Pyridine-derivatives

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 88912-24-7, name is 5,6-Dichloropicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 88912-24-7

1. Preparation 5,6-Dichloropyridine-2-carboxylic acid-N-oxide 50% Hydrogen peroxide (38 g, 0.35 mol) was carefully added to a mechanically stirred mixture of trifluoroacetic acid (350 mL) and 5,6-dichloropyridine-2-carboxylic acid (56.4 g, 0.29 mol) at 79 C. After one hour, the reaction mixture was poured into 1 L of saturated aqueous NaHSO3, stirring vigorously and cooling in an ice bath. The precipitate was collected and dried to provide 5,6-dichloropyridine-2-carboxylic acid-N-oxide (62.9 g, 0.30 mol), mp 160 C.

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, 88912-24-7, 5,6-Dichloropicolinic acid.

Reference:
Patent; Balko, Terry William; Buysse, Ann Marie; Epp, Jeffrey Brian; Fields, Stephen Craig; Lowe, Christian Thomas; Keese, Renee Joan; Richburg III, John Sanders; Ruiz, James Melvin; Weimer, Monte Ray; Green, Renard Antonio; Gast, Roger Eugene; Bryan, Kristy; US2003/114311; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 605661-83-4, 2-Amino-4-chloronicotinic 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, HPLC of Formula: C6H5ClN2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C6H5ClN2O2

A solution of 2-amino-4-chloronicotinic acid (1.0 g, 5.84 mmol), a catalytic amount of DMF and S0C12 (2.13 mL, 29.2 mmol) in 1 ,2-dichloroethane (12 mL) was heated at 80 C for 4 hours. The reaction mixture was concentrated under vacuum. A solution of the crude compound in diethyl ether and ammonia was stirred at room temperature for 15 h. The reaction mixture was concentrated under vacuum. The residue was dissolved in triethyl orthoformate and the resulting mixture was heated at 80 C for 16 h. The reaction mixture was again concentrated under vacuum and the crude was purified by column chromatography (silica gel, eluent dichloromethane/methanol 98:2) to afford 5- chloropyrido[2,3-d]pyrimidin-4(3H)-one (100 mg) as a yellow solid. MS (ESI) m/z: 182.31 [C7H4C1N30+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,605661-83-4, 2-Amino-4-chloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH; NACRO, Kassoum; (223 pag.)WO2018/21977; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 42182-25-2, 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 42182-25-2, name is 1-(2-Aminopyridin-4-yl)ethanone. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of crude l-(2-aminopyridin-4-yl)ethanone (estimate 1.0 mmol) in MeOH (5 mL) was added NaBH4 (75.7 mg, 2.0 mmol). The mixture was stirred at room temperature overnight, quenched with cold H2O, and extracted with EtOAc. The combined organic layer was evaporated under reduced pressure to provide crude l-(2-aminopyridin-4-yl)ethanol.

According to the analysis of related databases, 42182-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; CHE, Jianwei; CHEN, Bei; DING, Qiang; HAO, Xueshi; HE, Xiaohui; JIANG, Songchun; JIN, Qihui; JIN, Yunho; LIU, Hong; LIU, Yahua; OKRAM, Barun; UNO, Tetsuo; WU, Xu; YANG, Kunyong; ZHU, Xuefeng; WO2011/14515; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1190320-33-2, 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. 1190320-33-2, name is 6-Fluoro-1H-pyrrolo[3,2-b]pyridine, molecular formula is C7H5FN2, 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.

step 4: To a solution of 6-fluoro-lH-pyrrolo[3,2-b]pyridine (9.52 g, 70 mmol) in THF (150 mL) at 0 C was added NaH (60%> in mineral oil, 2.02 g, 84 mmol) in three portions. After stirring at RT for 30 min, the mixture was cooled to 0 C and p-TsCl (14.7 g, 77 mmol) was added. The reaction mixture was stirred for 3 h and the temperature was slowly raised to RT. The reaction mixture was poured into ice- cold water and a precipitate was formed. The precipitate was collected by filtration. The crude product was purified by S1O2 chromatography eluting with DCM to afford 18 g (80%) of 6-fluoro-l -tosyl-lH- pyrrolo[3,2-b]pyridine as a solid. MS (ESI): m/z = 291.1 [M+l]+.

According to the analysis of related databases, 1190320-33-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; ALIAGAS-MARTIN, Ignacio; CRAWFORD, James John; MATHIEU, Simon; RUDOLPH, Joachim; LEE, Wendy; WO2013/92940; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1221171-96-5, 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 1221171-96-5 as follows.

A 0.36 M solution of intermediate 6a in THF (42 mL, 15.12 mmol) was added to a stirred mixture of 4-bromo-2-methoxy-6-methylpyridine (CAS: 1083169-00-9; 2.98 g, 14.75 mmol) and Pd(/-Bu3P)2 (0.22 g, 0.31 mmol) at rt under N2. The mixture was stirred at reflux for 16 h. After cooling to rt a (1 : 1) mixture of a 32% solution of NFl·, (0369) (50 mL) and a saturated solution of NELCl (50 mL) was added. The mixture was extracted with EtOAc (200 mL). The organic layer was separated, dried (MgS04), filtered and the solvents were evaporated in vacuo. The crude product was purified by flash column chromatography (silica, EtOAc in heptane, gradient from 0/100 to 50/50). The desired fractions were collected and concentrated in vacuo to yield intermediate 7b as a colorless oil (4.34 g, 91%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1221171-96-5, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BARTOLOME-NEBREDA, Jose Manuel; TRABANCO-SUAREZ, Andres, Avelino; DE LUCAS OLIVARES, Ana Isabel; TRESADERN, Gary John; CONDE-CEIDE, Susana; (212 pag.)WO2019/243528; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 153747-97-8, 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. 153747-97-8, name is tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate. A new synthetic method of this compound is introduced below.

To a solution of tert10 butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate (5 g, 14.61 mmol) in DCM (60 mL) andMeOH (18 mL), was added HC1 (4.0 M in dioxanes, 18 mL, 72 mmol). The reaction mixture was stirred at room temperature overnight. The reaction was diluted with DCM and washed with 2N NaOH. The aqueous layer was extracted with DCM 2x and the combined organic layers were dried over Na2SO4, filtered and concentrated under reduce pressure to afford 514a (3.2 g,90.4%). MS (ESI) m/z 242.1 ([M+Hj . 1HNMR (400 MI-Tz, Chloroform-d) oe 8.18 (dd, J = 2.6,0.7 Hz, 1H), 7.52 (dd, J = 9.0, 2.6 Hz, 1H), 6.53 (dd, J = 9.1, 0.7 Hz, 1H), 3.54 – 3.40 (m, 4H),3.09 -2.87 (m, 4H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,153747-97-8, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1262860-54-7, 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 1262860-54-7, name is 5-(2-Methoxyethoxy)picolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Compound 3 (180 mg, crude), ferf-butyl-(2-amino-4-(thiophen-2- yl)phenyl)carbamate (147 mg, 0.51 mmol) and EDCI (194 mg, 1.01 mmol) were combined in pyridine (4 mL). The reaction was stirred at rt overnight and (0241) concentrated in vacuo. The crude material was purified via column chromatography on silica gel (200-300 mesh, eluting with petroleum ether/EtOAc = 1 :1 ) to afford Compound 4 (175 mg, 40.8%).

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 1262860-54-7, 5-(2-Methoxyethoxy)picolinic acid.

Reference:
Patent; REGENACY PHARMACEUTICALS, LLC; VAN DUZER, John H.; MAZITSCHEK, Ralph; BLUM, Charles; JARPE, Matthew B.; (53 pag.)WO2020/76951; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1192813-41-4, 2-(Difluoromethoxy)-5-nitropyridine, 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 2-(Difluoromethoxy)-5-nitropyridine, blongs to pyridine-derivatives compound. Safety of 2-(Difluoromethoxy)-5-nitropyridine

To 2-(difluoromethoxy)-5-nitropyridine (4.7 g, 24.7mmol) in degassed methanol (100 mL) was added 10% palladium on carbon (500 mg, 0.47 mmol) and the reaction was hydrogenated at atmospheric pressure for 1 hour. To this was added acetic acid (2.83 ml., 49.4 mmol) and the reaction wasfiltered through Celite and concentrated in vacuo to afford6-(difluoromethoxy)pyridin-3-amine (6.33 g, 25.9 mmol,105% yield) as an olive green liquid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1192813-41-4, 2-(Difluoromethoxy)-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; COOK II, JAMES H; MCDONALD, IVAR M; KING, DALTON; OLSON, RICHARD E; WANG, NENGHUI; IWUAGWU, CHRISTIANA I; ZUSI, F.CHRISTOPHER; MACOR, JOHN E; (330 pag.)JP5714745; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1211518-35-2, 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. 1211518-35-2, name is Methyl 6-chloro-5-(trifluoromethyl)picolinate, molecular formula is C8H5ClF3NO2, 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.

Sodium hydride (1.1 g, 31.4 mmol) was added in portions to cyclopropylmethanol (20 mL) and the mixture was stirred at room temperature for 0.5 hours. 6-Chloro-5- (trifluoromethyl)-pyridine-2-carboxylic acid methyl ester (1.5 g, 6.3 mmol) was added and the resulting solution was stirred at 80C for 1 h. Water (20 mL) was added; the solution was acidified with 6 N hydrochloric acid and then concentrated to give a residue which was partitioned between water (30 mL) and ethyl acetate (20 mL). The aqueous solution was extracted with ethyl acetate (2 x 20 mL) and the combined organic phase was washed with brine (20 mL), dried over anhydrous sodium sulfate, filtered and concentrated to give the crude target compound. The crude target compound was purified by column chromatography (silica gel, 10 g, 15% ethyl acetate in petroleum ether) to give the title compound (1.4 g, 85%) as white solid; MS (EI): m/e = 262.0 [M+H]+.

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 1211518-35-2, Methyl 6-chloro-5-(trifluoromethyl)picolinate.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; BISSANTZ, Caterina; GRETHER, Uwe; HEBEISEN, Paul; KIMBARA, Atsushi; LIU, Qingping; NETTEKOVEN, Matthias; PRUNOTTO, Marco; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; ULLMER, Christoph; WANG, Zhiwei; YANG, Wulun; WO2012/168350; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1256785-40-6 ,Some common heterocyclic compound, 1256785-40-6, molecular formula is C7H7ClN2O2, 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 stirred suspension of LiAlH4 (1.0 g, 26.3 mmol) in dry THF (500 mL) at 0 C. under nitrogen was added dropwise a solution of 4-amino-6-chloro-nicotinic acid methyl ester (2.6 g, 13.9 mmol) (from Example 22 supra) in THF (100 mL). After the addition, the reaction mixture was stirred at this temperature for 1 hour. The reaction was quenched slowly with water (1.5 mL) and filtered. The organic solution was evaporated to give (4-amino-6-chloro-pyridin-3-yl)-methanol as a white solid which was used directly in the next step. (Yield 2.2 g, 100%). LC-MS: [M+H]+ 159.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256785-40-6, its application will become more common.

Reference:
Patent; Luk, Kin-Chun; US2012/184562; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem