Day: April 21, 2022

Reference of 97966-00-2, 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 97966-00-2, name is 5-Bromo-2,3-dichloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 2-methylpropan-l-ol (7.92 g, 107 mmol) was added to a slurry of sodium hydride (3.21 g, 134 mmol, 60% dispersion in oil) in N,N-dimethylformamide (50 mL) at 0 C. The reaction mixture was stirred for 0.5 h, followed by the addition of a solution of 5-bromo-2,3-dichloropyridine (20.2 g, 89.0 mmol) in N,N-dimethylformamide (80 mL) at 0 C. The reaction mixture was stirred at 0 C for 1 h and then quenched with brine ( 100 mL). The organic layer was extracted with ethyl acetate (3 x 100 mL). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified via silica gel column chromatography eluting with ethyl acetate in hexanes using 10-30% gradient to afford the title compound as a colourless liquid (22.9 g, 81% yield): ‘H NMR (300 MHZ, CDC13) delta 8.04 (s, 1H), 7.72 (s, 1H), 4.08 (d,J= 3.0 Hz, 2H), 2.17-1.97 (m 1H), 1.00 (d, J= 9.0 Hz, 6H).

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 97966-00-2, 5-Bromo-2,3-dichloropyridine.

Reference:
Patent; GENENTECH, INC.; XENON PHARMACEUTICALS INC.; DEHNHARDT, Christoph Martin; CHOWDHURY, Sultan; FOCKEN, Thilo; GRIMWOOD, Michael Edward; HEMEON, Ivan William; SAFINA, Brian; SUTHERLIN, Daniel, P.; WO2014/8458; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 7477-10-3, 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 7477-10-3, name is 6-Chloro-5-nitronicotinic acid. This compound has unique chemical properties. The synthetic route is as follows.

(Trimethylsi.yl)diazomethane (8.25 mL of a 2.00 M solution in hexanes, 16.5 mmol) was added in three portions to a stirred solution of delta-chloro-S-nitronicotinic acid (1.00 g, 4.95 mmol) in methanol (12.0 mL) and DCM (24.0 mL) at 0 C. The reaction mixture was quenched with TFA and concentrated in vacuo to afford the title compound i-2a . mlz (ES) 217 (MH)+. 1H NMR (500 MHz, CDCl3): delta 9.20 (d, 1H, J= 2.1 Hz), 8.79 ((L IR J= 2.1 Hz), 4.05 (s, 3H).

According to the analysis of related databases, 7477-10-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHU, Lin; OGAWA, Anthony; OK, Hyun, O.; UJJAINWALLA, Feroze; WO2010/51245; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69045-78-9, 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. 69045-78-9, name is 2-Chloro-5-(trichloromethyl)pyridine, molecular formula is C6H3Cl4N, 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.

Example 1 In a 120 cc autoclave equipped with a magnetic stirrer, 2-chloro-5-trichloromethylpyridine (11.5 g), Raney nickel (1.15 g) and a 70% aqueous solution of ethylamine (32.2 g) were charged. Hydrogen gas was introduced into the autoclave to a pressure of 10 Kg/cm2, and an internal temperature was raised to 45 C. At the same temperature, the hydrogen gas was supplied under a hydrogen pressure of 5 to 12.5 Kg/cm2. The absorption of hydrogen ceased after 70 minutes from the start of hydrogen supply. After completion of reaction, the autoclave was cooled to room temperature, and the catalyst was filtrated off from the reaction mixture. The filtrate was adjusted to pH 12.9 with a 48% aqueous solution of sodium hydroxide and the filtrate was concentrated. Water was added to the concentrate, and the product was extracted with toluene twice. After phase separation, the toluene layer was concentrated to obtain a concentrate (8.0 g) containing 2-chloro-5-ethylaminomethylpyridine, which was analyzed by gas chromatography to find that a yield of 2-chloro-5-ethylaminomethylpyridine was 77%.

According to the analysis of related databases, 69045-78-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Koei Chemical Co., Ltd.; US5424437; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 78473-10-6 ,Some common heterocyclic compound, 78473-10-6, molecular formula is C7H4N4, 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.

Step B 2-Chloro-3,5-dicyanopyridine Acetic acid (37 mL) was added over 10 min to sodium nitrite (13.4 g, 0.194 mol) with stirring. Concentrated sulfuric acid (12.3 mL) was added over 5 min to the resulting thick slurry which was then cooled to 0 C. In a separate flask, pyridinium hydrochloride (14.4 g, 0.125 mol) was added to a stirred mixture of 2-amino-3,5-dicyanopyridine (4.0 g, 27.75 mmol) in acetic acid (55 mL) and the resulting mixture was cooled to 0 C. to give a thick slurry. The nitrite slurry was added to the aminopyridine slurry over 5 min with stirring at 0 C. Acetic acid (50 mL) was added and the thick slurry was warmed to rt. After 1 h at rt the mixture was warmed to 50 C. and after a further 1 h, it was poured into an ice/water mixture (500 mL). The aqueous mixture was extracted with methylene chloride (4 times) and the combined extracts were dried (Na2SO4) and evaporated to a yellow solid. The crude product was purified by chromatography on silica (chloroform/methanol gradient, 1-3% methanol) to give the title compound as a solid: 1H NMR (CDCl3) delta 8.34 (d, J=2.2 Hz, 1H), 8.88 (d, J=2.2 Hz, 1H).

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. 78473-10-6, 2-Aminopyridine-3,5-dicarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Merck & Co., Inc.; US6376499; (2002); B1;,
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. 163452-78-6, name is 5-Bromo-2-chloropyridine-3,4-diamine, molecular formula is C5H5BrClN3, 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. Formula: C5H5BrClN3

EXAMPLE 7 By reaction of 3,4-diamino-2-chloro-5-bromopyridine (m.p. 206-208) with isobutyric acid analogously to Example 1, 2-isopropyl-3,5-dihydro-7-bromoimidazo-[4,5-c]pyridin-4-one is obtained.

With the rapid development of chemical substances, we look forward to future research findings about 163452-78-6.

Reference:
Patent; Merck Patent GmbH; US6492384; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1042986-00-4, Adding some certain compound to certain chemical reactions, such as: 1042986-00-4, name is 2-Fluoro-5-methylnicotinic acid,molecular formula is C7H6FNO2, 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 1042986-00-4.

Step a To a cooled to 0 C. mixture of 4-amino-benzoic acid methyl ester (0.930 g, 61.7 mmol) and 2-fluoro-5-methylnicotinic acid (10.0 g, 64.5 mmol) was added a solution of HOBt (10.0 g, 74.0 mmol) in dry DMF (100 mL). EDC (11.0 g, 70.9 mmol) was added and the reaction mass was stirred overnight at room temperature. The resulting mixture was poured into cold water (600 mL). The precipitated solid was collected by filtration, washed with water, and dried in vacuum to obtain methyl 4-(2-fluoro-5-methylnicotinamido)benzoate (14.2 g).

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. 1042986-00-4, 2-Fluoro-5-methylnicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Enanta Pharmaceuticals, Inc.; Kim, In Jong; yu, Jianming; Panarese, Joseph; McGrath, Kevin; Negretti-Emmanuelli, Solymar; Blaisdell, Thomas P.; Shook, Brian C.; Or, Yat Sun; US2019/2479; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1147422-00-1, 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. 1147422-00-1, name is tert-Butyl octahydro-1H-pyrrolo[3,2-c]pyridine-1-carboxylate, molecular formula is C12H22N2O2, 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.

To a solution of ieri-butyl octahydro-lH-pyrrolo[3,2-c]pyridine-l- carboxylate (0.63 g) in acetone (15 mL) was added 2C03 (1.54 g) and l -bromo-3-chloropropane (1.45 mL). The reaction mixture was heated to reflux overnight, diluted with water and extracted with EtOAc. The organic layer was dried over anhydrous Na2S04 for 1 h and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 10: 1 (v/v) CH2Cl2/MeOH) to give the title compound as pale yellow liquid (0.65 g, 77.00 %).

According to the analysis of related databases, 1147422-00-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 41288-96-4, 2-Chloro-5-hydroxypyridine, 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, Formula: C5H4ClNO, blongs to pyridine-derivatives compound. Formula: C5H4ClNO

General procedure: To a vigorously stirred solution of 2-chloro-6-hydroxypyridine(0.13 g, 1.0 mmol) in acetonitrile (2 mL) at room temperature was added a 6 M aqueous solution of potassium hydroxide (2 mL). Difluoromethyltriflate (0.38 mL, 3.0 mmol, 3 equiv.) was added dropwiseto the reaction mixture which was maintained at room temperature by means of a water bath (the reaction is exothermic), and the medium was stirred for 30 min. The mixture was diluted with water(20 mL) and extracted with diethyl ether (2 ×10 mL) and ethyl acetate(3 ×10 mL). The combined organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure. The crude material was purified by column chromatography on silica gel with pentane/diethylether (100:0 to 70:30) as eluent to afford the pure title compound

At the same time, in my other blogs, there are other synthetic methods of this type of compound,41288-96-4, 2-Chloro-5-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 145255-19-2, 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. 145255-19-2, name is 5-Aminopyridine-2-carboxamide. A new synthetic method of this compound is introduced below.

B) 5-((4-((3R)-3-cyano-3-ethyl-2-oxopyrrolidin-1-yl)pyrimidin-2-yl)amino)pyridine-2-carboxamide To a solution of (3R)-1-(2-chloropyrimidin-4-yl)-3-ethyl-2-oxopyrrolidine-3-carbonitrile (200 mg) obtained in Step A of Example 8, 5-aminopyridine-2-carboxamide (130 mg) obtained in Step A of Example 350, cesium carbonate (520 mg) and 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (75 mg) in tetrahydrofuran (5.0 mL) was added tris(dibenzylideneacetone)dipalladium(0) (73 mg), and the mixture was stirred overnight at 80C under argon atmosphere. The insoluble substance was removed by filtration through Celite, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (NH, hexane/ethyl acetate), and recrystallized (diisopropyl ether/ethanol) to give the title compound (25 mg). MS (ESI+) : [M+H]+ 352.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,145255-19-2, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; TSUKAMOTO, Tetsuya; OHBA, Yusuke; YUKAWA, Takafumi; NAGAMIYA, Hiroyuki; KAMEI, Taku; TOKUNAGA, Norihito; SAITOH, Morihisa; OKABE, Atsutoshi; EP2832734; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 6945-67-1, 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. 6945-67-1, name is 2-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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.

General procedure: In a glovebox, K3PO4 (10 mol %, 5.3 mg), 18-Crown-6 (20 mol %, 13.2 mg) , and 2.5 mL tetrahydrofuran were added into a Schlenk tube equipped with a stir bar, then thiol (0.25 mmol) and nitrobenzene derivative (0.25 mmol) were added on the outside under an air atmosphere. The reaction mixture was stirred at room temperature 3 h (450 rpm). The resultant solution was concentrated and purified by silica gel column chromatography with EtOAc and petroleum ether as the eluent to give the corresponding thioether.

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 6945-67-1, 2-Bromo-4-nitropyridine.

Reference:
Article; Xuan, Maojie; Lu, Chunlei; Lin, Bo-Lin; Chinese Chemical Letters; (2019);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem