Month: January 2021

Adding a certain compound to certain chemical reactions, such as: 1086381-28-3, 4-Bromo-2-cyclopropylpyridine, 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, 1086381-28-3, blongs to pyridine-derivatives compound. Formula: C8H8BrN

[0609] Step 1: 3-chloro-4-(2′-[3,4′-bipyridin]-5-yl)aniline. A stirred solution of 4-bromo-2-cyclopropylpyridine (350 mg, 1.76 mmol), (5-(4-amino-2-chlorophenyl)pyridin-3-yl)boronic acid (526 mg,2.12 mmol) and potassium carbonate (730 mg, 5.30 mmol) in 1,4-dioxane (5.6 mL) and water (1.4 mL) was purged with nitrogen gas for 15 minutes. After adding palladium Pd(PPli3)4 (2′-chloro-4-(2′-cyclopropyl-[3,4′-bipyridin]-5-yl)aniline (0.500 g, 88%) as a gum.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1086381-28-3, its application will become more common.

Reference:
Patent; CAPULUS THERAPEUTICS, LLC; GREEN, Michael John; HART, Barry Patrick; (341 pag.)WO2019/148125; (2019); A1;,
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. 1032943-43-3, name is 4-Bromo-1H-pyrazolo[3,4-c]pyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H4BrN3

1001371 To a solution of 4-bromo-1H-pyrazolo[3,4-c]pyridine (215 mg, 1.08 mmol) in THF (6.08 mL) at 5 C was added NaH (60:40 sodium hydride:mineral oil, 54.9 mg, 1.37 mmol). The mixture was stirred for 5 minutes at rt and then cooled again in ice bath to 5 C. Cyclopropanesulfonylchloride (141.0 uL, 1.36 mmol) was added dropwise and the mixture was allowed to stir for 15 mm. The reaction mixture was quenched with ammonium chloride (2 M aq. solution, 5 mL) and was partitioned between ethyl acetate and water. The aqueous layer was further extracted with ethyl acetate and the combined organic layers were washed with brine, dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residue was purified by column chromatography to provide 4-bromo-2-(cyclopropylsulfonyl)-2H- pyrazolo[3,4-c]pyridine (36 mg, 11%) LCMS (AA): m/z = 358.4 (M+H) and 4-bromo-1- (cyclopropylsulfonyl)-1H-pyrazolo[3,4-c]pyridine (237 mg, 72%). LCMS (AA): m/z = 358.4 (M+H).

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, 1032943-43-3, 4-Bromo-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; BHARATHAN, Indu T.; BLACKBURN, Chris; CIAVARRI, Jeffrey P.; CHOUITAR, Jouhara; CULLIS, Courtney A.; D’AMORE, Natalie; FLEMING, Paul E.; GIGSTAD, Kenneth M.; GIPSON, Krista E.; GIRARD, Mario; HU, Yongbo; LEE, Janice; LI, Gang; REZAEI, Mansoureh; SINTCHAK, Michael D.; SOUCY, Francois; STROUD, Stephen G.; VOS, Tricia J.; XU, He; YE, Yingchun; WO2015/108881; (2015); 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. 14432-12-3, name is 4-Amino-2-chloropyridine. A new synthetic method of this compound is introduced below., Computed Properties of C5H5ClN2

A mixture of 2-chloro-4-aminopyridine 3 (127 mg, 1.0 mmol) and KOH (280.6mg, 5.0 mmol) in toluene (4.0 mL) was heated at 170C in a sealed tube for 72h. Themixture was cooled to r.t. and the toluene was removed. The residue was purified byflash chromatography on silica gel (DCM/MeOH/NH4OH: 78/20/2) to give 5 (107 mg,97%) as a pale yellow solid

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, 14432-12-3, 4-Amino-2-chloropyridine.

Reference:
Article; Honraedt, Aurelien; Gallagher, Timothy; Synlett; vol. 27; 1; (2016); p. 67 – 69;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 887583-90-6, name is 4-Bromo-2-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. name: 4-Bromo-2-(trifluoromethyl)pyridine

To a solution of 4-bromo-2- (trifluoromethyl) pyridine (190 g, 840.7 mmol) in THF (1300 mL) cooled to 0 under nitrogen was added isopropylmagnesium chloride (THF, 2N, 462mL, 924.8 mmol) dropwise over 30 min while maintaining the temperature below 5 . After addition, the mixture was stirred below 10 for 30 min and recooled to 0 . Acetaldehyde (55.48 g, 1261 mmol) was added dropwise while maintaining the temperature below 10 . After addition, the mixture was stirred below 10 for 30 min before quenching with aqeous NH4Cl (saturated, 500mL) . The mixture was concentrated in vacuo to remove most THF. The aqueous phase was extracted with EtOAc (1.0 L ¡Á 3) . The combined organic extracts were washed with H2O (500 mL ¡Á 3) , brine (500 mL ¡Á 2) , dried over anhydrous sodium sulfate, filtered off, and concentrated in vacuo to give the crude title compound (150 g, yield: 93%) , which was used in the next step without further purification..

The synthetic route of 887583-90-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JS INNOPHARM (SHANGHAI) LTD; ZHANG, Jintao; XU, Wen; JIAN, Shanzhong; LI, Qun; (166 pag.)WO2019/37640; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 100-26-5, 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 100-26-5 as follows.

Step 1. Dimethyl pyridine-2.5-dicarboxylate SOCI2 (855 g, 7.2 mol) was added dropwise into the solution of pyridine-2,5-dicarboxylate (500 g, 3.0 mol) in MeOH (5 L) at room temperature. The mixture was stirred at 70 C overnight. After cooling, the mixture was evaporated, and the residue was added EA (5 L), followed by Na2C03 (sat.) until PH>7. The mixture was separated and the aqueous layer was extracted with EA (1 L*3). The combined organic layer was washed with brine, dried over Na2SC>4, filtered and concentrated to give dimethyl pyridine-2,5-dicarboxylate. The product was used for next step without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,100-26-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph, A.; ALHASSAN, Abdul-Basit; ANAND, Rajan; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; YU, Wensheng; YU, Younong; LIU, Shilan; WU, Hao; YANG, Chundao; (120 pag.)WO2016/109215; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 888721-65-1, name is 1-(4-Fluorophenyl)-6-methyl-2-oxo-1,2-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 888721-65-1

To a solution of N- [6- (4-amino-3- fluorophenoxy) imidazo [1, 2-a] pyridin-2- yl] cyclopropanecarboxamide (150 mg, 0.46 mmol) in N, N- dimethylacetamide (3.0 mL) were added 1- (4-fluorophenyl) -6- methyl-2-oxo-l, 2-dihydropyridine-3-carboxylic acid (170 mg, 0.689 mmol), HATU (262 mg, 0.689 mmol) and N,N- diisopropylethylamine (120 muL, 0.689 mmol), and the mixture was stirred at room temperature for 20 hr. Saturated aqueous sodium hydrogen carbonate was added to the reaction mixture, and the mixture was extracted with ethyl acetate/tetrahydrofuran. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and filtered. The solvent was evaporated under reduced pressure, and the residue was washed with ethyl acetate and collected by filtration to give the title compound (208 mg, 81%) as a white solid. 1H-NMR (DMSO-d6, 300MHz) delta 0.77 – 0.81 (4H, m) , 1.86 – 1.96 (IH, m) , 2.07 (3H, s) , 6.70 (IH, d, J = 8.1 Hz), 6.86 – 6.92 (IH, m) , 7.06 – 7.12 (2H, m) , 7.40 – 7.52 (5H, m) , 8.04 (IH, s), 8.37 – 8.56 (3H, m) , 10.97 (IH, s) , 12.04 (IH, s) .

With the rapid development of chemical substances, we look forward to future research findings about 888721-65-1.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; WO2009/136663; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 884494-82-0, name is 5-Fluoro-2-methoxynicotinic acid, the common compound, a new synthetic route is introduced below. Safety of 5-Fluoro-2-methoxynicotinic acid

5-Fluoro-2-methoxy-pyridine-3-carboxylic acid (166 mg, 0.97 mmol) and 6-[4-[(lS)- 2,2,2-trifluoro-l-methyl-ethyl]-l,2,4-triazol-3-yl]pyridin-2-amine (250 mg, 0.97 mmol) were dissolved in triethylamine (1.35 mL, 9.72 mmol) and propylphosphonic anhydride (> 50 wt % in EtOAc, 1.0 mL). The reaction was heated at 80 C for 3 h. The reaction was cooled to rt, quenched by addition of MeOH (5 mL) and stirred for 1 h. The resulting solid was filtered and dried in vacuo to give the title compound (247 mg, 62%) as a white solid. ‘H NMR (400 MHz, CD3OD) d 9.02 (s, 1H), 8.38 (dd, 7=1.63, 7.40 Hz, 1H), 8.27 (d, 7=3.26 Hz, 1H), 8.14 – 8.21 (m, 1H), 7.97 – 8.04 (m, 2H), 6.89 (quin, 7=7.22 Hz, 1H), 4.15 (s, 3H), 1.89 (d, 7=7.28 Hz, 2H), 1.86-1.91 (m, 1H). MS (ESI): 411.1 [M + H]+.

The synthetic route of 884494-82-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOGEN MA INC.; GONZALEZ LOPEZ DE TURISO, Felix; DECHANTSREITER, Michael; XIN, Zhili; JONES, John, H.; HIMMELBAUER, Martin; (0 pag.)WO2020/6031; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 20265-37-6, Adding some certain compound to certain chemical reactions, such as: 20265-37-6, name is 3-Methoxy-2-nitropyridine,molecular formula is C6H6N2O3, 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 20265-37-6.

EXAMPLE 9 1-hydroxy-7-aza-1H-indazole A solution of Na2 CO3 0.10 H2 O (7.3 mmol) in H2 O (10 ml) is emulsified under vigorous stirring at about room temperature or slightly elevated temperature with a solution of 2-nitro-3-methoxypyridine (4.25 mmol) and tetrabutylammonium bromide (10.06 mmol) as phase transfer catalyst in methylene chloride (~20mL). 2-phenyl-5(4H)-oxazolone (~60 mmol) is added in several portions during one hour. The layers are separated and the aqueous phase is washed with CH2 Cl2. The combined organic solutions are dried with Na2 SO4 and is evaporated under reduced pressure. The residue is chromatographed in silica gel starting with petroleum ether to which methylene chloride is gradually added. After recrystallizing, the complex is placed in refluxing methanol to which a catalytic amount of p-toluene sulfonic acid has been added. The sample is refluxed overnight. After cooling and evaporation of the solvent, the above-identified product is isolated.

According to the analysis of related databases, 20265-37-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Research Corporation Technologies, Inc.; US5580981; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1124382-72-4, Adding some certain compound to certain chemical reactions, such as: 1124382-72-4, name is 2-Amino-8-bromo[1,2,4]triazolo[1,5-a]pyridine,molecular formula is C6H5BrN4, 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 1124382-72-4.

Intermediate 49 (16 g, 55.92 mmol) and water (75 mL) were added to a sol. of intermediate 51 (7.94 g, 37.28 mmol) in DME (200 mL). Then, Pd(PPh3)4 (4.31 g, 3.73 mmol) was added and the r.m. was stirred at 150 C for 10 min. under microwave irradiation. The mixture was filtered through diatomaceous earth and concentrated in vacuo. The crude product was purified by flash column chromatography (silica; eluent: DCM/(7 N NH3 in MeOH) from 100/0 to 97/3). The product fractions were collected and the solvent evaporated in vacuo to yield 7 g of a first fraction of intermediate 52. The impure fractions were also collected, evaporated in vacuo and the crude product was purified by RP preparative HPLC [RP Vydac Denali CI 8 (10 mm, 250 g, 5 cm); mobile phase: 0.25% NH4HC03 sol. in water/CH3CN]. The product fractions were collected and the solvent evaporated in vacuo. The crude product was further purified by RP preparative SFC [Diol; mobile phase: C02, MeOH (with 0.2% isopropylamine)]. The product fractions were collected and the solvent evaporated in vacuo to yield 4 g of a second fraction of intermediate 52. Yield: 11 g of intermediate 52 (quantitative yield).

According to the analysis of related databases, 1124382-72-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICALS, INC.; MINNE, Garrett, Berlond; BISCHOFF, Francois Paul; GIJSEN, Henricus, Jacobus, Maria; VELTER, Adriana, Ingrid; PIETERS, Serge, Maria, Aloysius; BERTHELOT, Didier, Jean-Claude; WO2013/10904; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 108-99-6, 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.108-99-6, name is 3-Methylpyridine, molecular formula is C6H7N, molecular weight is 93.13, as common compound, the synthetic route is as follows.

Example 7 The preparation of the catalyst of the present invention and the process for preparing nicotinic acid by using the catalyst 6.43 g of ammonium meta-vanadate were added into 500 ml water and the solution was heated at 70C to dissolve ammonium meta-vanadate. Then, 8.2 g of zinc sulfate were added into the solution and stirred for 30 minutes. Into the resultant solution were added 92.68 g titanium oxide (Hembitec K-03) and stirred for 1 hour. The mixture was heated to evaporate water and then calcined in an oven at a temperature of 600C to obtain the catalyst of the present invention, whose composition was shown in Table 1. After calcination, the catalyst was observed by electronic microscopy and found that the crystal size of the active ingredients on the surface of the carrier is from 40 to 60 nm. Subsequently, 30g of the prepared catalyst were fed into a tube reactor having a diameter of 1 inch and a length of 5 centimeter to obtain a catalyst bed. 3-Methylpyridine was first mixed with air and then with H2O vapor and then continuously fed into the catalyst bed at a mole ratio of 1:30:70 (3-methylpyridine: oxygen: H2O) and where the bed temperature was controlled at 320C . The feed speed of 3-methylpyridine is 0.025 hr-1. The product was collected at the outlet of the catalyst bed and analyzed by HPLC and GC. It was found that a conversion of 3-methylpyridine is 88.10%, a selectivity of nicotinic acid is 88.32%, and a selectivity of carbon dioxide is 9.25%.

The chemical industry reduces the impact on the environment during synthesis 108-99-6, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Chang Chun Petrochemical Co. Ltd.; EP1584618; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem