Pyridine-derivatives

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

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

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

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. 914942-88-4, name is tert-Butyl (6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)(methyl)carbamate. A new synthetic method of this compound is introduced below., Formula: C13H18IN5O2

A suspension of Al.12 (1.0 g, 248 tnmol) in DMF (6.80 mL) was degassed by bubbling argon through the solvent. Phenylacetylene was added (0.68 mL, 6.2 mmol), followed by dichlorobis(triphenyl-phosphine)palladium II (0.10 g, 0.149 mmol), copper (I) iodide (28.4 mg, 0.06 mmol), and degasssed diisopropylamine (9.2 mL). The pressure tube was sealed and immediately immersed in a 60 0C oil bath, and stirred for 30 min. The reaction mixture was evaporated to dryness under vacuum. The crude product was partitioned between EtOAc (45 mL) and water. After separation, the EtOAc layer was washed with water, brine, dried (NaOSO4), and concentrated under reduced pressure to yield over 1.0 g of a brown taffy. Flash chromatography on silica gel, eluting with a hexane : EtOAc gradient yielded 0.94 g, (98%) of Al.13 as a pale yellow powder. HPLC (condition C): 92.9%, ret. Time 2.91 min., LC/MS (M+H)+ – 378.4.

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, 914942-88-4, tert-Butyl (6-amino-7-iodo-1-methyl-1H-imidazo[4,5-c]pyridin-4-yl)(methyl)carbamate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2006/122137; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1196152-34-7 ,Some common heterocyclic compound, 1196152-34-7, molecular formula is C6H7BrN2O, 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.

[00237] A solution of 5-bromo-2,3-dihydro-benzo[1,4]dioxine (1.0 eq, 4.65 mmol), PdCl2(dtbpf) ([1, 1 ‘-bis(di-fe/f-butylphosphino)ferrocene] dichloropalladium(ll)) (0.1 eq, 0.46 mmol), KOAc (2.5 eq, 1 1.6 mmol), and bis(pinacolato)diboron (1.5 eq, 10.2 mmol) in dioxane (10 ml_) was purged with N2 for 10 min and the mixture was heated to 120 C for 3 h. Then, 2-bromo-6-methoxy-pyridin-4-amine (1.0 eq, 4.65 mmol), Pd(PPh3)4 (0.1 eq, 0.46 mmol), K2CO3 (2.0 eq, 9.30 mmol) and H2O (1 ml_) were added. The reaction was purged with N2 for 10 min and the mixture was heated to 110 C for 2.5 h. the mixture was cooled to RT then the solvent was removed. The dark residue was dissolved in ethyl acetate and filtered over celite. The compound in this organic layer was directly washed with water, brine, dried over magnesium sulphate, filtered and the reaction was concentrated in vacuo. The compound was purified by column chromatography eluting with dichloromethane then increasing the polarity with 0-5 % MeOH. Then the compound was purified by preparative HPLC-MS to afford 2-(2,3- dihydro-1,4-benzodioxin-5-yl)-6-methoxy-pyridin-4-amine (780 mg, 65 %) as a white solid. AnalpH2_MeOH_QC_V1, Rt: 3.93 min, m/z 259.3 [M+H]+ AnalpH9_MeOH_QC_V1, Rt: 6.46 min, m/z 259.3 [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,1196152-34-7, its application will become more common.

Reference:
Patent; OXFORD UNIVERSITY INNOVATION LIMITED; RABBITTS, Terrence; QUEVEDO, Camilo; CRUZ, Abimael; PHILIPS, Simon; FALLON, Philip Spencer; DUNN, Jonathan Neil; FREEM, Joshua Robert; LEE, Lydia Yuen-Wah; TRAORE, Tenin; WILLIAMS, Sophie Caroline; (219 pag.)WO2019/145718; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 54718-39-7, 2,5,6-Trichloronicotinic 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 54718-39-7, blongs to pyridine-derivatives compound. Product Details of 54718-39-7

1,1 ?-Carbonyldiimidazole (40 g, 247 mmol) was added in portions to 2,5,6- trichloronicotinic acid (50.7 g, 224 mmol, Combi-Blocks, San Diego, Calif.) in THF (400 mE), allowing gas evolution to cease between addition. The resulting mixture was stirred for 5 mm and then was degassed with house vacuum and flushed with nitrogen. The resulting mixture was heated to 50 C. for 60 mm, then diluted with toluene (100 mE) and concentrated to half the initial volume. The resulting mixture was cooled to 0 C. and ammonium hydroxide (60 mE, 437 mmol) was added slowly via syringe. The reaction was stirred for 10 mm at it, diluted with EtOAc (200 mE) and washed with water (3×100 mE). The organic layer was dried over anhydrous Na2504 and concentrated in vacuo. The residue was suspended in 9:1 heptane/EtOAc (300 mE) and filtered. The filtered solids were collected and the remaining mother liquor was partially evaporated to half the initial volume, cooled to 0 C., and filtered. The two crops of filtered solids were combined to provide 2,5,6-trichloroni- cotinamide.

The synthetic route of 54718-39-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Amgen Inc.; LANMAN, Brian Alan; BOOKER, Shon; GOODMAN, Clifford; REED, Anthony B.; LOW, Jonathan D.; WANG, Hui-Ling; CHEN, Ning; MINATTI, Ana Elena; WURZ, Ryan; CEE, Victor J.; (88 pag.)US2019/77801; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 84539-34-4, Adding some certain compound to certain chemical reactions, such as: 84539-34-4, name is 4-Amino-3,5-dibromopyridine,molecular formula is C5H4Br2N2, 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 84539-34-4.

Into a 500-mL round-bottom flask, was placed 3,5-dibromopyridin-4-amine (5 g, 19.85 mmol, 1.00 equiv), dioxane (150 mL), water(l5 mL), 4,4,5,5-tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolane (10.08 g, 59.99 mmol, 3.00 equiv), CS2CO3 (19.56 g, 60.03 mmol, 3.00 equiv), and Pd(dppf)Cl2 (1.46 g, 2.00 mmol) under an atmosphere of nitrogen. The resulting solution was stirred for 15 h at 90C in an oil bath, after which it was concentrated under vacuum. The residue thus obtained was applied onto a silica gel column with ethyl acetate/petroleum ether (1 :3). This resulted in 3.0 g (87%) of 3,5-bis(prop-1-en-2-yl)pyridin-4-amine as light yellow oil. LCMS of 3,5-bis(prop-1-en-2-yl)pyridin-4-amine (Method A): 175.1 [M+H]+, retention time 0.872 min.

According to the analysis of related databases, 84539-34-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS INFLAMMASOME RESEARCH, INC.; GLICK, Gary; ROUSH, William; VENKATRAMAN, Shankar; SHEN, Dong-Ming; GHOSH, Shomir; SEIDEL, Hans Martin; FRANCHI, Luigi; WINKLER, David Guenther; OPIPARI, Anthony William Jr.; KATZ, Jason; (468 pag.)WO2020/10140; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6515-09-9, 2,3,6-Trichloropyridine, 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, 6515-09-9, blongs to pyridine-derivatives compound. Recommanded Product: 6515-09-9

Experiment in a volume of 100 ml in the high-pressure reactor made of steel, will be 2, 3, 6-trichloro-pyridine 4g soluble in 36g tetrahydrofuran, then added with embodiment 2 of the method for preparing the loading of 1 wt % of Pd2+/GO the catalyst dosage is 200 mg, the hydrogen pressure is 4.5 MPa, the reaction temperature is 30 C, the reaction time is 22h, after the reaction is ended, direct sampling gas phase chromatographic detection, 2,3-dichloro pyridine conversion is 75.3%, selectivity of 85.0%. After the reaction, the reaction solution is filtered to remove the catalyst, the filtrate after evaporating solvent, crystallization and purification the nitrile is heavyafter the second grade the resulting residue, to obtain the product 2,3-dichloro-pyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,6515-09-9, its application will become more common.

Reference:
Patent; Zhejiang University; Wei, Zuojun; Chen, Yidong; (8 pag.)CN105418492; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73112-16-0, Adding some certain compound to certain chemical reactions, such as: 73112-16-0, name is 2,6-Dibromo-4-methylpyridine,molecular formula is C6H5Br2N, 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 73112-16-0.

[00170] A solution of n-BuLi (4.4 mL, 2.5 M in n-hexane, 11 mmol) was slowly added to a solution of 2,6-dibromo-4-methylpyridine (2.75 g, 10.9 mmol) in DCM (83 mL) at -78C under N2. After stirring for 1.5 hat -78 C, methyl 3- oxocyclopentanecarboxylate (1.54 g, 11.0 mmol) was added. The cooling bath was removed and the reaction mixture was stirred for 2 h, and then was quenched by addition of saturated aqueous NH4C1 solution. The reaction mixture was extracted with ethyl acetate, and the organic layers were dried over sodium sulfate, filtered, and concentrated. The residue was purified by flash column chromatography on silica gel (isocratic elution, 8% ethyl acetate-petroleum ether) to give two product diastereomers. Peak 1(550 mg, yellow solid) was determined to be the 1R,3S and 1S,3R isomers, and peak 2 (350 mg, yellow oil) was determined to be the 1R,3R and 1S,3S isomers. MS (ES+) C13H16BrNO3 requires: 313, found: 314 [M+H].

According to the analysis of related databases, 73112-16-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BLUEPRINT MEDICINES CORPORATION; BRUBAKER, Jason, D.; DIPIETRO, Lucian, V.; (105 pag.)WO2018/22761; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 31170-78-2, 5H-Cyclopenta[b]pyridin-7(6H)-one, 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: 5H-Cyclopenta[b]pyridin-7(6H)-one, blongs to pyridine-derivatives compound. Recommanded Product: 5H-Cyclopenta[b]pyridin-7(6H)-one

5,6-Dihydro-[1]pyrindin-7-one O-methyl-oxime: Methoxylamine hydrochloride (6.20 g, 74.23 mmol) was added to a solution of 5,6-dihydro-[1]pyrindin-7-one (4.96 g, 37.25 mmol) in MeOH and triethylamine (10.4 mL, 74.62 mmol) was added. After refluxing overnight, the reaction mixture was cooled to room temperature and extracted with EtOAc (3×200 mL). The combined organic extracts were washed with H2O (3×200 mL), brine (1×200 mL), dried over MgSO4 and concentrated. Purification by column chromatography using hex: Et2O (4:1) as the eluant afforded 4.10 g (68% yield) of the title oxime.31 g (96.5% yield) of the title compound. Spectroscopic data: 1H NMR (300 MHz, CDCl3) delta 2.90-2.96 (m, 2H), 2.99-3.07 (m, 2H), 4.08 (s, 3H), 7.21 (q, J=4.69, 2.93 Hz, 1H), 7.63 (d, J=7.92 Hz, 1H), 8.55 (d, J=4.69 Hz, 1H).

The synthetic route of 31170-78-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Allergan, Inc.; US2008/255239; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem