Category: pyridine-derivatives

Adding a certain compound to certain chemical reactions, such as: 39658-41-8, Ethyl 6-aminonicotinate, 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, Safety of Ethyl 6-aminonicotinate, blongs to pyridine-derivatives compound. Safety of Ethyl 6-aminonicotinate

Step 2 To a stirred solution of lithium aluminium hydride (183 mg, 4.83 mmol) in tetrahydrofuran was slowly added solution of ethyl 6-aminonicotinate (200 mg, 1.21 mmol) in tetrahydrofuran at 0 C. under nitrogen atmosphere. The reaction mixture was stirred at 0 C. for 30 minutes then at room temperature for 3 h. The mixture was quenched at 0 C. with 1N HCl until pH is 3 then basified with sodium carbonate solution until pH is 7. Then the mixture was filtered using celite to remove LAH residue and it was dissolved in ethyl acetate and washed with saturated sodium carbonate solution. The organic layer was dried (magnesium sulfate) and filtered. The filtrate was removed in vacuo. The crude condition of (6-aminopyridin-3-yl)methanol (55 mg, crude) was obtained in 75% yield.

The synthetic route of 39658-41-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gruenenthal GmbH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; US2013/29962; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 953780-40-0, Methyl 5-fluoro-6-methoxynicotinate, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

[00674] Intermediate 73d: 5-fluoro-6-methoxy-pyridine-3-carboxylic acid[00675] A solution of potassium hydroxide (885mg, 1 5.77mmol) and methyl 5-fluoro-6-methoxy- pyridine-3-carboxylate (730mg, 3.g4mmol) in MeOH (l5mL) was stirred at room temperature overnight. The solvent was removed in vacuo and the residue taken up in water (20 mL) andwashed with ether (2OmL). The aqueous phase was acidified to pH 2 with 1 M HCI and extracted with EtOAc (3 x 2OmL). The organic fractions were collected, washed with brine, dried (Na2504), filtered and reduced in vacuo to afford the desired product 5-fluoro-6-methoxy-pyridine-3-carboxylic acid (640mg, 3.74mmol, 95% yield) as a white solid.1H NMR (CDCI3,400MHz) O/ppm: 8.71 (1H, d, J= 1.9Hz), 7.95 (1H, dd, J= 10.2Hz, 1.9Hz), 4.14(3H,s).MS Method 2: RT: 1.47 mm, 171.9 m/z [M+H]

The synthetic route of 953780-40-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 153034-88-9, 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 153034-88-9, name is 2-Chloro-4-iodo-3-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 183A tert-butyl 6-(8-(benzo[d]thiazol-2-ylcarbamoyl)-3,4-dihydroisoquinolin-2(1H)-yl)-2′-chloro-3′-methyl-3,4′-bipyridine-2-carboxylate To a solution of EXAMPLE 30A (1.22 g) in dioxane (4 mL), and aqueous NaHCO3 (2 mL) was added 2-chloro-4-iodo-3-methylpyridine (505 mg), and tetrakis(triphenylphosphine)palladium(0) (115 mg). The mixture was stirred at 120 C. for 20 minutes in a Biotage Initiator microwave reactor. The mixture was diluted with ethyl acetate (300 mL) and washed with water (3 times)and brine, and dried over Na2SO4. Filtration and evaporation of the solvent gave crude product which was loaded on a silica gel column and eluted with 20% ethyl acetate in dichloromethane to provide the title compound.

According to the analysis of related databases, 153034-88-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AbbVie Inc.; Wang, Le; Doherty, George; Wang, Xilu; Tao, Zhi-Fu; Bruncko, Milan; Kunzer, Aaron R.; Wendt, Michael D.; Song, Xiaohong; Frey, Robin; Hansen, Todd M.; Sullivan, Gerard M.; Judd, Andrew; Souers, Andrew; US2013/96121; (2013); 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.3678-62-4, name is 2-Chloro-4-methylpyridine, molecular formula is C6H6ClN, molecular weight is 127.57, as common compound, the synthetic route is as follows.Recommanded Product: 3678-62-4

Step 1 2-Methoxy-4-methylpyridine Procedure: A mixture of 2-chloro-4-methylpyridine (20 g, 0.156 mol) and NaOCH3 (9.3 g, 0.172 mol) in DMSO (200 mL) was stirred at 100 C. for 4 hours. The solution was added to H2O and then extracted with ethyl acetate (50 mL*2). The organic layer was washed with H2O (300 mL) brine (300 mL) and dried concentrated to give 2-methoxy-4-methylpyridine (9 g, 46%). LC-MS: 124 [M+H]+, tR=1.21 min.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3678-62-4, 2-Chloro-4-methylpyridine, and friends who are interested can also refer to it.

Reference:
Patent; Hermann, Johannes Cornelius; Lowrie, JR., Lee Edwin; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/252777; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 851484-95-2, 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. 851484-95-2, name is 2-Chloro-5-fluoronicotinaldehyde, molecular formula is C6H3ClFNO, 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.

In a 250 mL flask, 2-chloro-5-fluoropyridine-3-carboxaldehyde (4. 88 g, 31. 0 mmol) was dissolved in dioxane (103 mL) along with Boc-piperazine (5.77 g, 31. 0 mmol) and potassium carbonate (4.30 g, 31. 0 mmol). The reaction was heated to reflux with stirring for 48 hours. The mixture was then diluted with ethyl acetate (100 mL) and washed with saturated NaHC03 solution (2 x 75 mL) and saturated NaCI solution (2 x 75 mL). The organic layer was collected, dried overanhydrous Na2SO4, and then filtered. Solvent was removed iii vacuo and the residue was purified by column chromatography on silica using 9: 1 hexane/ethyl acetate as the eluent to afford 3. 0g (31%) of the 20a as a yellow solid.

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 851484-95-2, 2-Chloro-5-fluoronicotinaldehyde.

Reference:
Patent; NEUROCRINE BIOSCIENCES, INC.; WO2005/40109; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic 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, Product Details of 63237-88-7, blongs to pyridine-derivatives compound. Product Details of 63237-88-7

To a stirred solution of compound A (500 mg, 3.08 mmol, 1 eq) in CH2CI2 (15 ml) was added thionyl chloride (0.665 ml, 9.25 mmol, 3 eq) and the mixture was refluxed for 3 h. The mixture was cooled to RT, concentrated in vacuo and the residue was dissolved in CH2CI2 (20 ml). TEA (3 ml, 21.51 mmol, 7 eq) followed by Weinreb amine salt (450 mg, 4.62 mmol, and 1.5 eq) was added to it and the resulting mixture was stirred at 23 C for 16 h. The reaction mixture was diluted with ethyl acetate (150 ml), the combined organic layer was washed with water and brine. The organic layer was dried over anhydrous sodium sulfate and concentrated in vacuo. The crude material was purified by column chromatography to obtain compound B (400 mg, 63 %) as liquid compound. (0425) [0402] FontWeight=”Bold” FontSize=”10″ H NMR (DMSO-d6) delta 8.72-8.70 (d, / = 8 Hz, 1 H), 7.76-7.74 (d, / = 9 Hz, 1 H), (0426) 7.30-7.26 (m, 1 H), 7.02-7.00 (t, / = 7 Hz, 1 H), 3.73 (s, 3 H), 3.37 (s, 3 H); (0427) [0403] LCMS: m/z = 206.0 [M+H], RT = 2.27 minutes; (Program PI, Column v.

The synthetic route of 63237-88-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASANA BIOSCIENCES, LLC; THOMPSON, Scott, K.; PRIESTLEY, Tony; KUNDU, Mrinalkanti; SAHA, Ashis; NATH, Suvadeep; (126 pag.)WO2018/64135; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 960289-03-6, Adding some certain compound to certain chemical reactions, such as: 960289-03-6, name is 2-Bromo-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one,molecular formula is C7H6BrNOS, 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 960289-03-6.

A solution of tert-butyl (3-(4,4,5,5-tetra methyl-1,3,2-dioxaborolan-2-yl)pyridin-2-yl)carbamate (416 mg, 1.3 mmol), 2-bromo-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one (300 mg, 1.3 mmol) and Pd(PPh3)4 (23 mg, 0.02 mmol) in n-BuOH (3 mL) and 2M Na2CO3 (3 mL) was degassed under bubbling nitrogen and the reaction was heated 2 h at 100 C. Upon completion, the reaction was filtered and concentrated under reduced pressure, then partitioned between DCM (10 mL) water (10 mL). The layers were separated and the aqueous layer was extracted with DCM (3×10 mL). The combined organics were dried over Na2SO4 and concentrated. The concentrate was slurried in EtOAc, sonicated and filtered to afford 2-(2-aminopyridin-3-yl)-5,6-dihydrothieno[2,3-c]pyridin-7(4H)-one (281 mg, 88% yield) as a white solid. 1H NMR (300 MHz, MeOH) delta ppm 7.99 (dd, J=5.0, 1.3 Hz, 1H), 7.62 (dd, J=7.5, 1.4 Hz, 1H), 7.25 (s, 1H), 6.76 (dd, J=7.5, 5.1 Hz, 1H), 3.61 (t, J=7.0 Hz, 2H), 2.97 (t, J=7.1 Hz, 2H); MS (EI) m/z=246.3 [M+1]+.

According to the analysis of related databases, 960289-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Augeri, David John; Bagdanoff, Jeffrey Thomas; Baugh, Simon David Peter; Carlsen, Marianne; Carson, Kenneth Gordon; Gilleran, John Anthony; He, Wei; Oravecz, Tamas; Salojin, Konstantin; Sung, Leonard; US2012/225857; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 20970-75-6, 2-Cyano-3-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, 20970-75-6, blongs to pyridine-derivatives compound. Recommanded Product: 2-Cyano-3-methylpyridine

Example 8rac-N-(((2S,3R)-3 -Methyl-i -(2-methyl-S -phenylthiazole-4-carbonyl)piperidin-2- ylmethyliuinoline-8-carboxamide3 -MethylpicolinamideLN_I,NH20A mixture of 3-methylpicolinonitrile (2.36 g, 20 mmol) and conc. sulfuric acid (12.5mL) was stirred at 80C for 25 mm. The solution was cooled to r.t., poured into water (80mL), followed by addition of sat. Na2CO3 (aq.) until pH 7. The resulting mixture was extracted with DCM (3x) and the combined organic layer was dried over Mg504 and concentrated in vacuo to provide 3-methylpicolinamide as a white solid (2.65 g, 97%). ?H74NMR (CDC13, 400 MHz) oe 8.43 (dd, 1H), 7.93 (brs, 1H), 7.62 (dd, 1H), 7.35 (dd, 1H), 5.44 (brs, 1H), 2.76 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,20970-75-6, its application will become more common.

Reference:
Patent; EOLAS THERAPEUTICS, INC.; KAMENECKA, Theodore; JIANG, Rong; SONG, Xinyi; WO2013/119639; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 947249-27-6, 2-Bromo-3-(difluoromethoxy)pyridine, 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, 947249-27-6, blongs to pyridine-derivatives compound. Recommanded Product: 947249-27-6

To a steel bomb were charged with 2-methoxyethanol (20 ml), 2-bromo-3-(difluoromethoxy)pyridine (1.95 g, 8.7 mmol), conc. aqueous NH4OH (28-30%, 5 ml, 79 mmol) and Cu2O (0.25 g, 1.7 mmol). The reaction mixture was heated at 100 C. for 23 h, then cooled to 0 C., and partitioned between mixture of EtOAc/aq. 3 N NaOH/H2O (40 ml/10 ml/30 ml). The organic phase layer was collected, washed with saturated aqueous NaHCO3 solution (30 ml), brine (40 ml), dried (Na2SO4), and concentrated to produce 1.12 g of 3-(difluoromethoxy)pyridin-2-amine which was carried forward without further purification: LCMS (m/z, MH+): 161.0, tR=0.31 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,947249-27-6, its application will become more common.

Reference:
Patent; Huang, Zilin; Jin, Jeff; Machajewski, Timothy; Antonios-McCrea, William R.; McKenna, Maureen; Poon, Daniel; Renhowe, Paul A.; Sendzik, Martin; Shafer, Cynthia; Smith, Aaron; Xu, Yongjin; Zhang, Qiong; Chen, Zheng; US2013/210818; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19346-43-1 ,Some common heterocyclic compound, 19346-43-1, molecular formula is C6H5FN2O2, 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.

2.52 g (0.015 mol) of 2-hydrazine-4-methyl-3-nitropyridine was added to 40 cm3 of n-propanol, 5 cm3 of water, 1 g of sodium bicarbonate and 2.34 g (0.015 mol of 2-fluoro-4-methyl-3-nitro-pyridine. The mixture was heated for 30 min under reflux on a water bath. The mixture changed its color to purple. Then it was evaporated to dryness under reduced pressure and the dry residue was added to 150 cm3 of water, acidified with dilute hydrochloric acid and allowed to stand at room temperature for 12 h. Then the reaction product was filtered and recrystallized with activated carbon. An insoluble product in a form of red-brown needle-shaped crystals was filtered off, dried and re-crystallized twice from ethanol. It was sparingly soluble in water and organic solvents, soluble in glacial acetic acid. The melting point of MNHP was determined giving the value 255 C. More details (e.g. the yield and the chemical analysis) of the synthesis can be found in our publications [16,19].

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. 19346-43-1, 2-Fluoro-3-nitro-4-picoline, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Kucharska; Bryndal; Hanuza; Lis; Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy; vol. 127; (2014); p. 303 – 309;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem