Tag: M.W:200-300

Application of 6295-87-0, Adding some certain compound to certain chemical reactions, such as: 6295-87-0, name is 1-Aminopyridinium Iodide,molecular formula is C5H7IN2, 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 6295-87-0.

To a dry CH3CN (40 mL) solution of 1-aminopyridinium iodide (1.12 g, 5.02 mmol) was added 4-dimethylaminopyridine (DMAP) (59.9 mg, 0.490 mmol), potassium carbonate (2.08 g, 15.0 mmol), and benzoylchloride (724.4 mg, 5.15 mmol). Then, the reaction mixture was stirred for 7 h at rt. The suspension was concentrated in vacuo. The product was extracted with CH2Cl2 and filtered to remove inorganic impurities. After volatiles were removed under reduced pressure, the crude product was purified by flash column chromatography on Fuji Silysia silica gel FL100D (CH2Cl2/MeOH=20/1) to afford N-benzoyliminopyridinium ylide (2c) as a white solid (668 mg, 3.37 mmol, 67% yield). The spectral data was identical with the reported literatures. 11 1H NMR (400 MHz, CDCl3) delta 8.85 (m, 2H; NC5H2HH2), 8.16 (m, 2H; C6H2H3), 7.92 (m, 1H; NC5H2HH2), 7.68 (m, 2H; NC5H2HH2), 7.42 (m, 3H; C6H2H3).

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. 6295-87-0, 1-Aminopyridinium Iodide, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Miyazawa, Kazuki; Koike, Takashi; Akita, Munetaka; Tetrahedron; vol. 72; 48; (2016); p. 7813 – 7820;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 117007-52-0 , The common heterocyclic compound, 117007-52-0, name is 3-Iodo-1H-pyrazolo[3,4-b]pyridine, molecular formula is C6H4IN3, 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.

General procedure: 3-Iodo-1H-indazole (S1, 5.00 g, 19.5 mmol) was placed in a round-bottom flask and dissolved in tetrahydrofuran (100 mL). 4-Dimethylaminopyridine (0.24 g, 1.9 mmol, 0.1 equiv) was then added, followed by di-tert-butyl dicarbonate (5.4 mL, 24 mmol, 1.2 equiv). Triethylamine (5.4 mL, 39 mmol, 2.0 equiv) was slowly added to the clear, brown solution by syringe. The resulting solution was stirred at room temperature until it was complete as determined by TLC. The reaction was then diluted with water (75 mL) and ethyl acetate (50 mL). After separating the layers, the aqueous phase was extracted with additional ethyl acetate (3 × 50 mL). The combined organic layers were washed with brine (100 mL), then shaken over magnesium sulfate, filtered, and concentrated under reduced pressure to give the crude product. This material was purified by column chromatography over silica gel (hexanes/ethyl acetate: 100/0 to 90/10) to give the title compound as an orange solid (6.20 g, 93%).

The synthetic route of 117007-52-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Youngsaye, Willmen; Hartland, Cathy L.; Morgan, Barbara J.; Ting, Amal; Nag, Partha P.; Vincent, Benjamin; Mosher, Carrie A.; Bittker, Joshua A.; Dandapani, Sivaraman; Palmer, Michelle; Whitesell, Luke; Lindquist, Susan; Schreiber, Stuart L.; Munoz, Benito; Beilstein Journal of Organic Chemistry; vol. 9; (2013); p. 1501 – 1507;,
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. 175205-81-9, name is 2-Bromo-4-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

To the solution containing the boronic ester intermediate 2-(2-chlorophenyl)-N-[3- {[(dimethylamino)methylidene]sulfamoyl}-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)phenyl]acetamide (300 mg, 594 pmol), 2-bromo-4-(trifluoromethyl)pyridine (296 mg, 1.31 mmol) and potassium fluoride (76.0 mg, 1.31 mmol) were added under argon atmosphere. The solution was purged with argon for 5 minutes and bis(tri-tert25 butylphosphine)palladium(0) (CAS 53199-31-8) (16.7 mg, 32.7 pmol) was added. Thesolution was purged again with argon and the reaction was heated at 80°C for 3h. Afterwards the mixture was filtered over Celite, the solvent was removed under reduced pressure and the crude was purified by chromatography on silica gel (Biotage, hexane I ethyl acetate) to yield 150 mg (44percent yield).LC-MS (Method B): R1 = 1.17 mm; MS (ESIpos): m/z = 525 [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, 175205-81-9, 2-Bromo-4-(trifluoromethyl)pyridine.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WERNER, Stefan; MESCH, Stefanie; CLEVE, Arwed; BRAeUER, Nico; HERBERT, Simon, Anthony; KOCH, Markus; DAHLLOeF, Henrik; OSMERS, Maren; HARDAKER, Elizabeth; LISHCHYNSKYI, Anton; (673 pag.)WO2017/191000; (2017); A1;,
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. 153034-86-7, name is 2-Chloro-4-iodopyridine, molecular formula is C5H3ClIN, 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. Recommanded Product: 153034-86-7

Preparation of 2-Chloro-N-(3-nitrophenyl)pyridine-4-amine To a degassed (15 min, N2) suspension of 2-chloro-4-iodopyridine (3.0 g, 12.53 mmol), 3-nitroaniline (1.82 g, 13.18 mmol), BINAP (0.39 g, 0.626 mmol) and Cs2CO3 (8.16 g, 25.04 mmol) in toluene (72 mL) was added Pd(OAc)2 (0.084 g, 0.374 mmol). The reaction tube was sealed and the mixture stirred at 90 C. for 18 h. The mixture was cooled to rt and filtered, washing with EtOAc. The orange/yellow solid collected was washed with CH2Cl2 until all the product washed through into the filtrate. The filtrate was concentrated to afford 2-Chloro-N-(3-nitrophenyl)pyridine-4-amine as a bright yellow solid. Additional product was collected from the solid collected upon concentration of the previous filtrate, after washing with CH2Cl2. No further purification. Total amount of product collected was 2.85 g (91% yield).

With the rapid development of chemical substances, we look forward to future research findings about 153034-86-7.

Reference:
Patent; ALLERGAN, INC.; US2011/53905; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 78607-36-0, 2-Chloro-3-iodopyridine, 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, 78607-36-0, blongs to pyridine-derivatives compound. Product Details of 78607-36-0

General procedure: To 2-chloropyridine (1.1 mmol) in ethanol (5.0 mL) was added hydrazine hydrate (2 mL) dropwise at room temperature. The mixture was refluxed until completion as monitored by TLC. The reaction mixture was cooled, ethanol was removed by evaporation. Then, the residue was partitioned between ethyl acetate and water. The combined organic phase was dried over anhydrous sodium sulfate and concentrated to give the product, which was used for the following cyclization reaction without purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78607-36-0, its application will become more common.

Reference:
Article; Liu, Lingfeng; Qiao, Chunhua; Shen, Bei; Xu, Yiwen; Tetrahedron Letters; (2020);,
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. 78607-36-0, name is 2-Chloro-3-iodopyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-3-iodopyridine

To a flame-dried flask were added Pd(PPh3)4 (10 mol %), Xantphos (10 mol %), Cs2CO3 (3 eq) and 2-chloro-3-iodopyridine (1.2 eq). Then, 3NI (1 eq) and DMF (0.15 M) were added to the reaction mixture under an N2 atmosphere. The reaction mixture was stirred for 10 min at room temperature, and then heated at 140 C. in a pre-heated oil bath for 24 h. After that, the reaction mixture was cooled to room temperature, diluted with CH2Cl2, filtered through a short pad of Celite, and washed with CH2Cl2. The combined organic extracts were concentrated under reduced pressure and the resulting residue was purified by column chromatography on silica gel to provide the product DFE-3N-2 in 30% yield.

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, 78607-36-0, 2-Chloro-3-iodopyridine.

Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Zhu, Zhi-Qiang; (232 pag.)US2018/337345; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1180132-17-5, Adding some certain compound to certain chemical reactions, such as: 1180132-17-5, name is 5-((4-Ethylpiperazin-1-yl)methyl)pyridin-2-amine,molecular formula is C12H20N4, 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 1180132-17-5.

Add to the reaction flask7- (2-Chloro-5-fluoropyrimidin-4-yl)Fluoro-2,2-dimethyl- dihydro-lH-benzo [d]Pyrrolo [1,2-a]Imidazole (100 mg, 0.3 mmol, prepared as in Example 4)5 – ((4-ethylpiperazin-1-yl)Methyl) pyridin-2-amine (66 mg, 0.3 mmol)Cesium carbonate (195 mg, 0.6 mmol), Pd2 (dba) 3 (27 mg, 0.03 mmol), XantPhos (35 mg, 0.06 mmol) and 1,4-dioxane (2 mL).The mixture was microwave reacted at 150 C for 45 minutes.Cooled to room temperature, water (10 mL) and ethyl acetate (20 mL x 3) were added to the solution.The organic phases were combined, washed with saturated sodium chloride solution (10 mL), dried over anhydrous sodium sulfate,Filtered, concentrated under reduced pressure. The residue was purified by column chromatography (DCM / MeOH = 10: 1)The resulting residue was purified to give the title compound (20 mg, yellow solid) in 14% yield.

According to the analysis of related databases, 1180132-17-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Gan & Lee Pharmaceuticals; Liu, Wenjian; Yin, Lei; Li, Heng; (94 pag.)CN106608879; (2017); A;,
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. 65-22-5, name is 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride, the common compound, a new synthetic route is introduced below. Computed Properties of C8H10ClNO3

General procedure: To a solution of pyridoxal hydrochloride 5 (2.0 mmol, 0.40 g) in water (1 mL) was added the corresponding chromone 6 (2.0 mmol) in methanol (2-10 mL) and NaOH (5.2 mmol, 0.21 g). The reaction mixture was stirred at 50 C for 4-6 h, cooled to ?20 C and allowed to stand at room temperature for 18-36 h (for 6d: ?20 C, 4 h). The resulting mixture was diluted with water (10 mL) and neutralized with HCl to pH 7. The solid that formed was filtered, washed with water, dried, and recrystallized from methanol to give product 7 as an orange powder.

The synthetic route of 65-22-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sosnovskikh, Vyacheslav Ya; Korotaev, Vladislav Yu.; Barkov, Alexey Yu.; Sokovnina, Anna A.; Kodess, Mikhail I.; Journal of Fluorine Chemistry; vol. 141; (2012); p. 58 – 63;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65515-28-8, 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 65515-28-8, name is Methyl 2,6-dichloronicotinate. This compound has unique chemical properties. The synthetic route is as follows.

A 2.5 M hexane solution of BuLi (32.6 mL, 82 mmol) was added dropwise to a solution of diisopropylamine (12.11 mL, 85 mmol) in THF (100 mL) at -78 0C. The mixture was stirred at 0 0C for 15 min and cooled to -78 0C. Acetonitrile (4.26 mL, 82 mmol) was added dropwise. The solution gradually turned to milky white. After 1 h at -78 0C, methyl 2,6-dichloronicotinate (7.00 g, 34.0 mmol) in THF (25 mL) was added dropwise. The flask was rinsed with THF (5 mL) and added. After 1 h at -78 0C, the mixture was quenched with brine (100 mL), acidified to pH~l and extracted with EtOAc (3×100 mL). The combined extracts were washed with brine (50 mL), dried (MgSO4) and concentrated. Silica gel chromatography, eluting with 0- 5% methanol in CH2Cl2, gave the desired product as yellow solid (4.6374 g, 64% yield). MS (ES+) m/z: 215 (M+H); LC retention time: 2.45 min (analytical HPLC Method A).

According to the analysis of related databases, 65515-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2009/100171; (2009); 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.760207-83-8, name is 3-Bromo-5-chloropicolinonitrile, molecular formula is C6H2BrClN2, molecular weight is 217.45, as common compound, the synthetic route is as follows.Safety of 3-Bromo-5-chloropicolinonitrile

Synthesis of 5-chloro-3-vinylpicolinic acid A sealable vial was charged with 3-bromo-5-chloropicolinonitrile (700 mg, 3.22 mmol) and dichlorobis(triphenyl-phosphine)palladium(II) (271 mg, 0.386 mmol). The vial was evacuated and backfilled with nitrogen. 1,4-dioxane (5 mL) was added, followed by tri-n-butyl(vinyl)tin (1.225 mL, 3.86 mmol). The reaction mixture was heated to 100 C. The reaction mixture was diluted with water and EtOAc. The solvent was removed under reduced pressure. The residue was dissolved in EtOH (3 mL) and NaOH (1M, 6 mL). The cloudy solution was heated to 100 C. for 15 min. The reaction mixture was cooled to RT, the aqueous phase was separated and neutralized with 1 M HCl. The aqueous phase was back-extracted with EtOAc. The organic phase was separated and dried over MgSO4. The solvent was removed under reduced pressure to obtain 5-chloro-3-vinylpicolinic acid (120 mg, 0.654 mmol, 20.30% yield) as a yellow solid. 1H NMR (300 MHz, DMSO-d6) delta ppm 5.56 (d, J=11.11 Hz, 1H) 6.07 (d, J=17.54 Hz, 1H) 7.12 (dd, J=17.54, 11.11 Hz, 1H) 8.33 (d, J=2.19 Hz, 1H) 8.58 (d, J=2.19 Hz, 1H)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,760207-83-8, 3-Bromo-5-chloropicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; LEWIS, Richard T.; ALLEN, Jennifer R.; CHENG, Yuan; CHOQUETTE, Deborah; EPSTEIN, Oleg; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; HUA, Zihao; HUNGATE, Randall W.; HUMAN, Jason Brooks; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; MINATTI, Ana Elena; OLIVIERI, Philip; ROMERO, Karina; RUMFELT, Shannon; RZASA, Robert M.; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; XUE, Qiufen; ZHENG, Xiao; ZHONG, Wenge; US2014/107109; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem