Day: September 7, 2021

Adding a certain compound to certain chemical reactions, such as: 82671-06-5, 2,6-Dichloro-5-fluoropyridine-3-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, 82671-06-5, blongs to pyridine-derivatives compound. Quality Control of 2,6-Dichloro-5-fluoropyridine-3-carboxylic acid

S1, 43 g of 2,6-dichloro-5-fluoronicotinic acid was added to 150 ml of toluene, then 86 ml of thionyl chloride was added, and the mixture was heated under reflux for 3 hours, and then toluene and thionyl chloride were evaporated under reduced pressure. Yellow liquid 2,6-dichloro-3-fluoronicotinoyl chloride;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,82671-06-5, its application will become more common.

Reference:
Patent; Shanghai Kaluo Chemical Co., Ltd.; Tan Juncheng; Zhang Yinlan; (11 pag.)CN109678793; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 136888-21-6, 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. 136888-21-6, name is 2-Chloro-5-fluoro-3-nitropyridine, molecular formula is C5H2ClFN2O2, 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.

b) Synthesis of (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester Hydroxy-acetic acid methyl ester (0.96 g, 10.7 mmol) was dissolved in 2 ml of anhydrous tetrahydrofuran under nitrogen atmosphere, and sodium hydride (0.42 g, 10.7 mmol) was added thereto at room temperature. After stirring for 30 minutes, 2-chloro-5-fluoro-3-nitro-pyridine (1.57 g, 8.89 mmol) dissolved in 15 ml of anhydrous tetrahydrofuran was added dropwise at room temperature, and the reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction by adding water, the mixture was extracted with dichloromethane, and the combined organic layer was washed with water and saturated saline solution, dried over anhydrous sodium sulfate (Na2SO4), filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica eluding with a solvent of n-hexane:ethyl acetate=9:1. The fractions containing the product were collected and evaporated to obtain (5-fluoro-3-nitro-pyridin-2-yloxy)-acetic acid methyl ester as yellow liquid (1.35 g, 66%). 1H-NMR (CDCl3, 300 MHz); delta=8.25 (d, J=2.7 Hz, 1H), 8.40 (dd, J=6.9 Hz, 2.7H, 1 Hz), 5.06 (s, 2H), 3.78 (s, 3H). MS (ESI); 231.1 (M++1).

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 136888-21-6, 2-Chloro-5-fluoro-3-nitropyridine.

Reference:
Patent; Ahn, Sung Oh; Park, Chan Hee; Im, Jun Hwan; Lee, Soon Ok; Lee, Kyoung June; Cho, Seong Wook; Ko, Kwang Seok; Han, Sun Young; Lee, Won Il; US2011/28467; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 168823-76-5, 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.168823-76-5, name is 5-Bromo-2-(chloromethyl)pyridine, molecular formula is C6H5BrClN, molecular weight is 206.4676, as common compound, the synthetic route is as follows.

tert-Butyl (5S)-2-[(5-bromopyridin-2-yl)methyl]-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylate tert-Butyl (5S)-3-oxo-2,3,5,6,7,8-hexahydro[1,2,4]triazolo[4,3-a]pyridine-5-carboxylate (309 mg, 1.29 mmol) was initially charged in dichloromethane (7.3 ml). Caesium carbonate (1.05 g, 3.23 mmol) and 5-bromo-2-(chloromethyl)pyridine (347 mg, 1.68 mmol) were subsequently added. After stirring for 5 hours, the reaction mixture was admixed at room temperature with water and ethyl acetate. The organic phase was removed and the aqueous phase was extracted three times with ethyl acetate. The combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulphate and filtered, and the filtrate was concentrated. The residue was purified via preparative HPLC (Chromatorex C18, 10 mum, 125 mm*30 mm; eluent: acetonitrile/water gradient). The product-containing fractions were concentrated under reduced pressure, and 580 mg (>100% of theory) of the title compound were obtained. LC-MS (Method 3): Rt=1.68 min; MS (ESIpos): m/z=409 [M+H]+

The chemical industry reduces the impact on the environment during synthesis 168823-76-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER AKTIENGESELLSCHAFT; BAYER PHARMA AKTIENGESELLSCHAFT; BIBER, Nicole; BROCKSCHNIEDER, Damian; GERICKE, Kersten Matthias; KOeLLING, Florian; LUSTIG, Klemens; MEDING, Joerg; MEIER, Heinrich; NEUBAUER, Thomas; SCHAeFER, Martina; TIMMERMANN, Andreas; ZUBOV, Dmitry; TERJUNG, Carsten; LINDNER, Niels; BADOCK, Volker; MOOSMAYER, Dieter; MIYATAKE ONDOZABAL, Hideki; MOORE, Steven; SCHULZ, Alexander; (458 pag.)US2019/160048; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 152684-30-5, 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.152684-30-5, name is 5-Bromo-2-methoxy-3-nitropyridine, molecular formula is C6H5BrN2O3, molecular weight is 233.02, as common compound, the synthetic route is as follows.

a) 5-(1 -Benzyl-1 H-pyrazol-4-yl)-2-methoxy-3-nitropyridineAn oven-dried resealable Schlenk tube was charged with 5-bromo-2-methoxy-3- nitropyridine (3.58 g, 15.36 mmol), 1 -benzyl-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan- 2-yl)-1 H-pyrazole (5.23 g, 18.43 mmol), potassium carbonate (4.24 g, 30.72 mmol), 1 ,4-dioxane (50 mL) and water (5 mL). The Schlenk tube was subjected to three cycles of evacuation-backfilling with argon, and tetrakis(triphenylphosphine)palladium(0) (1 .77 g, 1 .53 mmol) was added. After three further cycles of evacuation-backfilling with argon, the Schlenk tube was sealed and the mixture was stirred and heated in an oil bath to 100 C. After 3 days, the mixture was cooled, filtered through diatomaceous earth (Celite) and the filter cake was washed with methylene chloride (300 mL). The combined filtrate and washings were concentrated in vacuo and the residue was purified by flash chromatography (20-50% ethyl acetate in hexanes) to give the title compound (3.70 g, 84%) as a yellow solid.1H-NMR delta (CDCIs): 4.1 1 (s, 3H), 5.36 (s, 2H), 7.33 (m, 5H), 7.64 (d, 1 H), 7.81(d, 1 H), 8.30 (d, 1 H), 8.49 (d, 1 H).

Statistics shows that 152684-30-5 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-methoxy-3-nitropyridine.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; BACH TANA, Jordi; PAGES SANTACANA, Lluis Miquel; WO2013/17461; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256823-05-8, Adding some certain compound to certain chemical reactions, such as: 1256823-05-8, name is 6-Chloro-4-methoxynicotinaldehyde,molecular formula is C7H6ClNO2, 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 1256823-05-8.

Product F (7.0 g, 0.040 mol) was dissolved in 420 mL of 40% HCl,After the mixture was stirred at 120 C for 12 h,The pH of the mixture is adjusted to 3. The reaction mixture was extracted with ethyl acetate (500 mL × 3). The organic layer was dried,After concentration, a silica gel column (mobile phase petroleum ether: ethyl acetate = 4: 1)After purification 5.0 g of the final product G was obtained,Yield 80%.

According to the analysis of related databases, 1256823-05-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Suzhou Jianxiong Polytechnic College; Wang Yang; Gu Zhun; Jin Chen; Li Yunfeng; (9 pag.)CN106854177; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 186593-43-1, name is 5-Amino-3-bromo-2-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C6H7BrN2

[0196] A stirred mixture of 5-bromo-6-methylpyridin-3-amine (0.100 g, 0.535 mmol), 4,4,5,5,4?,4?,5?,5?-octamethyl-[2,2?jbi[[1 ,3,2] dioxaborolanyll (0.136 g, 0.535 mmol), [1,1 bis(diphenylphosphino)ferrocenej dichloropalladium(II) complexed with dichloromethane (1:1) (42 mg, 0.051 mmol) and potassium acetate (0.150 g, 1.53 mmol) in 1,4-dioxane (5.0 mL) was heated at 110C. After 2 hours, the reaction was quenched with saturated aqueous NH4C1, and extracted with DCM (3 x30 mL). The organic layers were combined, dried over Na2SO4, and concentrated. The crude product was used directly in the next step without further purification.

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, 186593-43-1, 5-Amino-3-bromo-2-methylpyridine.

Reference:
Patent; INCYTE CORPORATION; LU, Liang; WU, Liangxing; SHEN, Bo; YAO, Wenqing; (114 pag.)WO2016/134294; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 55676-22-7, 3-Acetyl-6-chloropyridine, 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, 55676-22-7, blongs to pyridine-derivatives compound. HPLC of Formula: C7H6ClNO

To a stirring solution of 1-(6-chloro-pyridin-3-yl)-ethanone (l.Ommol, CAS No. 55676-22-7) and 4-methoxycarbonylphenyl boronic acid (1.2mmol) in dioxane (0.15M), add tetrakis- (triphenylphosphine) (0.044mmol) and 2M aqueous sodium carbonate (5.0mmol). Heat the reaction to 90C for three hours. After this time, remove the heat and concentrate in vacuo. Purify the title compound via radial chromatography eluting with methanol and dichloromethane. MS (m/e): 256.1 (M+l)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,55676-22-7, its application will become more common.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/97740; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 21642-98-8, Adding some certain compound to certain chemical reactions, such as: 21642-98-8, name is 4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile,molecular formula is C7H6N2O2, 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 21642-98-8.

2,4-dichloronicotinonitrile A solution of 5.0 g of commercial 4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile in 50 ml of phosphorus oxychloride is refluxed for 19 hours. After cooling, the reaction medium is poured into a mixture of water and ice. The precipitate formed is filtered off and the filtrate is extracted twice with a 90/10 ethyl acetate/methanol solution. The combined organic phases and the precipitate are dried over magnesium sulfate and then concentrated under reduced pressure to give 6.76 g of a yellowish powder. The crude product is purified on a prepacked Biotage KP-Sil column of 60 A SiO2 32-63 muM (5/95 to 10/90 gradient ethyl acetate in cyclohexane) to give 2.08 g of a white powder of 2,4-dichloronicotinonitrile. MS-IE: 172=[M+] (base peak), 137=[M+]-Cl IR spectrum (KBr): 3072; 2236; 1559; 1539; 1445; 1368; 1220; 1197; 1069; 859; 818; 791 and 416 cm-1 1H NMR spectrum (400 MHz, (CD3)2SO, delta in ppm): 7.92 (d, J=5.5 Hz, 1H); 8.67 (d, J=5.5 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. 21642-98-8, 4-Methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AVENTIS PHARMA S.A.; US2008/39491; (2008); 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.1186647-69-7, name is 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine, molecular formula is C6H3ClIN3, molecular weight is 279.47, as common compound, the synthetic route is as follows.HPLC of Formula: C6H3ClIN3

A mixture of 4-Chloro-3-iodo-lH-pyrazolo[4,3-c]pyridine (570.0 mg, 2.05 mmol, 1.0 eq), 3-chloro-6- (chloromethyl)quinoline (522.0 mg, 2.46 mmol, 1.2 eq) and KOH (230.0 mg, 4.1 mmol, 2.0 eq) in DMF (10.0 mL) was stirred at rt overnight. 30.0 mL of H20 was added and the mixture wasextracted with EA (15.0 mL X 3). The combined organic layers were washed with brine (15.0 mL X 3), dried over anhydrous Na2S04, then concentrated in vacuo. The resulting residue was purified by column chromatography to provide 3-chloro-6-((4- chloro-3-iodo-lH-pyrazolo[4,3-c]pyridin-l-yl)methyl)-7,8-dihydroquinoline (380 mg, 41%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1186647-69-7, 4-Chloro-3-iodo-1H-pyrazolo[4,3-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; QIAN, Shawn; (346 pag.)WO2018/11628; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 143468-13-7, Adding some certain compound to certain chemical reactions, such as: 143468-13-7, name is 6-Bromo-1H-pyrrolo[2,3-b]pyridine,molecular formula is C7H5BrN2, 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 143468-13-7.

General procedure: The appropriate heterocycle (1 equiv.) was dissolved in a mixture of DMF and THF (1:1 or 1:1.5 respectively, 0.2 M). The solution was cooled to 0 C and sodium hydride (1.2 or 2.2 equiv.) carefully added portion wise. After approximately 5 min the alkyl halide (1.2 equiv.) was carefully added portion-wise. The reaction mixture was stirred at 0 C or at RT for 15 min. to an hour then heated at 80 C for a period ranging between 30 min to 6 h. The reaction mixture was cooled to 0 C and quenched with water and treated with EtOAc and the organic layer separated. The organic solvent was dried (using either MgSO4, Na2SO4 or a phase separator) and subsequently removed under vacuum. The residue was purified by flash silica column chromatography or reverse phase column chromatography to give the product.

According to the analysis of related databases, 143468-13-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; UCB Biopharma SPRL; The designation of the inventor has not yet been filed; (80 pag.)EP3527209; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem