Day: March 12, 2021

Reference of 74115-12-1, 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.74115-12-1, name is 5-Chloro-3-hydroxypyridine, molecular formula is C5H4ClNO, molecular weight is 129.5444, as common compound, the synthetic route is as follows.

To a solution of 5-chloropyridin-3-ol (6f) (1.30 g, 10.0 mmol) in THF (50 mL) was added Et3N (1.21 g, 12.0 mmol) and 1,1,1-trifluoro-N-phenyl-N-[(trifluoromethyl)sulfonyl]methanesulfonamide (3.93 g, 11.0 mmol) at room temperature. After stirring for 20 min, the solvent was removed under reduced pressure. The residue was partitioned between EtOAc and 1 mol/L HCl. The separated aqueous layer was extracted with EtOAc again. The combined extract was washed with brine, dried over anhydrous MgSO4, filtered, and then concentrated in vacuo. The residue was purified by silica gel column chromatography (n-hexane/EtOAc = 99/1-19/1) to afford compound 6a (1.73 g, 66%) as a colorless oil: 1H-NMR (CDCl3) d 7.69 (1H, t, J = 2.3 Hz), 8.52 (1H, d, J = 2.3 Hz), 8.64 (1H, d, J = 1.9 Hz).

Statistics shows that 74115-12-1 is playing an increasingly important role. we look forward to future research findings about 5-Chloro-3-hydroxypyridine.

Reference:
Article; Nishida, Haruyuki; Fujimori, Ikuo; Arikawa, Yasuyoshi; Hirase, Keizo; Ono, Koji; Nakai, Kazuo; Inatomi, Nobuhiro; Hori, Yasunobu; Matsukawa, Jun; Fujioka, Yasushi; Imanishi, Akio; Fukui, Hideo; Itoh, Fumio; Bioorganic and Medicinal Chemistry; vol. 25; 13; (2017); p. 3447 – 3460;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 872365-91-8, Adding some certain compound to certain chemical reactions, such as: 872365-91-8, name is 2-Bromo-6-(difluoromethyl)pyridine,molecular formula is C6H4BrF2N, 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 872365-91-8.

Step 1: 2-Bromo-6-(difluoromethyl)pyridine (CAS 872365-91-8, 1 g) was dissolved under argon in N,N-dimethylacetamide (10 ml), then copper (I) cyanide (340 mg) and sodium cyanide (193 mg) were added. The reaction mixture was stirred in a sealed tube for 24 h at 120C and for 6 days at 125C. After cooling to room temperature, the reaction mixture was poured onto saturated aqueous NaHC03. AcOEt was added and the solids were removed by filtration. The organic layer was concentrated and the product was purified by flash chromatography (silica gel, 0% to 100% EtOAc in n-heptane) to give 6- (difluoromethyl)picolinonitrile (720 mg) as a colorless semisolid.

According to the analysis of related databases, 872365-91-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; SIENA BIOTECH S.P.A.; GUBA, Wolfgang; HAAP, Wolfgang; OBST SANDER, Ulrike; PETERS, Jens-Uwe; WOLTERING, Thomas; (81 pag.)WO2016/1266; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 586-98-1, Pyridin-2-ylmethanol, 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: 586-98-1, blongs to pyridine-derivatives compound. Recommanded Product: 586-98-1

General procedure: In a typical experiment, alcohol (10 mmol), aqueous NH3*H2O (30 mmol), FeCl4-IL-SiO2 (0.5 g), and CH3CN (10 mL) were added to a round-bottomed flask. Then, aqueous 30 % H2O2 (21 mmol) was gradually added into the reactor at room temperature. The obtained mixture was stirred at 30 C for appropriate time (Table 4). The reaction was monitored by TLC and GC. After completion of the reaction, the catalyst was recovered by filtration. Evaporation of the solvent under reduced pressure gave the crude product. Further purification was achieved by flash column chromatography on a silica gel (petroleum ether/ethyl acetate, 5:1) to give the desired product. Fresh substrates were then recharged to the recovered catalyst and then recycled under identical reaction conditions.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,586-98-1, Pyridin-2-ylmethanol, and friends who are interested can also refer to it.

Reference:
Article; Hu, Yu-Lin; Wang, Bing Tong; Fang, Dong; Journal of the Iranian Chemical Society; vol. 14; 1; (2017); p. 233 – 243;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 148493-37-2, 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. 148493-37-2, name is 2,6-Dichloro-3-iodopyridine, molecular formula is C5H2Cl2IN, 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.

Production Example 962- (4-{2- [6- (4-acetylpiperazin-l-yl) -3- (trifluoromethyl)pyridin-2-yl] ethyl }phenyl) acetohydrazide dihydrochloride step 1 [0304] [0305]Potassium fluoride (2.24 g, 38.5 mmol) and copper (I) iodide (7.33 g, 38.5 mmol) were weighed in a flask, and the mixture was heated with a gas burner while gently shaking under high vacuum until the content becomes a pale-yellow green. After cooling to room temperature, anhydrous N, N- dimethylformamide (50 ml) , anhydrous tetrahydrofuran (10 ml) and trimethyl (trifluoromethyl) silane (5.5 ml, 35 mmol) were added. The mixture was heated to 5O0C, and stirred for 21 hrs. A mixed solution of 2, beta-dichloro-3-iodopyridine (9.59 g, 35.0 mmol) in anhydrous N, N-dimethyIformamide (10 ml)- anhydrous tetrahydrofuran (20 ml) was added dropwise to the above- mentioned reaction mixture at 5O0C. After stirring at 50C for 21 hrs, trimethyl (trifluoromethyl) silane (0.55 ml, 3.5 mmol) was added, and the mixture was stirred for 24 hrs. The reaction mixture was cooled to room temperature, poured into 12% aqueous ammonia, and the mixture was extracted 3 times with diethyl ether. The combined organic layer was washed successively with 12% aqueous ammonia, IM hydrochloric acid, saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (dichloromethane:hexane = 1:4) to give 2, 6-dichloro~3- (trifluoromethyl) pyridine (7.32 g, yield 97.3%)

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 148493-37-2, 2,6-Dichloro-3-iodopyridine.

Reference:
Patent; R-tech Ueno, Ltd.; WO2009/145360; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6295-87-0, 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 6295-87-0, name is 1-Aminopyridinium Iodide. This compound has unique chemical properties. The synthetic route is as follows.

But-3-yn-2-one (0.71g, 10.4mmol) and 1-aminopyridinium iodide (2.69g, 12mmol) were dissolved in DMSO (21mL) and treated with K2CO3 (1.30g, 9.36mmol) and KOH (1.17g, 20.8mmol). The mixture was stirred for 6hat room temperature. Then the reaction mixture was poured in water (50mL) and extracted with ethyl acetate (15mL¡Á3), the combined organic phase was washed with brine (20mL¡Á2), dried over anhydrous Na2SO4 and concentrated. The residue was purified by column chromatography (eluent: petroleum ether/ethyl acetate=4:1) to provide 12o as a pale yellow solid (0.53g, 31%). Mp: 94-96C (Lit.Mp [19]: 102-103C). 1H NMR (400MHz, CDCl3): delta=2.56 (s, 3H), 7.01 (t, J=8.0Hz, 1H), 7.47 (t, J=8.0Hz, 1H), 8.34-8.40 (m, 2H), 8.54 (d, J=8.0Hz, 1H).

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 6295-87-0, 1-Aminopyridinium Iodide.

Reference:
Article; Li, Ri-Dong; Wang, Hui-Ling; Li, Ying-Bo; Wang, Zhong-Qing; Wang, Xin; Wang, Yi-Tao; Ge, Ze-Mei; Li, Run-Tao; European Journal of Medicinal Chemistry; vol. 93; (2015); p. 381 – 391;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 932-35-4, name is 3-Hydroxypicolinonitrile, the common compound, a new synthetic route is introduced below. Quality Control of 3-Hydroxypicolinonitrile

Reference Example 23: N-(5-chloropyridin-2-yl)-2-[(2-cyanopyridin-3-yl)oxy]acetamide; [] 2-Cyano-3-hydroxypyridine (35.0 g) obtained according to the method described in a literature (Synthesis 1983, 316) is dissolved in acetone (800 ml), and thereto are added 2-chloro-N-(5-chloropyridin-2-yl)acetamide (62.6 g) obtained in Reference Example 21, potassium carbonate (60.0 g) and sodium iodide (45.8 g). The mixture is then heated under reflux for 2 hours. After allowing to cool, water and ethyl acetate are poured to the reaction mixture, and the insoluble materials are removed by filtration. The organic layer is then separated. The aqueous layer is extracted with ethyl acetate and the organic layers are combined, washed with saturated brine and dried over sodium sulfate. The solvent is removed by evaporation under reduced pressure and the resulting residue is suspended in diethyl ether. The precipitates are collected by filtration to give the title compound (80.3 g). APCI-MS M/Z:289/291[M+H]+.

The synthetic route of 932-35-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1003-68-5 ,Some common heterocyclic compound, 1003-68-5, molecular formula is C6H7NO, 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.

A solution of 5-methylpyridin-2(lH)-one, 1-495 (cas: 1003-68-5, 5.0 g, 45.87 mmol, 1.0 equiv.), KI (1.522 g, 9.17 mmol, 0.2 equiv.), and NaH (60%, 2.20 g, 55.04 mmol, 1.2 equiv.) in DMF (20 ml) was stirred under nitrogen at 0 C for 1 hour. Then the reaction mixture was added to a solution of /er/-butyl (2-bromoethyl)carbamate (cas: 39684-80-5, 15.34 g, 68.80 mmol, 1.5 equiv.) in DMF (30 mL) dropwise. The reaction mixture was stirred at 0 C for 1 hour and then 25 C for 12 hours. LCMS analysis showed -50% conversion, at which point H20 (50 mL) was added and the reaction mixture was extracted with EtOAc (100 mL x 3). The organic phase was dried and purified by silica gel chromatography (20%-50% EtOAc with Petroleum ether) to give the product /er/-butyl (2- (5-methyl-2-oxopyridin-l(2H)-yl)ethyl)carbamate, 1-496 (1.7 g, 15% yield, 95% purity) as a white solid, MS (ESI, positive ion) m/z: 253(M+l) and byproduct: tert-butyl (2-((5- methylpyridin-2-yl)oxy)ethyl)carbamate (0.4 g, 3% yield, 95% purity), MS (ESI, positive ion) m/z: 253(M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1003-68-5, its application will become more common.

Reference:
Patent; CARMOT THERAPEUTICS, INC.; ENQUIST, Johan; KRISHNAN, Shyam; ATWAL, Suman; ERLANSON, Daniel; FUCINI, Raymond V.; HANSEN, Stig; SAWAYAMA, Andrew; SETHOFER, Steven; (719 pag.)WO2019/183577; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 183208-35-7, Adding some certain compound to certain chemical reactions, such as: 183208-35-7, name is 5-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 183208-35-7.

To a stirred solution of 5-bromo-lH-pyrrolo[2,3-Z?]pyridine (10 g, 50.76 mmol) in 500 mL of acetone N-idodosuccinamide was added and the reaction mixture was stirred for 20 min at room temperature. The product was crashed out as white solid was filtered and washed with lOOmL acetone. Resulting solid was dried under vacuum to afford 5- bromo-3-iodo-lH-pyrrolo[2,3-Z?]pyridine (16.34 g, 100%) as a light yellow powder. XH NMR (DMSO-i , 300MHz) delta 8.51 (d, J= 2.1 Hz, 1H), 8.22 (s, 1H), 8.02 (d, J= 1.2 Hz, 1 H), 8.00 (d, J= 5.1 Hz, 2H), 7.44 (dd, J= 8.7 Hz, 0.6 Hz, 2H), 2.35 (s, 3H); MS ESI (m/z): 322/324 (M+l)+, calc. 322.

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. 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 80194-69-0, 5-(Trifluoromethyl)picolinic 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: 80194-69-0, blongs to pyridine-derivatives compound. Recommanded Product: 80194-69-0

Example 28 N-(3-((2R,5R)-6-amino-3,3,5-trifluoro-2,5-dimethyl-2,3,4,5-tetrahydropyridin-2-yl)-4-fluorophenyl)-5-(trifluoromethyl)picolinamide Prepared from (3R,6R)-6-(5-amino-2-fluorophenyl)-3,5,5-trifluoro-3,6-dimethylpiperidine-2-thione and 5-(trifluoromethyl)picolinic acid LC-MS (m/z) 463 (MH+) tR=0.61 minutes (Method A) 1H NMR (600 MHz, DMSO-d6) delta 10.96 (s, 1H), 9.18-9.09 (m, 1H), 8.48 (dd, J=8.3, 2.1 Hz, 1H), 8.33 (d, J=8.2 Hz, 1H), 7.89-7.81 (m, 2H), 7.17 (dd, J=11.9, 8.7 Hz, 1H), 6.58-6.29 (m, 2H), 2.62-2.52 (m, 1H), 2.31-2.16 (m, 1H), 1.77-1.66 (m, 6H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,80194-69-0, 5-(Trifluoromethyl)picolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; H. LUNDBECK A/S; Juhl, Karsten; Marigo, Mauro; Tagmose, Lena; Jensen, Thomas; US2015/232449; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 888327-36-4 ,Some common heterocyclic compound, 888327-36-4, molecular formula is C6H3BrF3NO, 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.

To a reaction vial were added 2-bromo-5-(trifluoromethoxy)pyridine ( 1.0 g, 4.1 mmol) and 3-bromo- l – -l,2,4-triazole (0.91 g, 6.2 mmol). Lambda ,/V-Dimethylformamide (16 ml_) and cesium carbonate (2.6 g, 8.2 mmol) were added, and the vial was degassed for 5 minutes with argon. Copper(I) iodide (0.077 g, 0.41 mmol) was added, and the via l was further degassed for 5 minutes with argon. The vial was capped and heated at 100 C for 1 hour in a Biotage Initiator microwave reactor, with external IR-sensor temperature monitoring from the side of the vessel. The reaction mixture was cooled to room temperature, poured onto crushed ice (3 volumes), and extracted with ethyl acetate (3 x 150 ml_). The combined organic layers were dried over sodium sulfate, filtered, and concentrated. Purification by flash column chromatography using 0-40% ethyl acetate/hexanes as eluent provided the title compound as a pale brown liquid (0.40 g, 31%) : *H N MR (400 MHz, CDCI3) delta 9.01 (s, 1H), 8.39 (d, J = 2.4 Hz, 1H), 7.94 (d, J = 8.8 Hz, 1H), 7.77 (dd, J = 1.6 Hz, 8.8Hz, 1H) ; ESIMS m/z 309 ([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,888327-36-4, its application will become more common.

Reference:
Patent; DOW AGROSCIENCES LLC; GIAMPIETRO, Natalie C.; CROUSE, Gary D.; SPARKS, Thomas C.; DEMETER, David A.; (242 pag.)WO2017/40742; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem