Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 6313-54-8, 2-Chloroisonicotinic acid, 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: 6313-54-8, blongs to pyridine-derivatives compound. Recommanded Product: 6313-54-8

To a mixture of 0.71 g of 2-amino-4-(trifluoromethyl)phenol, 0.63 g of 2- chloroisonicotinic acid and 7 ml of pyridine, 1.05 g of WSC was added and stirred while heating at 60C for four hours. The reaction mixture was cooled to room temperature, and then concentrated under reduced pressure. Water was added to the residue, followed by extraction with ethyl acetate twice. The combined organic layers were washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel column chromatography to give 0.77 g of 2-chloro-N-[2-hydroxy-5- (trifluoromethyl)phenyl]isonicotinamide.-NMR (DMSO-d6) delta: 10.12 (br s, IH), 8.62 (d, J=5.1 Hz, IH), 8.03-7.97 (m, 2H), 7.87 (dd, J=5.2, 1.3 Hz, IH), 7.46-7.43 (m, IH), 7.10 (d, J=8.2 Hz, IH)

The synthetic route of 6313-54-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49221; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 874959-68-9, 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.874959-68-9, name is 5-Bromopyridine-2-sulfonyl chloride, molecular formula is C5H3BrClNO2S, molecular weight is 256.51, as common compound, the synthetic route is as follows.

Into a Vial was added the 5-Bromo-pyridine-2-sulfonic acid thiazol-2-ylamide (150 mg, 0.00047 mol), 9,9-DIMETHYL-4,5-BIS(DIPHENYLPHOSPHINO)XANTHENE (32 mg, 0.000056 mol), Tris(dibenzylideneacetone)dipalladium(0) (17 mg, 0.000019 mol), ART-CHEM-BB B001304 (120 mg, 0.00056 mol) and N,N-Dimethylacetamide (6.0 mL, 0.064 mol). The mixture was sparged with argon for 5 min. Sodium tert-butoxide (140 mg, 0.0014 mol) was added and the reaction mixture was heated at 120 C. for 30 min in microwave. The reaction mixture was filtered through celite. The filtrate was diluted with Ethyl acetate and washed with 0.1 N HCl solution, water (3×) and brine, dried over sodium sulfate, filtered and was concentrated to give the crude product that was purified on ISCO (0% to 100% Ethyl acetate in CHCl3). 125 mg of the product was obtained as a light tan solid.

The chemical industry reduces the impact on the environment during synthesis 874959-68-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Icagen; US2009/23740; (2009); 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.14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.Safety of 4-Amino-2-chloropyridine

Under nitrogen protection, 2-chloropyridin-4-amine (301) (15 g, 0.116 mol, 1 eq) was dissolved in acetonitrile (200 mL) and heated to 70 C. in an oil bath, and then N-iodosuccinimide (NIS) (33 g, 0.139 mol, 1.2 eq) was added slowly. The reaction was stirred for 16 hours and cooled to room temperature. Saturated sodium thiosulfate solution was added until the reaction system turned to milk white. The pH of the reaction system was adjusted to 9-10 by an addition of saturated aqueous sodium carbonate solution and extracted with ethyl acetate (500 mL). The organic phase was separated which was washed with saturated brine (100 mL) twice, dried over anhydrous sodium sulfate, concentrated in vacuo and separated and purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=20/1) to obtain 2-chloro-5-iodopyridin-4-amine (23 g, yield: 78.1%). LCMS (ESI): m/z 255 [M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14432-12-3, 4-Amino-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; GUANGZHOU BEBETTER MEDICINE TECHNOLOGY CO., LTD.; CAI, Xiong; QIAN, Changgeng; LI, Junqi; QING, Yuanhui; WANG, Yanyan; XUE, Weicai; YOU, Huajin; (23 pag.)US2018/297995; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1008451-58-8, 4-Chloro-2-methoxynicotinaldehyde, 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, 1008451-58-8, blongs to pyridine-derivatives compound. SDS of cas: 1008451-58-8

A mixture of 4-chloro-3-formyl-2-methoxypyridine (0.43 g, 2.51 mmol), 4- Boc-aminopiperidine (0.7 g, 3.5 mmol), and DIEA (1.0 mL, 2.5 eq.) in ACN (14 mL) was stirred at 100 C for 40 min. After removal of the volatile solvent, the residue was purified by column chromatography to afford the title compound (0.84 g, 100%). MS (M+H)+: 336.5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1008451-58-8, its application will become more common.

Reference:
Patent; CRINETICS PHARMACEUTICALS, INC.; HAN, Sangdon; KIM, Sun Hee; ZHU, Yunfei; (149 pag.)WO2018/170284; (2018); 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. 1186608-83-2, name is 3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine

40% Dimethyl amine in water (2.6 mL, 21 mmol) was added to a solution of 3-bromo-5-nitro-lH-pyrazolo[3,4-b]pyridine (0.063 g, 0.26 mmol) in DMF (6.0 mL), and the mixture was placed in a microwave reactor at 14O0C for 15 hours. The reaction mixture was diluted with ethyl acetate (100 mL), and the organic layer was washed with water (3 X 50 mL). The organic layers were dried, filtered and concentrated. The crude product was purified by column chromatography, eluting with hexanes/ethyl acetate (4:1) to give N,N-dimethyl-5- nitro-1 H-pyrazolo [3 ,4-b]pyridin-3 -amine (0.012 g, 22%) as a solid.

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, 1186608-83-2, 3-Bromo-5-nitro-1H-pyrazolo[3,4-b]pyridine.

Reference:
Patent; ARRAY BIOPHARMA INC.; GENENTECH, INC.; GRADL, Stefan; LAIRD, Ellen; MORENO, David; REN, Li; WENGLOWSKY, Steven Mark; WO2011/25968; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 82454-61-3, Adding some certain compound to certain chemical reactions, such as: 82454-61-3, name is 5-Ethynylpyridin-2-amine,molecular formula is C7H6N2, 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 82454-61-3.

To a stirring suspension of 310 mg (0.719 mmol) of 3-azido-N-(5-tert-butyl-3- methanesulfonylamino-2-methoxy-phenyl)-4-methyl-benzamide in 2 mL of EtOH and 2 mL of water was added dropwise 4M NaOH until the mixture became homogeneous. A solution of 142 mg (0.719 mmol) of sodium ascorbate in 0.5 mL of water was added, followed by 100 mg (0.719 mmol) 2-amino-4-ethynyl pyridine in 1 mL of EtOH. Finally 0.72 mL of 0.1 M CuS04 was added, and the resulting mixture was stirred vigorously for 14 h. The mixture was then diluted with 40 mL of water and HOAc was added until a precipitate formed and the pH was about 6. The precipitate was filtered and washed with water and hexanes. The solids were chromatographed (0-5percent MeOH/0.5percent NH40H in CH2C12) to provide 321 mg (0.584 mmol ; 81percent) of the title compound. ESI MS nilz 548 [C27H3lN704S-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. 82454-61-3, 5-Ethynylpyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM PHARMACEUTICALS, INC.; WO2005/90333; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 67815-54-7 ,Some common heterocyclic compound, 67815-54-7, molecular formula is C5H2F3N, 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.

INTERMEDIATE 27 3 ,5 -Difluoro-4-(3 -iodo- 1 H-pyrazol- 1 -vDpyridine To a solution of 3-iodopyrazole (0.70 g, 3.61 mmol), in DMSO (15.1 mL) was added sodium hydride (60% in oil, 0.159 g, 3.97 mmol) and stirred for 0.5 h before 3,4,5- trifluoropyridine (0.48 g, 3.61 mmol) was added. The reaction mixture was stirred at 90 C for 3 h. This was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 40 g, 0-30 % EtOAc in hexanes) to give 3,5-difluoro-4-(3-iodo- lH-pyrazol-l-yl)pyridine, as a white solid. LCMS calc. = 307.94; found = 307.92 (M+H)+. 1H NMR (500 MHz, CDC13): delta 8.53 (s, 2 H); 7.65 (dd, J= 3.9, 2.3 Hz, 1 H); 6.72 (d, J= 2.5 Hz, 1 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. 67815-54-7, 3,4,5-Trifluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 875781-15-0, 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. 875781-15-0, name is 5-Bromo-2-fluoronicotinaldehyde. A new synthetic method of this compound is introduced below.

To a stirred solution of 5-bromo-2-fluoronicotinaldehyde (XV) (250 g, 1.23mol, 1.0 eq) in EtOH (2.50 L) was added hydrazine hydrate (221 g, 4.41 mol, 3.6 eq) at 25C. The reaction was then heated to 7580C and stirred for 12 h. The solvent was removed under reduced pressure at 45C. The residual crude solid was triturated in water (750 mL) and EtOH (250 mL). The resultant suspension was filtered and washed with ethanol to give 5-bromo-1H- pyrazolo[3,4-bjpyridine (XVI) (135 g, 0.68 mol, 55.4% yield) as yellowish solid which was used directly for the next step without further purification. ESIMS found for C6H4BrN3 mlz 199.1 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,875781-15-0, 5-Bromo-2-fluoronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (242 pag.)WO2017/23981; (2017); 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. 625-92-3, name is 3,5-Dibromopyridine, molecular formula is C5H3Br2N, 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. Recommanded Product: 3,5-Dibromopyridine

In diethyl ether (42.0 mL) was dissolved 3,5-dibromopyridine (1.00 g, 4.22 mmol). n-Butyllithium (2.76 mol/L solution in n-hexane, 1.61 mL, 4.43 mmol) was added dropwise at -78 C., and the mixture was stirred at the same temperature for 30 minutes. Further, DMF (0.98 mL, 12.7 mmol) was added and the mixture was stirred for 3 hours allowing the temperature to rise slowly to room temperature. A saturated aqueous ammonium chloride solution and water were added to the reaction mixture. Extraction with ethyl acetate, washing with saturated brine and drying over anhydrous sodium sulfate were performed. After filtration, the solvent in the filtrate was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate 7/3) to give 5-bromonicotinaldehyde (314 mg, 40%).

With the rapid development of chemical substances, we look forward to future research findings about 625-92-3.

Reference:
Patent; Kyowa Hakko Kirin Co., Ltd.; Fukuda, Yuichi; Kanai, Toshimi; Nakasato, Yoshisuke; Kimpara, Keisuke; US2013/65905; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 16478-52-7 ,Some common heterocyclic compound, 16478-52-7, molecular formula is C7H7NO3, 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.

starting from 1.6 g of 3-methoxy-2-pyridinecarboxylic acid there was obtained t-butyl [2-(3-methoxypyridine-2-carboxamido)ethyl]carbamate, m.p. 115°;

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. 16478-52-7, 3-Methoxypicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hoffmann-La Roche Inc.; US4764522; (1988); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem