Tag: M.W:200-300

Synthetic Route of 189281-66-1, Adding some certain compound to certain chemical reactions, such as: 189281-66-1, name is Methyl 2,6-dichloro-5-fluoronicotinate,molecular formula is C7H4Cl2FNO2, 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 189281-66-1.

1st Step 2-methoxy ethanol (423 mul) and sodium hydride (60% in oil) (196 mg) were added to a THF (10 ml) solution containing methyl 2,6-dichloro-5-fluoronicotinate (1 g) under ice cooling in a nitrogen atmosphere, followed by stirring for 1.5 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were washed with saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure and yellow oily matter of methyl 2-chloro-5-fluoro-6-(2-methoxyethoxy)nicotinate (1.07 g) was thus obtained. MS (ESI m/z): 264 (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. 189281-66-1, Methyl 2,6-dichloro-5-fluoronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FUJIFILM Corporation; FUJIWARA, Hideyasu; MIZUMOTO, Shinsuke; KUBO, Yohei; NAKATA, Hiyoku; HAGIWARA, Shinji; BABA, Yasutaka; TAMURA, Takashi; KUNIYOSHI, Hidenobu; MASHIKO, Tomoyuki; YAMAMOTO, Mari; US2014/309225; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 171178-21-5, Adding some certain compound to certain chemical reactions, such as: 171178-21-5, name is 6-Chloro-3-nitropicolinamide,molecular formula is C6H4ClN3O3, 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 171178-21-5.

To a solution of 700 mg (2.1 mmol) of Intermediate 2 and 770 mg (4.2 mmol) of 6- chloro-3-nitropyridine-2-carboxamide (prepared as in G. W. Rewcastle, et. al. J. Med. Chem. 1996, 39, 1823-1835) in 8 mL of toluene and 4 mL of NN-dimethylformamide was added 1.7 mL (10.6 mmol) of N,N-diisopropylethylamine and the solution was stirred under nitrogen at reflux for 30 h. The reaction mixture was then cooled to ambient temperature, diluted with 15 mL of methylene chloride and poured into 100 mL of a saturated aqueous bicarbonate solution. The layers were separated and the aqueous layer extracted with three 100 mL portions of methylene chloride and the combined organic phases were dried over anhydrous magnesium sulfate, filtered and evaporated in vacuo to yield a yellow solid. The yellow solid was purified by flash chromatography on a Biotage Horizon system (silica gel, 0 to 70% ethyl acetate/hexanes gradient) to give the title compound as a yellow crystalline solid. LC/MS 496.6 (M+l).

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. 171178-21-5, 6-Chloro-3-nitropicolinamide, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2006/39325; (2006); A2;,
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 58530-53-3, name is 2,4-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2,4-Dibromopyridine

Compound 3a (1 g, 4.22 mmol), tert-butyl 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-5,6-dihydropyridine-1(2H)-carboxylate 8a (1.305 g, 4.22 mmol), tetrakis(triphenylphosphine)palladium (487 mg, 0.422 mmol) and sodium carbonate (894.85 mg, 8.44 mmol) were dissolved in 14 mL of a mixed solvent of toluene, ethanol and water (V/V/V=4:2:1), then the reaction solution was warmed up to 100C and reacted under microwave for 1 hours. The reaction solution was cooled to room temperature, filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography with elution system B to obtain the title compound 8b (220 mg, yield: 15.36%).

With the rapid development of chemical substances, we look forward to future research findings about 58530-53-3.

Reference:
Patent; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co., Ltd.; YU, Shanghai; YANG, Fanglong; YAN, Jingjing; WU, Xiao; HE, Feng; TAO, Weikang; (116 pag.)EP3527570; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 873107-98-3, 5-Iodo-2-(trifluoromethyl)pyridine, 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 5-Iodo-2-(trifluoromethyl)pyridine, blongs to pyridine-derivatives compound. Safety of 5-Iodo-2-(trifluoromethyl)pyridine

A mixture of 5-iodo-2-(trifluoromethyl)pyridine (0.1 1 g, 0.39 mmol), Intermediate 21 (100 mg, 0.33 mmol), Pd2(dba)3 (15 mg, 0.02 mmol), xantphos (9.4 mg, 0.02 mmol) and Cs2C03 (0.21 g, 0.65 mmol) in anhydrous dioxane (10 mL) was heated at 100C for 19 hrs. The reaction mixture was cooled to ambient temperature, concentrated in vacuo and the crude product purified by chromatography on the Biotage Companion (40 g column, 0 to 60%, EtOAc in isohexane) and the further purified by chromatography on the Biotage Companion (12 g column, 0 to 5% methanol in DCM) to afford the title compound as a solid (45 mg). LCMS (Method A): Two peaks at 2.25 min and 2.49 min, 453/455 [M+H]+. 1H NMR (400 MHz, DMSO-d6) 8.17-8.10 (m, 1 .59 H), 8.06 (s, 0.91 H), 8.03-7.95 (m, 0.32 H), 7.95-7.86 (m, 0.62 H), 7.83 (d, 0.08 H), 7.79 (d, 0.32 H), 7.74-7.64 (m, 0.81 H), 7.54 (d, 0.67 H), 7.50-7.40 (m, 1 .07 H), 7.36 (d, 0.12 H), 7.16-7.07 (m, 1 .03 H), 6.92-6.81 (m, 0.84 H), 6.81 -6.72 (m, 0.46 H), 6.70 (bdd, 0.08 H), 6.40 (bm, 0.08 H), 4.62 (bm, 0.32 H), 4.43 (bm, 0.15 H), 3.58 (bm, 0.09 H), 3.35 (bm, 0.52 H), 3.19 (bm, 0.42 H), 3.01 (bm, 0.08 H), 2.88 (s, 2.39 H), 2.83 (s, 0.62 H), 2.68 (bm, 2.12 H), 1.78- 1 .52 (bm, 1.21 H), 1.35 (bm, 0.15 H), 0.97 (m, 1.98 H), 0.89 (t, 0.39 H), 0.51 (t, 0.56 H).

The synthetic route of 873107-98-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; C4X DISCOVERY LIMITED; BLANEY, Emma Louise; MARTIN, Barrie Phillip; NOWAK, Thorsten; WATSON, Martin John; (212 pag.)WO2016/34882; (2016); 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.1060808-92-5, name is 6-Bromo-4-chloronicotinic acid, molecular formula is C6H3BrClNO2, molecular weight is 236.45, as common compound, the synthetic route is as follows.category: pyridine-derivatives

To 6-bromo-4-chloro-pyridine-3-carboxylic acid (205 mg, 0.865 mmol), (3-fluoro-5-isobutoxy-phenyl)boronic acid (184 mg, 0.865 mmol), and palladium;triphenylphosphane (30.0 mg, 0.0260 mmol) in dioxane (4 mL) was added solution of potassium carbonate (1.73 mL of 2 M, 3.46 mmol) under an atmosphere of nitrogen and the reaction mixture was stirred at 80 C. for 10 h. The reaction mixture was concentrated under reduced pressure, partitioned between water (15 mL) and EtOAc (15 mL). The aqueous layer was acidified with HCl and washed with EtOAc (3×15 mL). The combined organic layers was washed with brine (1×25 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. The solid obtained was washed with hexanes to give 4-chloro-6-(3-fluoro-5-isobutoxy-phenyl)pyridine-3-carboxylic acid (232 mg, 83%) as a tan solid. ESI-MS m/z calc. 323.07245. found 324.1 (M+1)+. Retention time: 0.74 minutes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1060808-92-5, 6-Bromo-4-chloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; Miller, Mark Thomas; Anderson, Corey; Arumugam, Vijayalaksmi; Bear, Brian Richard; Binch, Hayley Marie; Clemens, Jeremy J.; Cleveland, Thomas; Conroy, Erica; Coon, Timothy Richard; Frieman, Bryan A.; Grootenhuis, Peter Diederik Jan; Gross, Raymond Stanley; Hadida-Ruah, Sara Sabina; Haripada, Khatuya; Joshi, Pramod Virupax; Krenitsky, Paul John; Lin, Chun-Chieh; Marelius, Gulin Erdgogan; Melillo, Vito; McCartney, Jason; Nicholls, Georgia McGaughey; Pierre, Fabrice Jean Denis; Silina, Alina; Termin, Andreas P.; Uy, Johnny; Zhou, Jinglan; (590 pag.)US2016/95858; (2016); 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. 113682-56-7, name is 1,4-Di(pyridin-4-yl)benzene. A new synthetic method of this compound is introduced below., Recommanded Product: 1,4-Di(pyridin-4-yl)benzene

CoCl2 (0.2 mmol), 1,3,5-Tris (4-carboxyphenyl) benzene (0.05 mmol) [BTB], 1,4-Di(4-pyridyl)benzene (0.05 mmol) [DPB] were dissolved in the solvent mixture (6 mL milli-Q water + 4 mL DMF) and it’s pH was 5.0. This reaction mixture was sonicated for 5 min then transferred into a Parr Teflon-lined vessel (23 mL). The vessel was sealed in an autoclave then heated at 120C for 3 days in a programmable oven. Purple coloured needle-shaped crystals of compound 3 were formed. Crystals were washed with milli-Q water and dried under vacuum for further use. Elemental Analysis: The yield of compound 3 is 92% (based on the cobalt metal). Elemental Analysis: Co1.5C46H29N3O8 (840.00), Calculated C, 65.75; H, 3.45; N, 3.52; Experimental C, 65.01; H, 3.70; N, 3.61.

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, 113682-56-7, 1,4-Di(pyridin-4-yl)benzene.

Reference:
Article; Mani, Prabu; Mukharjee, Prashanta; Hegde, Nagabhushan G.; Nath, Ramesh Chandra; Mandal, Sukhendu; Journal of Solid State Chemistry; vol. 265; (2018); p. 123 – 128;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 72830-09-2, 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.72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride, molecular formula is C8H11Cl2NO2, molecular weight is 224.08, as common compound, the synthetic route is as follows.

4-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenol (100 mg, 0.454 mmol), 1-1 (85 mg, 0.454 mmol), and 2C03 (157 mg, 1.136 mmol) were combined in a 50-mL round bottom flask with a stirbar. DMF (3.03 mL) was added, and the reaction mixture was heated to 90 C for 4 h. The reaction mixture was diluted with EtOAc (30 mL), and washed sequentially with sat. aq. NaHC03 (30 mL) and brine (30 mL). The combined organics were dried over MgS0 , filtered, and concentrated in vacuo to afford the title compound as a tan solid (155 mg, 78%, >85% pure), which was used in the subsequent step without further purification.

Statistics shows that 72830-09-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloromethyl-3,4-dimethoxypyridinium chloride.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRESLIN, Michael, J.; COX, Christopher, D.; RAHEEM, Izzat, T.; WO2011/53559; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 884495-39-0, 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 884495-39-0 as follows.

To 5-bromo-2-(methyloxy)-3-pyridinamine (18.93 g) in a round-bottom flask was added nitrogen-purged 1 ,4-dioxane (500 ml) followed by 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi- 1 ,3,2-dioxaborolane (47.4 g), potassium acetate (27.5 g) and Pd(dppf)CI2-CH2Cl2 adduct (7.61 g). The mixture was then stirred at 80 C under nitrogen for 2 h. The reaction mixture was allowed to cool then partitioned between ethyl acetate and water. The mixture was filtered through a celite pad and the aqueous layer extracted twice with ethyl acetate. The combined organics were washed with water, brine and dried over magnesium sulphate overnight. The residue was purified on 1.5 Kg Silica cartridge, using a 0 – 50 % ethyl acetate:DCM gradient over 10 column volumes. The appropriate fractions were combined and evaporated to dryness. The residue was triturated with cyclohexane, filtered and dried in vacuo to give the title compound as a light pink solid, 1 1.1 g. A second crop was obtained from the filtrate and after drying gave a further portion of the title compound as a light pink solid, 2.95g. LCMS (method B); Rt 0.91 = min, MH+ = 251 .

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-39-0, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; BALDWIN, Ian Robert; DOWN, Kenneth David; FAULDER, Paul; GAINES, Simon; HAMBLIN, Julie Nicole; JONES, Katherine Louise; JONES, Paul Spencer; LE, Joelle; LUNNISS, Christopher James; PARR, Nigel James; RITCHIE, Timothy John; ROBINSON, John Edward; SIMPSON, Juliet Kay; SMETHURST, Christian Alan Paul; WO2011/67365; (2011); 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. 1050501-88-6, name is 2-Bromo-6-chloropyridin-3-amine, the common compound, a new synthetic route is introduced below. name: 2-Bromo-6-chloropyridin-3-amine

A mixture of tert-butyl methyl(prop-2-yl-1-yl)carbamate (612 mg, 3.62 mmol, Intermediate 11), 2-bromo-6-chloropyridin-3-amine (500 mg, 2.410 mmol, Fluorochem), copper I iodide (51 mg, 0.268 mmol, Sigma), PdCI2(dppf) (148 mg, 0.202 mmol, Manchester Organics) and TEA (0.504 ml_, 3.62 mmol, Sigma) in a sealed vial was degassed (purged and filled with nitrogen x 3) before adding anhydrous Tetrahydrofuran (THF) (10 ml_). The suspension was degassed by bubbling nitrogen through for 2 min. The reaction mixture was heated to 70 C for 17 hr. The reaction mixture was filtered through a 2.5g Celite SPE, eluting with ethyl actetate (30 ml.) and water (10 ml_). The reaction mixture was diluted with water (20 ml_), the aqueous extracted with ethyl acetate (3 x 30 ml_), combined organics washed with brine (20 ml_), dried through a hydrophobic frit and concentrated in vacuo and under nitrogen to give tert-butyl (3-(3-amino-6-chloropyridin-2-yl)prop-2-yn-1- yl)(methyl)carbamate (1.074 g, 2.360 mmol, 98 % yield) as a brown oil. 1H NMR (400 MHz, CHLOROFORM-d) d ppm 1.45 – 1.56 (m, 12 H) 3.00 (s, 3 H) 4.34 (s, 2 H) 6.96 – 7.13 (m, 2 H). LCMS (System B, UV, ESI) Rt = 1.08 min, [M+H]+ 240, 242

The synthetic route of 1050501-88-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BRAVI, Gianpaolo; HOBBS, Heather; INGLIS, Graham George Adam; NICOLLE, Simon; PEACE, Simon; (138 pag.)WO2019/115640; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 130115-85-4, 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. 130115-85-4, name is 5-Bromo-6-chloropyridin-3-ol, molecular formula is C5H3BrClNO, 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 diethyl azodicarboxylate (1.89 mL, 12.0 mmol) in THF (30 mL) was added triphenylphosphine (3.15 g, 12.0 mmol) at 0C, and the reaction mixture was stirred for 0.5 hour. 1-BOC-(S)-pyrrolidinemethanol (2.41 g, 12.0 mmol) and 5-bromo-6-chloropyridine-3-ol (2.09 g, 10.0 mmol) were then added. The reaction mixture was allowed to warm to room temperature overnight. The solvent was removed, and the residue was chromatographed on a silica gel column, eluting with EtOAc/hexane (1:5 and 1:2) to afford an oil (3.80 g, 97%). MS (CI/NH3) m/z 391,393 (M+H)+. 1H NMR (DMSO-d6, 300 MHz) delta 1.65-2.05 (m, 4H), 3.20-3.35 (m, 2H), 3.95-4.15 (m, 3H), 7.98 (d, J = 2.9 Hz, 1H), 8.21 (d, J = 2.9 Hz, 1H).

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 130115-85-4, 5-Bromo-6-chloropyridin-3-ol.

Reference:
Patent; Abbott Laboratories; EP1047690; (2004); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem