reaction mixture was then cooled down to room temperature, Et3N (6 equiv. , 1 6.8 ml_) and glycerol carbonate (80 mmol, 9.45 g in 1 2 mL of THF) were added slowly and was further heated at 90C overnight. After the reaction, the excess amount of Et3N, SOCI2 and solvent were removed under vacuum. The product bis((2-oxo-1 ,3-dioxolan-4-yl)methyl)pyridine-2,5- dicarboxylate was isolated as a white solid, filtered and washed with water (30 mL, 2 times) and with Et20 (30 mL, 2 times) to give 4.61 g (1 2.6 mmol) of pure product (63%) which was characterized by 1 H, 13C-NMR and HRMS. 1 H- NMR (CDCb, 400 MHz) : 9.1 9 (dd, J = 2.1 , 0.8 Hz, 1 H), 8.49 (dd, J = 8.2, 2.2 Hz, 1 H), 8.21 (dd, J = 8.1 , 0.8 Hz, 1 H), 5.36 – 5.05 (m, 2H), 4.84 – 4.31 (m, 8H). 13C NMR (CDCb, 100 MHz): d= 168.8, 168.6, 159.9, 159.8, 1 55.5, 1 55.4, 143.8, 1 33.2, 1 30.3, 79.4, 79.3, 71 .4, 71 .3, 70.2, 70.1 . HR-MS (ESI) (M+H)+ m/z Calcd. for CisHuNOio: 368.061 2. Found: 368.061 0.

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 100-26-5, 2,5-Pyridinedicarboxylic acid.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; SEAYAD, Jayasree; JANA, Satyasankar; SEAYAD, Abdul Majeed; (115 pag.)WO2019/190409; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

624-28-2, 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. 624-28-2, name is 2,5-Dibromopyridine. A new synthetic method of this compound is introduced below.

2,5-Dibromopyridine (10 g, 35.2 mmol) is dissolved in dry toluene (200 mL) under a nitrogen atmosphere and cooled to -78 C. n-Butyllithium (2.5M in hexanes, 2.5 mL, 38.7 mmol) is added at -78 C. over 20 minutes. The reaction mixture is stirred at -78 C. for 20 minutes. Oxetane-3-one (2.79 g, 38.7 mmol) in toluene (100 mL) is added then stirred at -78 C. for 30 minutes. Saturated aqueous ammonium chloride solution (50 mL) is added. The mixture extracted with ethyl acetate (2¡Á200 mL), separated, washed with brine solution (50 mL) and the solvent evaporated under reduced pressure. The crude material is purified using flash chromatography (35% ethyl acetate in hexane) to give the title compound (4.2 g): 1H NMR (400 MHz, DMSO-d6): delta 4.64 (2H, d), 4.87 (2H, d), 6.68 (1H, s), 7.55 (1H, d), 8.06 (1H, dd), 8.76 (1H, d).

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. 624-28-2, 2,5-Dibromopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZOETIS LLC; Billen, Denis; Curtis, Michael; Ewin, Richard Andrew; Goodwin, Richard M.; Johnson, Paul D.; Johnson, Timothy Allan; Kyne, Graham M.; Maddux, Todd M.; Sheehan, Susan Mary Kult; Vairagoundar, Rajendran; US2014/88046; (2014); 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. 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. 571188-59-5

A mixture of B1 (30.62 g, 110 mmol) and N, N-dimethylformamide (150 mL) was added to the three-necked flask and the mixture was stirred (1.0 M, 120 mL, 120 mmol) was added to a solution of lithium hexamethyldiamine in tetrahydrofuran (20 mL) at 20 to 30 C After the addition of compound 9 (30.58 g, 100 mmol), the reaction was allowed to proceed to room temperature 20 to 25 C for 6 to 8 hours. Reaction end plus (150 mL), extracted with ethyl acetate (150 mL), and the organic phase was washed with saturated brine (150 mL), dried over anhydrous sodium sulfate. After concentration, the compound 12 was separated by a dichloromethane ethyl acetate mixed solvent column chromatography. 46.21 g, 79%)

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, 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate.

Reference:
Patent; Hangzhou Kechao Biological Technology Co., Ltd.; Zheng Xuchun; Zhang Yiping; Wu Yihua; (14 pag.)CN106565707; (2017); A;,
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.81167-60-4, name is 4-(tert-Butyl)-2-chloropyridine, molecular formula is C9H12ClN, molecular weight is 169.6513, as common compound, the synthetic route is as follows.81167-60-4

2-Chloro-4-tert-butylpyridine (19.92 grams, 0.1 174 mol), 3- chlorophenylboronic acid (20.17 grams, 0.1290 mol), water (332 ml.), potassium carbonate (45.65 grams, 0.3303 mol), and monoglyme (332 ml.) were combined and sparged with nitrogen 45 minutes. Tetrakistriphenylphosphinepalladium(O) (4.98 grams, 5.746 mmol) was quickly added and the mixture was heated to reflux overnight. The mixture was concentrated by rotary evaporation to remove the monoglyme. Dichloromethane (“DCM”) was added and extracted with water several times then preabsorbed to solid media. Silica chromatography with DCM and hexanes was used to purify the product which was concentrated to 27 grams of yellow oil.

Statistics shows that 81167-60-4 is playing an increasingly important role. we look forward to future research findings about 4-(tert-Butyl)-2-chloropyridine.

Reference:
Patent; E. I. DU PONT DE NEMOURS AND COMPANY; HERRON, Norman; GAO, Weiying; WO2013/142634; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

141-86-6, 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 141-86-6, name is 2,6-Diaminopyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of Cu(OAc)2 (0.05 mmol, 0.0092 g) and potassium tert-butoxide (0.175 g, 2.5 mmol) in anhydrous dioxane (3 mL), the amine 1e (9.75 mmol) or the diamine 7 (2.5 mmol) and the correspondent alcohol 6 (2.5 mmol) or 2a (13 mmol) were added successively under inert argon atmosphere. After 4 days of reaction at 130 C, it was hydrolyzed with a saturated solution of ammonium chloride (10 mL). The mixture was extracted with AcOEt (3¡Á10 mL) and washed with brine (10 mL), after drying with anhydrous MgSO4 and filtering on Celite, the solvents were removed under low pressure (15-18 Torr). The resulting mixture was purified by column chromatography (if needed).

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 141-86-6, 2,6-Diaminopyridine.

Reference:
Article; Martinez-Asencio, Ana; Ramon, Diego J.; Yus, Miguel; Tetrahedron; vol. 67; 17; (2011); p. 3140 – 3149;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

7379-35-3, 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 7379-35-3, name is 4-Chloropyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows.

Dipropylamine 90 kg was drawn into a 200 L reaction shaft,Add 4-chloropyridine hydrochloride 30kg,Potassium fluoride 12kg, the temperature was raised to 110 , incubated for 8 hours,Decompression recovery dipropylamine, sodium bicarbonate solution while hot to adjust the pH to about 8, adding petroleum ether 150kg,Separation of the water layer, the organic layer cooling, filtration, drying too28.9 kg of 4-dipropylaminopyridine,Purity 98.1%, yield 81.2%.

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 7379-35-3, 4-Chloropyridine hydrochloride.

Reference:
Patent; Wuhan Jiesheng Biological Technology Co., Ltd.; Li Hailiang; Liu Bing; Zhang Jinjun; Li Jianxiong; Cheng Zhechao; (5 pag.)CN107501173; (2017); A;,
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.5350-93-6, name is 6-Chloropyridin-3-amine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.5350-93-6

A mixture of pyridine 20 (5.37 g, 41.9 mmol) and Boc2O (8.56 g, 46.1 mmol) in DMF (25 mL) and DIEA (5 mL) was stirred at RT for 4 hr, then at 60C for 16 hr. The solution was diluted with AcOEt (300 mL) and was washed with 10% aqueous K2CO3 (2x, each 100 mL). The organic layer was dried [(MGS04)] and evaporated to give compound 21 (8.27 g, [87%, 1H-NMR).]

Statistics shows that 5350-93-6 is playing an increasingly important role. we look forward to future research findings about 6-Chloropyridin-3-amine.

Reference:
Patent; GENESOFT PHARMACEUTICALS, INC.; WO2004/12736; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem