Day: August 24, 2021

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.13534-97-9, name is 6-Bromopyridin-3-amine, molecular formula is C5H5BrN2, molecular weight is 173.0106, as common compound, the synthetic route is as follows.COA of Formula: C5H5BrN2

To a solution of 3-amino-6-bromopyridine (1.1 g, 6.4 mmol) in THF (7 mL)-MeOH (7 mL) at RT was added phenylboronic acid (1.60 g, 12.8 mmol), PXPd (69 mg, 0.13 mmol), followed by K2CO3 (3.54 g, 25.6 mmol). The reaction mixture was stirred at 70° C. in a preheated oil bath for 16 h. After cooling to RT, the reaction mixture was poured into water (10 mL), and the resultant mixture was extracted with EtOAc (3.x.40 mL). The combined organic layers were washed with saturated NaCl, dried (Na2SO4), filtered and concentrated. The resulting residue was purified by silica gel (40 g) column chromatography eluting with a gradient of EtOAc (30-100percent) in hexane to give the title compound as an off-white solid (940 mg, 86percent). LC/MS (method A): retention time=1.28 min, (M+H)+=171.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-97-9, 6-Bromopyridin-3-amine, and friends who are interested can also refer to it.

Reference:
Patent; Sun, Chongqing; Ewing, William R.; Huang, Yanting; US2006/154955; (2006); 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. 5470-22-4, name is 4-Chloropicolinic acid, molecular formula is C6H4ClNO2, 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: 4-Chloropicolinic acid

A mixture of 4-chloropicolinic acid (10.0 g, 63.4 mmol), thionyl chloride (40 ml) and a catalytic amount of DMF were heated at 80 C for 3 h. Then the reaction mixture was cooled to room temperature and evaporated under reduced pressure. The residue was dissolved in 30 ml of CH2Cl2 in an ice-bath, then added to a 25% aqueous solution of ammonia (60 ml) at a rate which kept the internal temperature below 7 C with constant stirring. After 1 h, the precipitate was filtrated, washed with water (3 × 50 ml) and dried in vacuo to afford compound 2 (9.2 g, 93% yield) as a yellow solid, mp 161-162 C; 1H NMR (DMSO-d6, 400 MHz): delta 7.74-7.76 (dd, J = 1.8 and 5.3 Hz, 1H), 7.80 (br s, 1H), 8.03 (d, J = 1.8 Hz, 1H), 8.20 (br s, 1H), 8.62 (d, J = 5.3 Hz, 1H); ESI-MS m/z: 157[M+H]+; Anal. Calcd for C6H5ClN2O (%): C 46.03, H 3.22, N 17.89; Found: C 45.98, H 3.27, N 17.94.

With the rapid development of chemical substances, we look forward to future research findings about 5470-22-4.

Reference:
Article; Zhan, Wenhu; Li, Yanyang; Huang, Weiping; Zhao, Yanjin; Yao, Zhenglin; Yu, Shanyou; Yuan, Shoujun; Jiang, Falong; Yao, Shan; Li, Shuxin; Bioorganic and Medicinal Chemistry; vol. 20; 14; (2012); p. 4323 – 4329;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 88511-27-7, 4-Amino-3-iodopyridine, 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: 88511-27-7, blongs to pyridine-derivatives compound. Recommanded Product: 88511-27-7

Step 2. To a 2 L 3-necked flask was added DMF (700 mL), triethylene diamine ( 168 g, 1 .5 mol), and 4-amino-3-iodopyridine (24, 1 10 g, 0.5 mol). The mixture was cooled with an ice-water bath and pyruvic acid (1 32 g, 1 .5 mol) was slowly added, followed by palladium acetate (4.49 g, 0.02 mol). Under nitrogen atmosphere, the mixture was heated to 1 15 C. The reaction generated effervescence. The reaction mixture was kept at 115- 120 C for 1 1 h, The mixture was concentrated under reduced pressure The residue was poured into water (500 mL), and concentrated HC1 was added to adjust pH to The above cake was added into 500 mL of water. Concentrated HCl was added (to ensure complete protonation) followed by 5 g of active carbon. The mixture was heated to reflux for 20 min and then filtration was performed while hot. The solid was discarded and the hot filtrate was placed in a refrigerator to allow the HCl salt of the desired product to precipitate. Upon cooling, filtration was performed which afforded a dark brown solid with a wet weight of 48 g as the HCl salt of the desired product. The solid was then added to 250 mL of water and the mixture was heated until a clear solution resulted. Solid NaOH was slowly added to adjust pH to 5-6, then active carbon and an addtional 500 mL of water was added. The mixture was heated to reflux for 30 min, then filtration was performed while hot. The resulting cake was added to 750 mL of water, heated to reflux, and filtered again. The cake thus obtained was discarded. The two batches of filtrate were combined and cooled in a refrigerator. The resulting precipitate was collected by vacuum filtration, then washed with ethanol to give the title compound as a slightly yellow solid (25 g, 31 %). MS (m/z, ES-): 161 . 1 [M-1], 323. 1 [2M-1]. 1H NMR (DMSO-d6, 400 MHz) delta 12.20 (br s, 1H), 8.97 (s, 1H), 8.27 (d, J = 5.6 Hz, 1 H), 7.41 (d, = 6.0 Hz, 1H), 7.23 (s, 1H).

The synthetic route of 88511-27-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai; WO2013/127266; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 81167-60-4, 4-(tert-Butyl)-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, 81167-60-4, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 2-chloro-4-terbutylpyridine (1.79 g, 10.5 mmol), 2,6-difluoro-3-pyridylboronic acid (2.6 g, 16.4 mmol), Pd(PPh3)4 (400 mg, 0.35 mmol), 2M aqueous solution of potassium carbonate (25 ml, 50 mmol) and 1,4-dioxane (80 ml) was deaerated by bubbling nitrogen through the mixture for 15 minutes. The mixture was stirred at 70C (bath) for 15 hours. The mixture was evaporated to a volume of approximately 30 ml. The residue was extracted with hexane (2 X 30 mL). The organic layers were washed with brine (20 mL) and dried over MgS04. After the evaporation of the solvent the product was purified by column chromatography (silicagel, ethyl acetate/hexane 1/2) and dried in high vacuum at room temperature. Yield 2.3 g, 88 %.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,81167-60-4, its application will become more common.

Reference:
Patent; CAMBRIDGE DISPLAY TECHNOLOGY LIMITED; SUMITOMO CHEMICAL COMPANY LIMITED; STEUDEL, Annette; KOZHEVNIKOV, Valery; WO2014/9716; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 101990-70-9, 5-(Chloromethyl)-2-methoxypyridine, 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, Product Details of 101990-70-9, blongs to pyridine-derivatives compound. Product Details of 101990-70-9

To a stirred solution of compound 2 (400 mg, 1.79 mmol) in DMF (4 mL) at 0 C, was added NaH (90 mg of a 60% dispersion in mineral oil, 2.25 mmol). The mixture was warmed to RT and stirred for 20 mm. The mixture was cooled to 0 C, and a solution of 5-(chloromethyl)-2- methoxypyridine (310 mg, 1.97 mmol) in DMF (1 mL) was added. The mixture was allowed to warm to RT and stirred for a further 16 h. The mixture was partitioned between water (50 mL)and EtOAc (30 mL). The organic layer was separated and the aq. layer re-extracted with additional EtOAc (30 mL). The combined organic layers were dried over Na2SO4, filtered, and the filtrate concentrated under reduced pressure. The residue was purified (silica gel; eluting with 0-100% EtOAc in hexanes), to afford compound 3 (580 mg, 85%) as a colorless oil. LCMS Mass: 345.0 (M+1).

The synthetic route of 101990-70-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHARMAKEA, INC.; ROWBOTTOM, Martin, W.; HUTCHINSON, John, Howard; (185 pag.)WO2017/3862; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 113975-22-7, 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. 113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, 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.

NaO’Bu, 150C [00209] A microwave reaction vessel was charged with 2-fluoro-3-iodopyridine(purchased from Maybridge) (0.565 g, 2.53 mmol), morpholine (purchased from Aldrich) (0.221 ml, 2.53 mmol), Pd2(dba)3(purchased from Strem) (0.154 g, 0.152 mmol), 2- dicyclohexylphosphino-2′,6′-dimethoxy-l, -biphenyl (purchased from Strem) (0.135 g, 0.304 mmol), and sodium t-butoxide (0.8 g, 7.6 mmol). The reaction mixture was stirred and heated in a Discover model microwave reactor (CEM, Matthews, NC) at 150C for 20 min (125 watts, Powermax feature on, ramp time 5 min). Solvent was evaporated. The crude product was adsorbed onto a plug of silica gel and chromatographed through a Biotage pre-packed silica gel column, eluting with a gradient of 1% to 5% MeOH in CH2CI2, to provide 4-(2-fhioropyridin-3- yl)morpholine (0.311 g, 67.5% yield).

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 113975-22-7, 2-Fluoro-3-iodopyridine.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer; HORNE, Daniel B.; HU, Essa; KALLER, Matthew R.; MONENSCHEIN, Holger; NGUYEN, Thomas T.; REICHELT, Andreas; RZASA, Robert M.; WO2011/143495; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6295-87-0, 1-Aminopyridinium Iodide, 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, COA of Formula: C5H7IN2, blongs to pyridine-derivatives compound. COA of Formula: C5H7IN2

General procedure: A clean, washed boiling tube equipped with a magnetic stir bar was charged with 1-aminopyridinium iodide (1a) (0.0665 g, 0.3 mmol),(E)-chalcone (2a) (0.0520 g, 0.25 mmol) and NMP (1 mL). The mixture was stirred for 24 h at r.t. under O2 (balloon). After completion of the reaction, the mixture was poured into hypo solution (10 mL). The mixture was extracted with EtOAc (3 × 10 mL), dried over anhydrous Na2SO4 and the solvent removed under reduced pressure. The residue was purified through column chromatography using silica gel (20%EtOAc/hexane) to afford 3a.

The synthetic route of 6295-87-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ravi, Chitrakar; Samanta, Supravat; Mohan, Darapaneni Chandra; Reddy, N. Naresh Kumar; Adimurthy, Subbarayappa; Synthesis; vol. 49; 11; (2017); p. 2513 – 2522;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 192189-16-5, Adding some certain compound to certain chemical reactions, such as: 192189-16-5, name is tert-Butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate,molecular formula is C12H13BrN2O2, 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 192189-16-5.

Intermediate 2 (33.0 mg, 0.10 mmol) was mixed with 80% aqueous dimethoxyethane (1 mL), 4-chlorophenylboronic acid (23.0 mg, 0.15 mmol) and K2CO3 (35.0 mg, 0.25 mmol). Tetrakis-(triphenylphosphine)palladium(0) (6.00 mg, 0.005 mmol) was added and the mixture was stirred at 80 C for 80 min. After cooling, water (0.8 mL) and EtOAc (8 mL) were added. The mixture was centrifuged and the organic layer was separated. Flash chromatography (1 :3 EtO Ac/toluene) gave the title compound (21 mg, 64%). HRMS (ESI+) calcd for Ci8H17ClN202 328.0979, found 328.0980.

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. 192189-16-5, tert-Butyl 3-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Proximagen Limited; EVANS, David; CARLEY, Allison; STEWART, Alison; HIGGINBOTTOM, Michael; SAVORY, Edward; SIMPSON, Iain; NILSSON, Marianne; HARALDSSON, Martin; NORDLING, Erik; KOOLMEISTER, Tobias; WO2011/113798; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 14432-12-3, 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. 14432-12-3, name is 4-Amino-2-chloropyridine. A new synthetic method of this compound is introduced below.

NaHMDS (9 mL, 2 M, 18 mmol) was added dropwise to a solution of 2-chloro-4-aminopyridine (1.0 g, 7.8 mmol) in dry tetrahydrofuran (30 mL) at 0C under N2. After continuously stirred for 30 min, a solution of ditertbutyl dicarbonate (3.75 g, 17 mmol) in dry tetrahydrofuran was added. The reaction mixture was stirred overnight at room temperature, and then poured into saturated ammonium chloride solution. The mixture was extracted with ethyl acetate, and the organic layer was washed by saturated brine, concentrated under vacuum to remove the solvent.The resulting residue was purified by column chromatography (petroleum ether :ethyl acetate = 8:1) to afford the title compound (923 mg, 36 %). 1H NMR (CDCl3): delta 8.39 (1H, d, J = 5.2 Hz), 7.19 (1H, d, J = 1.6 Hz), 7.05 (1H, dd, J = 1.6 Hz, 5.2 Hz), 1.47 (18H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Reference:
Patent; Li, Yuliang; WANG, Huting; ZHU, Yan; WANG, Zhe; ZHANG, Hui; ZHAO, Ruiyu; HUANG, Yuanyuan; WANG, He; PENG, Yong; LUO, Hong; XIAO, Dengming; CAO, Shousong; HAN, Yongxin; EP2862571; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 778611-64-6, 5-Bromo-2-chloro-4-methylpyridine, 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, 778611-64-6, blongs to pyridine-derivatives compound. Safety of 5-Bromo-2-chloro-4-methylpyridine

Step 1: A mixture of compound 9-1 and aqueous EtNH2 (10 mL) in NMP (5 mL) was stirred for 3 days at 80C in a sealed tube, then concentrated. The residue was diluted with EtOAc (50 mL), washed with H20 (10 mL), brine (10 mL), dried over anhydrous Na2S04, concentrated, and purified by column chromatography, eluting with PE/EA = 4/1 to give target compound 9-2 as yellow oil. LC-MS: m/z = 215.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,778611-64-6, its application will become more common.

Reference:
Patent; BIOGEN IDEC MA INC.; HUTCHINGS, Richard, H.; JONES, John, Howard; CHAO, Jianhua; ENYEDY, Istvan, J.; MARCOTTE, Douglas; WO2014/28669; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem