Day: August 20, 2021

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

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

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

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

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

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.944401-77-8, name is 2-Amino-4-fluoropyridine, molecular formula is C5H5FN2, molecular weight is 112.105, as common compound, the synthetic route is as follows.Safety of 2-Amino-4-fluoropyridine

To a solution of 2-amino-4-fluoropyridine (75.0 g, 0.67 mol) in dry acetonitrile (700 mL), N-bromosuccinimide (122.8 g, 0.69 mol) was added portion wise upon stirring and cooling in an ice-water bath. The reaction mixture was stirred at r.t. for 1 h. After evaporation under reduced pressure, the residue was thoroughly washed with water (3 x 300 mL), taken up by acetonitrile and evaporated under vacuum yielding the title compound as an off white solid (124 g, 97 %).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,944401-77-8, 2-Amino-4-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; UCB BIOPHARMA SPRL; ALEXANDER, Rikki Peter; BROWN, Julien Alistair; DELIGNY, Michael; HEER, Jag Paul; JACKSON, Victoria Elizabeth; JADOT, Sophie; KROEPLIEN, Boris; MAC COSS, Malcolm; SABNIS, Yogesh Anil; SWINNEN, Dominique Louis Leon; VAN HOUTVIN, Nathalie; ZHU, Zhaoning; WO2015/86527; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 154078-83-8, Adding some certain compound to certain chemical reactions, such as: 154078-83-8, name is Ethyl 2-(3-nitropyridin-2-yl)acetate,molecular formula is C9H10N2O4, 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 154078-83-8.

H) ethyl (3-aminopyridin-2-yl)acetate A mixture of ethyl (3-nitropyridin-2-yl)acetate (29.0 g) and 10% palladium-carbon (containing water (50%), 2.90 g) in ethanol (400 mL) was stirred under a hydrogen atmosphere (50 psi) at room temperature for 3 hr. The insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (25.5 g). 1H NMR (400 MHz, CDCl3) delta 1.26 (3H, t, J=7.2 Hz), 3.85 (2H, s), 4.17 (2H, q, J=7.2 Hz), 4.32 (2H, br s), 6.99-7.06 (2H, m), 7.99-8.01 (1H, m).

According to the analysis of related databases, 154078-83-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; Kawasaki, Masanori; Mikami, Satoshi; Nakamura, Shinji; Negoro, Nobuyuki; Ikeda, Shuhei; Nomura, Izumi; Ashizawa, Tomoko; Imaeda, Toshihiro; Seto, Masaki; Sasaki, Shigekazu; Marui, Shogo; Taniguchi, Takahiko; (130 pag.)US2016/159808; (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. 517918-95-5, name is 1H-Pyrrolo[2,3-b]pyridine-5-carbonitrile, molecular formula is C8H5N3, 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. Product Details of 517918-95-5

The compound obtained from Preparation Example 121 was dissolved in ethanol (100ml), and 6N sodium hydroxide (17ml, 102mmol) was added thereto. The mixture was stirred for 3 days at 100 and then distilled under reduced pressure. 1 N hydrochloride solution was added and the residue was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium chloride solution, dried over anhydrous magnesium sulfate and filtered. Filtrate was distilled under reduced pressure and the residue was dissolved in tetrahydrofuran (400ml). 0.25M solution of diazomethane in diethyl ether (30ml, 7.5mmol) was slowly added dropwise. The mixture was stirred for 30 minutes at 0 and then distilled under reduced pressure to obtain the title compound (1.2g, 67%).

With the rapid development of chemical substances, we look forward to future research findings about 517918-95-5.

Reference:
Patent; LG LIFE SCIENCES LTD.; LEE, Sung Bae; PAEK, Seung Yup; YOON, Sook Kyung; YOON, Seung Hyun; CHOI, Jeung Soon; WO2014/73904; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1235865-75-4, 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 1235865-75-4, name is Methyl 2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-fluorobenzoate. This compound has unique chemical properties. The synthetic route is as follows.

Example 11 methyl 2-(1H-pyrrolo[2,3-b]pyridin-5-yloxy)-4-(4-((2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-enyl)methyl)piperazin-1-yl)benzoate A mixture of EXAMPLE 1H (1.55 g), EXAMPLE 1E (2.42 g), and HK2PO4 (1.42 g) in dimethylsulfoxide (20 mL) at 135 C. was stirred for 24 hours. The reaction was cooled, diluted with ether (400 mL), and washed three times with 1M aqueous NaOH, and brine, and concentrated. The crude product was chromatographed on silica gel with 10-50% ethyl acetate/hexanes.

According to the analysis of related databases, 1235865-75-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Tao, Zhi-Fu; Wang, Xilu; Wendt, Michael; Souers, Andrew; Judd, Andrew; Kunzer, Aaron; Sullivan, Gerard; US2014/275082; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 64119-42-2, 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 64119-42-2, name is Ethyl 6-chloro-5-cyano-2-methylpyridine-3-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

(a) 1-[3-Cyano-5-(ethoxycarbonyl)-6-methylpyridine-2-yl]azetidine-3-carboxylic acid Ethyl 6-chloro-5-cyano-2-methylnicotinate (50.98 g, 227 mmol), azetidine-3-carboxylic acid (24.09 g, 238 mmol) and DIPEA (118.9 mL, 681 mmol) were suspended in EtOH (250 mL) and heated at reflux for 1 h. The reaction mixture was cooled to r.t and added drop-wise to KHSO4 (154.5 g, 1135 mmol) in water (3000 mL). The solids were collected by filtration and dried under vacuum to afford 1-[3-Cyano-5-(ethoxycarbonyl)-6-methylpyridine-2-yl]azetidine-3-carboxylic acid as a solid, which was used without further purification. Yield: 65.33 g (100%). 1H NMR (400 MHz, CDCl3): delta 1.37 (3H, t, J=7.1 Hz), 2.72 (3H, s), 3.59-3.68 (1H, m), 4.31 (2H, q, J=7.1 Hz), 4.55-4.68 (4H, m), 8.28 (1H, s). MS m/z: 290 (M+1).

According to the analysis of related databases, 64119-42-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; US2007/244088; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem