Day: January 21, 2021

Synthetic Route of 85838-94-4 ,Some common heterocyclic compound, 85838-94-4, molecular formula is C10H17NO2, 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.

tert-butyl 5,6-dihydropyridine-1(2H)-carboxylate (2) (1 mol)was added to a solution of potassium osmate (0.1 mol) and NMO(2 mol) in THF and H2O (4:1; 10 v). The reaction mixturewas stirredat RT for 16 h and a solution of saturated sodium metabisulfite (10v) was added to quench the excess oxidant. The reaction mixturewas diluted with water (40 v) and extracted with EtOAc (2 x 20 v).The combined organic layers were washed with saturated brinesolution, dried over Na2SO4 and evaporated under vacuo. Purificationwas done by flash column chromatography using EtOAc inhexane, afforded the desired product as a clear liquid in 88% yield.1H NMR (400 MHz, CDCl3): d 3.84 (br s, 1H), 3.75 (br s, 1H),3.56e3.50 (m, 2H), 3.41 (dd, J 13.2, 3.6 Hz, 1H), 3.28e3.22 (m, 1H),1.84e1.76 (m, 1H), 1.70e1.63 (m, 1H), 1.44 (s, 9H); 13C NMR(100 MHz, CDCl3): d 155.35, 79.96, 68.43, 67.91, 45.66, 40.17, 29.51,28.32; LC-MS (ESI) m/z Calcd. for C10H19NO4: 217.13, Found: 216.06[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,85838-94-4, its application will become more common.

Reference:
Article; Kasturi, Siva Prasad; Surarapu, Sujatha; Uppalanchi, Srinivas; Dwivedi, Shubham; Yogeeswari, Perumal; Sigalapalli, Dilep Kumar; Bathini, Nagendra Babu; Ethiraj, Krishna S.; Anireddy, Jaya Shree; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 39 – 52;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1462-86-8 ,Some common heterocyclic compound, 1462-86-8, molecular formula is C6H6N2O2, 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.

General procedure: Method B: To a solution of 3-aminopyridine-2-carboxylic acid (2.74 g, 20 mmol) in anhydrous DMF (100 mL) was added EDC (4.2 g, 22 mmol), HOBt (2.97 g, 22 mmol) and triethylamine (8.2 mL, 60 mmol). alpha-Amino acid methyl ester (22 mmol) was added, and the reaction mixture was stirred overnight. Water (100 mL) was added, and the mixture was extracted with methylene chloride (4 ¡Á 100 mL), dried over MgSO4 and concentrated. The compound was purified by silica gel chromatography to give the oil-like open product 6; this was then dissolved in THF (125 mL) under argon. Sodium hydride (0.93 g, 60% dispersion in oil, 26.8 mmol) was added, and the reaction mixture was stirred overnight. Water (5 mL) was carefully added, and the resulting white precipitate was collected. The precipitate was dissolved in ethyl acetate (200 mL), washed with water (50 mL) and brine (50 mL), dried over MgSO4 and concentrated to give product 8.

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. 1462-86-8, 3-Aminopicolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Article; El Bouakher, Abderrahman; Laborie, Helne; Aadil, Mina; El Hakmaoui, Ahmed; Lazar, Said; Akssira, Mohamed; Viaud-Massuard, Marie-Claude; Tetrahedron Letters; vol. 52; 39; (2011); p. 5077 – 5080;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1594-58-7, 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 1594-58-7, name is N-Hydroxynicotinimidamide. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a stirred solution of heteroaromatic amidoximes 7 (7mmol) and distilled triethylamine (7mmol) in anhydrous DCM (70mL), solutions of the aromatic and heteroaromatic hydroximoyl chlorides 6 (7mmol) in the same solvent (70mL) were added dropwise. After keeping the reaction mixtures for two days at room temperature, the organic phases were washed twice with brine and dried over anhydrous Na2SO4. Upon evaporation of the solvent, the residues were submitted to chromatographic separation to isolate the desired compounds. 1,2,4-Oxadiazole-4-oxides 5Aa, 5Bb, and 5Dd are known compounds.

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 1594-58-7, N-Hydroxynicotinimidamide.

Reference:
Article; Memeo, Misal Giuseppe; Dondi, Daniele; Mannucci, Barbara; Corana, Federica; Quadrelli, Paolo; Tetrahedron; vol. 69; 35; (2013); p. 7387 – 7394;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13466-38-1, 5-Bromopyridin-2-ol, 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, Application In Synthesis of 5-Bromopyridin-2-ol, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Bromopyridin-2-ol

[00320] A round bottom flask was charged with 2-hydroxy-5-bromopyridine (1.0 g, 5.7 mmol) and 1,2-dimethoxy ethane (30 mL) and potassium tert-butoxide (0.65 g, 5.7 mmol) was added and the reaction mixture stirred at room temperature for 30 minutes, potassium carbonate (0.56 g, 4.0 mmol) and l-Boc-3-bromomethylazetidine (2.88 g, 11.5 mmol) were added and the reaction mixture heated to reflux overnight. The reaction mixture was cooled to room temperature and quenched with water and extracted with ethyl acetate (3X100 mL). The combined organics were washed with brine and dried over MgS04. The solvents were evaporated to dryness and the residue purified by flash chromatography (40 g silica, 0-100% ethyl acetate in hexanes) to give the product as white solid (1.65 g, 84%). LC/MS: [M+] 343.2; 1H MR (300 MHz, CDC13): delta 7.39-7.34 (m, 2H), 6.49 (d, J=9.3 Hz, IH), 4.08-3.97 (m, 4H), 3.72-3.67 (m, 2H), 3.07-3.05 (m, IH), 1.44 (s, 9H),

The synthetic route of 13466-38-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FGH BIOTECH, INC.; HUFF, Joel; UESUGI, Motonari; KINCAID, John; (213 pag.)WO2017/190086; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 96568-04-6, 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.96568-04-6, name is Ethyl 3-(2,6-Dichloro-5-fluoro-3-pyridyl)-3-oxopropionate, molecular formula is C10H8Cl2FNO3, molecular weight is 280.08, as common compound, the synthetic route is as follows.

Ethyl 3-(2,6-dichloro-5-fluoropyridin-3-yl)-3-oxopropanoate (40 g) and triethyl orthoformate (26.1 mL) in acetic anhydride (100 mL) were stirred at 85 C. for 6.5 hours, cooled, and concentrated. The concentrate was crystallized from hexanes with a small amount of diethyl ether and dichloromethane.

Statistics shows that 96568-04-6 is playing an increasingly important role. we look forward to future research findings about Ethyl 3-(2,6-Dichloro-5-fluoro-3-pyridyl)-3-oxopropionate.

Reference:
Patent; Hinman, Mira M.; Rosenberg, Teresa A.; Wagner, Rolf; US2005/234053; (2005); 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. 630120-99-9, name is 5-(Benzyloxy)-2-bromopyridine, molecular formula is C12H10BrNO, 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. Quality Control of 5-(Benzyloxy)-2-bromopyridine

Palladium acetate (0.43 g, 1.89 mmol), l,l’-bis(diphenylphosphino)ferrocene(2.10 g, 3.79 mmol), and triethylamine (11. 1 ml, 80.0 mmol) were added to a methanol solution (200 ml) of 5-(benzyloxy)-2-bromopyridine (10.0 g, 37.8 mmol) under carbon monoxide atmosphere, this mixture was stirred for 2 days at 9O0C. This reaction solution was cooled to room temperature, followed by concentrating this solvent under reduced pressure and purifying the obtained residue by silica gel column chromatography (Flash cartridge 65M, hexane:ethyl acetate=l :1) to obtain methyl 5-(benzyloxy)pyridin-2-carboxylate (7.48 g, yield: 81%) as an ecru solid.

With the rapid development of chemical substances, we look forward to future research findings about 630120-99-9.

Reference:
Patent; BANYU PHARMACEUTICAL CO.,LTD.; IINO, Tomoharu; ASAI, Masanori; OHNO, Akio; IF2; ISHIKAWA, Makoto; OHTAKE, Norikazu; WO2010/24110; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1150617-54-1, 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 1150617-54-1, name is 6-Bromo-1H-pyrazolo[4,3-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows.

Into a microwave reaction tube, 300 mg compound a, 473 mg 1-methyl-1H-pyrazolo-4-borate pinacol ester and 628 mg potassium carbonate were disposed, 5 ml dioxane, 2.5 ml ethanol and 2.5 ml water were added into the microwave reaction tube, air was displaced for three times, under a nitrogen atmosphere, 62 mg complex of 1,1?-bis(diphenylphosphino) ferrocene palladium (II) dichloride and dichloromethane was added into the microwave tube, then the microwave tube was sealed, The microwave tube was placed into a microwave reactor, reaction was conducted at a temperature of 120 C. for 30 minutes, till the reaction was completed. The aforementioned reactant liquid was poured into 15 ml water, extracted three times with dichloromethane, the organic layer was dried over anhydrous sodium sulfate then concentrated, isolated by flash preparative chromatography to obtain compound n (m=275 mg, yield: 91%). (0192) 1H NMR (300 MHz, DMSO-d6) delta 13.29 (s, 1H), 8.80 (s, 1H), 8.36 (s, 1H), 8.24 (s, 1H), 8.07 (s, 2H), 3.90 (s, 3H).

According to the analysis of related databases, 1150617-54-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SHANGHAI INSTITUTE OF MATERIA MEDICA, CHINESE ACADEMY OF SCIENCES; SHANGHAI GREEN VALLEY PHARMACEUTICAL CO., LTD.; Shen, Jingkang; Geng, Meiyu; Ding, Jian; Xiong, Bing; Al, Jing; Ma, Yuchi; Wang, Xin; Peng, Xia; Chen, Yuelei; Chen, Danqi; Meng, Tao; Ma, Lanping; Ji, Yinchun; (110 pag.)US2016/137640; (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. 13534-97-9, name is 6-Bromopyridin-3-amine, molecular formula is C5H5BrN2, 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: 6-Bromopyridin-3-amine

Step 3: ethyl 4-(5-amino-2,3′-bipyridin-6′-yloxy)cyclohexanecarboxylate (B-33)To a solution of ethyl 4-(5-(4,4,5s5-tetramethyl-l,3,2-dioxaborolan-2-yl)pyridin-2- yloxy)cyclohexanecarboxylate (300 mg, 0.799 mmol) and 5-amino-2-bromopyridine (160 mg, 0.924 mmol) in 1,4 dioxane:3/40 (3:1, 20 mL) was addedtetrakis(triphenylphosphine)palladium(0) (194 mg, 0.168 mmol) and Na2C03 (267 mg, 2.52 mmol). The reaction mixture was heated to reflux and stirred for 15 h. The solution was filtered through celite, concentrated and purified by ISCO to yield ethyl 4-(5-amino-2,3′- bipyridin-6′-yloxy)cyclohexanecarboxylate as a brown oil (191 mg, 70percent yield 1 :1 trans is ratio). MS (M+l): 342.

With the rapid development of chemical substances, we look forward to future research findings about 13534-97-9.

Reference:
Patent; SCHERING CORPORATION; TING, Pauline, C.; LEE, Joe, F.; ASLANIAN, Robert, G.; WO2011/31628; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1083057-14-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 1083057-14-0 as follows.

Tert-butyl 3-(6-amino-3-methylpyridin-2-yl) benzoate (3. 0 g) was added to 47% aqueous solution of hydrogen bromide (15 mL) portion wise at 27C in 15 minutes. The reaction mixture was cooled to -20C and bromine (1 .52 mL) was added drop wise. Stirred the reaction mixture at -20C for 90 minutes and sodium nitrite solution (1 .96 g in 7.5 mL of water) was added for 20 minutes at the same temperature. Reaction mixture was warmed to 15C and stirred for 1 hour and 45 minutes at the same temperature. Again cooled the reaction mixture to -20C and sodium hydroxide solution (8.44 g in 30 mL of water) was added slowly. The reaction mass was extracted with ethyl acetate (3 x 50 mL) and dried over sodium sulfate. The solution was concentrated under reduced pressure to obtain crude product. The crude product was purified by column chromatography using (10% to 50%) ethyl acetate / hexane as eluent to obtain 185 mg of tert-butyl 3-(6- bromo-3-methylpyridin-2-yl)benzoate as a colorless liquid with 96.07% purity by HPLC and 1 .0 g of 3-(6-bromo-3-methylpyridin-2-yl)benzoic acid as a white solid with 98.36% purity by HPLC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1083057-14-0, its application will become more common.

Reference:
Patent; DR. REDDY?S LABORATORIES LIMITED; DAHANUKAR, Vilas Hareshwar; ORUGANTI, Srinivas; RAO, Pallavi; CHAKKA, Ramesh; BAIG, Mohammed Azeezulla; VYALA, Sunitha; SALADI, Venkata Narasayya; PEDDY, Vishweshwar; ELATI, Raviram Chandrasekhar; MOHANARANGAM, Saravanan; RAJ, Gopal; MAMIDIPALLI, Phani; (73 pag.)WO2017/175161; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1480-65-5 ,Some common heterocyclic compound, 1480-65-5, molecular formula is C5H3ClFN, 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.

In a microwave vial was combined M (18 mg, 0.062 mmol, 1 eq.), triethylamine (0.172 mL, 1.24 mmol, 20 eq.), 5-chloro-2-fluoropyridine (163 mg, 1.24 mmol, 20 eq.), and NMP (0.60 mL). The reaction was heated under microwave irradiation at 250¡ã C. for 20 minutes. The crude reaction mixture was purified directly on preparative HPLC. Fractions were neutralized with saturated NaHCO3, extracted with EtOAc. dried over Na2SO4, and concentrated under forced air with heat to afford the title compound (5.42 mg, 24percent yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.04 (d, J=2.5 Hz, 1H), 7.39 (dd, J=8.9, 2.6 Hz, 1H), 7.32-7.28 (m, 2H), 7.11 (t, J=8.3 Hz, 2H), 6.87 (s, 1H), 6.46 (d, J=8.5 Hz, 1H), 5.35 (bs, 1H), 4.50 (d, J=5.6 Hz), 4.51-4.48 (m, 2H), 4.16-4.13 (m, 2H). ES-MS [M+1]+: 356.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1480-65-5, its application will become more common.

Reference:
Patent; Vanderbilt University; Conn, P. Jeffrey; Lindsley, Craig W.; Emmitte, Kyle A.; Engers, Julie L.; Konkol, Leah C.; US2015/361081; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem