Month: April 2022

Adding a certain compound to certain chemical reactions, such as: 98121-41-6, 3-Amino-5,6-dichloropyridine, 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, Quality Control of 3-Amino-5,6-dichloropyridine, blongs to pyridine-derivatives compound. Quality Control of 3-Amino-5,6-dichloropyridine

Precursor alpha: 2,3-Dichloro-5-methylthiopyridine A solution of 50.6 g (0.3 mol) of 3-amino-5,6-dichloropyridine in 700 ml of methylene chloride was slowly added dropwise at 40 C. to a solution of 56.6 g (0.6 mol) of dimethyl disulfide and 46.7 g (0.45 mol) of tert-butyl nitrite in 320 ml of dry methylene chloride. The mixture was then stirred for 1 hour at 40 C. and subsequently for another approximately 15 hours at approximately 20 C., whereupon 500 ml of ice-water were added to the reaction mixture. The organic phase which was separated off was washed once with 1 N hydrochloric acid and once with water, dried over sodium sulfate and finally concentrated. After the crude product had been stirred with n-hexane, 21 g of a dark solid were obtained (purity 94% according to GC). After the hexane solution was concentrated, a further 21.3 g of product of value remained which had a purity of 77% (according to GC). Total yield: 62%; m.p.: 66-67 C.; 1H-NMR (in d6 dimethyl sulfoxide): delta [ppm]=2.6 (s, CH3); 8.1 and 8.3 (2*d, pyr H).

The synthetic route of 98121-41-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; US6448205; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 135450-23-6 ,Some common heterocyclic compound, 135450-23-6, molecular formula is C7H5ClN2, 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 stilTed solution of 1H-indole-3-carboxaldehyde (145.2mg, lmmol) and 6- (chloromethyl)picolinonitrile (167.8mg, l.lmmol) in 5.0 mL of MeCN was added Cs2CO3(980mg, 3mmol) at room temperature. The mixture was then heated to 80C and kept stirring for 3h. When 1H-indole-3-carboxaldehyde was consumed monitored by TLC, MeCN was evaporated. The residue was partitioned in 15 mL of water and 15 mL of ethyl acetate. The aqueous layer was extracted with ethyl acetate three times. The combined organic extracts were washed with brine, dried, and concentrated. The crudeproduct was purified by silica gel colunrn chromatography to give 6-((3 -formyl- 1 H-indol1-yl)methyl)picolinonitrile (214mg, 82% yield).ESI-MS mlz 262.1 [M+H].

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. 135450-23-6, 6-(Chloromethyl)-2-cyanopyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GUANGZHOU INSTITUTES OF BIOMEDICINE AND HEALTH, CHINESE ACADEMY OF SCIENCES; JIANG, Baishan; HU, Langxi; CUI, Yan; DING, Sheng; (29 pag.)WO2015/192343; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 67625-38-1, Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate, 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, name: Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate, blongs to pyridine-derivatives compound. name: Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate

A solution of ethyl 6-chloroimidazo[l,2-a]pyridine-2-carboxylate (0.8 g, 3.6 mmol), cesium carbonate (1.3 g, 3.9 mmol), palladium acetate (64 mg, 0.29 mmol), andtriphenylphosphine (0.15 g, 0.57 mmol) in 1,4-dioxane (43 mL) was treated with l-bromo-3- fluorobenzene (0.54 mL, 4.8 mmol), degassed with nitrogen, and heated in the microwave at 150 C for 30 min. The reaction mixture was filtered over celite and the filtrate was concentrated to give a crude residue. This material was purified by flash column chromatography to give the desired product (1.2 g, 94%). LCMS for C16H13C1FN202 (M+H)+: m/z = 319.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67625-38-1, Ethyl 6-chloroimidazo[1,2-a]pyridine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; COMBS, Andrew P.; LI, Yun-Long; YUE, Eddy W.; SPARKS, Richard B.; WO2011/75643; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 185041-05-8 ,Some common heterocyclic compound, 185041-05-8, molecular formula is C7H5ClINO2, 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.

[00324] To a solution of compound 13 (5.5 g, 18.5 mmol) in DMF (50 mL) was added K2C03 (10.2 g, 74 mmol), trimethylboroxine (4.64 g, 3.70 mmol) and Pd(PPh3)4 (2.1 g, 1.85 mmol) in DMF under N2. The reaction mixture was stirred at 110 C for 120 mm under N2. After cooled down, water (100 mL) was added into the mixture. Et20 was added to extract the product, washed by water and dried over Na2SO4 .Concentrated and purified by FCC (PE/EA=40: 1) to afford 2.7 g of the product 14 (79%).

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. 185041-05-8, Methyl 2-chloro-4-iodonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; YANG, Wenjin; CHEN, Che-Hong; MOCHLY-ROSEN, Daria; WO2014/160185; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 69045-78-9 ,Some common heterocyclic compound, 69045-78-9, molecular formula is C6H3Cl4N, 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.

The recovered organic materials include the object products as well as 20% of 2-chloro-5-fluorodichloromethylpyridine and 6.7% of 2-chloro-5-chlorodifluoromethylpyridine as intermediates and 3.8% of the unreacted 2-chloro-5-trichloromethylpyridine.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,69045-78-9, its application will become more common.

Reference:
Patent; Ishihara Sangyo Kaisha Ltd.; US4266064; (1981); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89809-65-4, Adding some certain compound to certain chemical reactions, such as: 89809-65-4, name is Methyl 6-Cyanopyridine-3-carboxylate,molecular formula is C8H6N2O2, 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 89809-65-4.

75.6 ml of 36% hydrochloric acid and 7 g (0.1 equivalent by mass) of 10% palladium-on-charcoal are added to a solution of 70 g of the product obtained in the preceding Stage 1 in 1.4 l of ethanol. The reaction medium is stirred under 1 bar of hydrogen at ambient temperature overnight, filtered and washed with ethanol under a nitrogen atmosphere. [0440] After evaporating the ethanol, the solid obtained is taken up in 1.4 l of ethanol and heated at 50 C. for one hour. The reaction medium is filtered while hot and the solid obtained is washed with warm ethanol (40 C.). After repeating this operation, the organic phases are combined and concentrated under reduced pressure to give 60.8 g of a green solid, successively purified by treatment with active charcoal and recrystallization from ethyl acetate. [ Yield: 47% 1H NMR (CDCl3) delta (ppm): 9.07 (dd, 1H), 8.77 (br s, 4H), 8.33 (dd, 1H), 7.72 (dd, 1H), 4.28 (br s, 2H), 3.90 (s, 3H)

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. 89809-65-4, Methyl 6-Cyanopyridine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dublanchet, Anne-Claude; Compere, Delphine; Cluzeau, Philippe; Blais, Stephane; Denis, Alexis; Ducrot, Pierre; Courte, Karine; Descamps, Sophie; US2004/72871; (2004); 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. 1352625-30-9, name is 3-Bromo-6-fluoropyrazolo[1,5-a]pyridine, the common compound, a new synthetic route is introduced below. name: 3-Bromo-6-fluoropyrazolo[1,5-a]pyridine

c) 6-Fluoro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrazolo[1,5-a]pyridine A mixture of 3-bromo-6-fluoropyrazolo[1,5-a]pyridine (Preparation 103b, 0.300 g, 1.4 mmol), potassium acetate (0.492 g, 5.0 mmol) and bis(pinacolato)diboron (2.77 g, 10.9 mmol) in 1,4-dioxane (5 mL) contained in a Schlenck vessel was submitted to three vacuum-argon cycles and tetrakis(triphenylphosphine)palladium(0) (0.380 g, 0.33 mmol) was then added. The mixture was further submitted to three vacuum-argon cycles, sealed and then was stirred and heated to 100 C. After 20 hours, the reaction mixture was cooled, evaporated and then taken up in pentane and filtered through diatomaceous earth (Celite) and the filter cake was washed with a mixture of ethyl acetate/ether (3:2). The combined filtrate and washings were evaporated and the residue was purified by reverse phase chromatography (C-18 silica from Waters, water/acetonitrile/methanol as eluents [0.1% v/v formic acid buffered] 0% to 100%) to give the title compound (0.130 g, 36%) as a yellow solid. LRMS (m/z): 263 (M+1)+.1H NMR (300 MHz, CDCl3) delta ppm (two sets of peaks are seen in the NMR due to the presence of both the boronate and boronic acid): NMR of boronate: 1.21 (s, 12H), 7.56 (m, 1H), 8.02 (m, 1H), 8.36 (s, 1H), 9.16 (m, 1H).

The synthetic route of 1352625-30-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALMIRALL, S.A.; EASTWOOD, Paul Robert; GONZALEZ RODRIGUEZ, Jacob; GOMEZ CASTILLO, Elena; BACH TANA, Jordi; WO2011/157397; (2011); 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. 381247-99-0, name is Methyl 5-bromo-6-hydroxynicotinate. A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 5-bromo-6-hydroxynicotinate

Methyl 3-(5-(2-(((4S,5R)-5-(3,5-bis(trifluoromethyl)phenyl)-4-methyl-2-oxooxazolidin-3-yl)methyl)-4,4-dimethylcyclohex-1-enyl)-6-methoxypyridin-3-yl)-2,2-dimethylpropanoate [0562] As shown in reaction scheme 7, Compound 31, an intermediate compound, was synthesized, and then Compound 349 (0.28 g, 69.5%) as white solid foam was obtained according to the similar method to the synthesis of compound 285. [0563] 1H NMR (400 MHz, DMSO-d6); atropisomer mixture; delta7.86 (m, 1H), 7.81, 7.83 (2d, 1H, J=1.77, 1.83 Hz), 7.74-7.75 (m, 2H), 7.02, 7.05 (2d, 1H, J=1.77, 1.77 Hz), 5.60, 5.63 (2d, 1H, J=5.94, 6.00 Hz), 3.91-4.03 (m, 2H), 3.85, 3.88 (2d, 3H), 3.64, 3.65 (2s, 3H), 3.46-3.52 (m, 1H), 2.73-2.80 (m, 2H), 1.90-1.95 (m, 2H), 1.43-1.48 (m, 2H), 1.16-1.20 (m, 6H), 1.01-1.09 (m, 6H), 0.28, 0.49 (2d, 3H, J=4.89, 4.89 Hz); MS (ESI) m/z 657.2 (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, 381247-99-0, Methyl 5-bromo-6-hydroxynicotinate.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; Lee, SeoHee; Oh, Jung Taek; Lee, JaeKwang; Lee, JaeWon; Bae, Suyeal; Ha, Nina; Lee, Sera; US2014/31335; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 153747-97-8, tert-Butyl 4-(5-bromopyridin-2-yl)piperazine-1-carboxylate, 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, 153747-97-8, blongs to pyridine-derivatives compound. Computed Properties of C14H20BrN3O2

General procedure: A reaction tube was charged with benzenesulfonyl fluorideboronic acid 3 (61 mg, 0.30 mmol, 1.5 equiv), Pd(OAc)2 (2.3 mg, 0.010 mmol, 5.0 mol %) and XPhos (9.5 mg, 0.020 mmol, 10 mol %), sealed with a rubber septum, evacuated and back-filled with N2 three times. Degassed 1,4-dioxane (0.8 mL), degassed 1.0 M aq. K3PO4 solution (0.4 mL, 0.40 mmol, 2.0 equiv) and aryl halide* (0.20 mmol, 1.0 equiv) were added subsequently, and the reaction mixture stirred under positive pressure of N2 in a preheated aluminium heating block at 40 C for 4 h (5a, b, f, g, h, l), 6 h (5c, d, e, i, j, m) or 24 h (5k). After cooling to ambient temperature, the reaction mixture was diluted with EtOAc, dried with anhydrous MgSO4, filtered over Celite and concentrated in vacuo. The crude product was purified by flash column chromatography to afford the biarylsulfonyl fluoride. *In the case where aryl halide is a solid, it was added to the vessel before evacuating and back-filling.

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:
Article; Lou, Terry Shing-Bong; Willis, Michael C.; Tetrahedron; vol. 76; 1; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 183428-91-3, 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 183428-91-3, name is 2-Amino-3-methyl-5-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step II: 6-Amino-5-methyl-pyridme-3-carboxylic acidTo a stirred suspension of 6-amino-5-methyl-pyridine-3-carbonitrile (6.0 g, 45.0 mmol) in water (40 mL) was added sodium hydroxide (5.4 g, 135.2 mmol) and refluxed for 4 h. Reaction mixture was cooled to room temperature and filtered through Buchner funnel. Filtrate was neutralized with 4N HC1. Solid formed was filtered through Buchner funnel and dried under high vacuum to furnish 6.0 g (88%) of titled intermediate as a white solid.? NMR (400 MHz, CDC13): delta 2.05 (s, 3H), 6.53 (s, 2H), 7.66 (s, 1H), 8.37 (d, J = 2.0 Hz, 1H), 12.29 (brs, 1H). MS (ES) m/z 153.0 (M+l).

According to the analysis of related databases, 183428-91-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ADVINUS THERAPEUTICS LIMITED; KHARUL, Rajendra; BHUNIYA, Debnath; MOOKHTIAR, Kasim A.; SINGH, Umesh; HAZARE, Atul; PATIL, Satish; DATRANGE, Laxmikant; THAKKAR, Mahesh; WO2013/42139; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem