Tag: M.W:200-300

Synthetic Route of 6318-51-0, Adding some certain compound to certain chemical reactions, such as: 6318-51-0, name is (4-Chlorophenyl)(pyridin-2-yl)methanone,molecular formula is C12H8ClNO, 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 6318-51-0.

2.0 g (4-chlorophenyl)(2-pyridyl)methanone,Dissolved in 15 mL of hydrogen peroxide (30% aqueous solution in mass concentration)Add 5mL of acetic acid,The reaction was heated to 85C for 12h and TLC detected the progress of the reaction.Until the reaction of the raw material is complete,Add saturated sodium bicarbonate solution,Dichloromethane extraction,Wash, combine the organic phase,Drying over anhydrous sodium sulfate, filtration,Remove the solvent under reduced pressureA white solid of 2.1 g was obtained with a yield of 95%.

According to the analysis of related databases, 6318-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; China Three Gorges University; Zhou Haifeng; Wang Baigui; Liu Qixing; Jiang Xiaolan; (7 pag.)CN106831549; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 22282-96-8 , The common heterocyclic compound, 22282-96-8, name is 2-Bromo-6-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, 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.

A suspension of 6-bromo-2-methyl-3-nitropyridine (XIV) (250 g, 1.15 mol, 1.00 eq) and NH4C1 (300 g, 5.61 mol, 4.88 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 65C. To this mixture was added Fe (130 g, 2.33 mol, 2.02 eq) and HQ (15.3 g, 419 mmol, 0.36 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-2-methylpyridin-3-amine (XV) as brown solid (373 g, 1.99 mol, 86.7% yield) which was used for the next step without any purification. NMR (DMSO- e, 400 MHz) delta ppm 6.01 (dd, J = 2.3, 7.9 Hz, 2H), 7.03 (d, J = 8.2 Hz, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

The synthetic route of 22282-96-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SAMUMED, LLC; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (251 pag.)WO2017/24003; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route 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.

Containing 4 g of 2-chloro-4-iodo-nicotinate (12.87 mmol) in 50 ml dimethylformamide solution, was added 3.6 g of t-butyl cyanoacetate (25.75 mmol, 2 eq.), 7.1 g potassium carbonate (51.5 mmol, 4 equiv.) and 13 mg of cuprous iodide (0.1 mmol, 0.01 eq.) and the solution was stirred overnight at 50 deg.] C, the solvent is removed to give residue was purified with silica gel column to give the product, 4- (2-tert-butoxy-1-cyano-2-oxoethyl) -2-chloro-nicotinic acid methyl ester (2.8 g, 66% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,185041-05-8, its application will become more common.

Reference:
Patent; BIOGEN MA INC.; SUNESIS PHARMACEUTICALS, INC.; ARNDT, JOSEPH; CHAN, TIMOTHY; GUCKIAN, KEVIN; KUMARAVEL, GNANASAMBANDAM; LEE, WEN-CHERNG; LIN, EDWARD YIN-SHIANG; SCOTT, DANIEL; SUN, LIHONG; THOMAS, JERMAINE; VAN VLOTEN, KURT; WANG, DEPING; ZHANG, LEI; ERLANSON, DANIEL; (469 pag.)TWI525093; (2016); B;,
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. 947249-27-6, name is 2-Bromo-3-(difluoromethoxy)pyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Bromo-3-(difluoromethoxy)pyridine

To a steel bomb were charged with 2-methoxyethanol (20ml), 2-bromo-3-(difluoromethoxy)pyridine (1.95g, 8.7 mmol), cone. aqueous NH4OH (28-30%, 5 ml, 79 mmol) and Cu2O (0.25 g,, 1.7 mmol). The reaction mixture was heated at 100 0C for 23 h, then cooled to 0 0C, and partitioned between mixture of EtOAc/aq. 3 N NaOHZH2O (40ml/10ml/30ml). The organic phase layer was collected, washed with saturated aqueous NaHCO3 solution (30ml), brine (40ml), dried (Na2SO^, and concentrated to produce 1.12 g of 3-(difiuoromethoxy)pyridin-2-amine which was carried forward without further purification: LCMS (m/z, MH+): 161.0, tR = 0.31min.

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, 947249-27-6, 2-Bromo-3-(difluoromethoxy)pyridine.

Reference:
Patent; NOVARTIS AG; WO2009/115572; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 777931-67-6, 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 777931-67-6, name is 3-Bromo-2-chloro-6-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a stirred solution of 31(6.83 g, 30.7 mmol) in THF (120 mL) was added i-PrMgCl·LiCl (ca.1.0 Msolution in THF, 32.2 mL, 32.2 mmol) at -20C. After 2 h, DMF (7.2 mL, 92.1 mmol) was added dropwise at -20C. The resulting mixture was stirred at room temperature for 30 min. The reaction mixture was quenched with saturated aqueous NH4Cl and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure. The crude material including 12was applied to the following reaction without further purification.

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 777931-67-6, 3-Bromo-2-chloro-6-methoxypyridine.

Reference:
Article; Inai, Makoto; Ouchi, Hitoshi; Asahina, Aya; Asakawa, Tomohiro; Hamashima, Yoshitaka; Kan, Toshiyuki; Chemical and Pharmaceutical Bulletin; vol. 64; 7; (2016); p. 723 – 732;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 866775-18-0, 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 866775-18-0 as follows.

Step 1: 3-Amino-6-(1-methyl-1H-pyrazol-4-yl)-5-(trifluoromethyl)picolinic acid3-Amino-6-bromo-5-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (Intermediate A4) (500 mg, 1.672 mmol), PdCl2(dppf).CH2Cl2 adduct (205 mg, 0.251 mmol), 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (383 mg, 1.839 mmol) and Cs2CO3 (6.69 ml, 6.69 mmol) in THF (12 ml) under N2, was heated using microwave radiation at 150 C. for 10 minutes. 2M NaOH (5 ml) was added and the mixture was stirred at RT overnight. The mixture was filtered through Celite (filter material) and the organic solvent was removed. The resulting aqueous layer was washed with EtOAc and acidified to pH1. The product was extracted with DCM and concentrated in vacuo to afford the title compound;

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,866775-18-0, its application will become more common.

Reference:
Patent; NOVARTIS AG; US2011/230483; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 22282-96-8, 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 22282-96-8, name is 2-Bromo-6-methyl-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 6-bromo-2-methyl-3-nitropyridine (XIV) (250 g, 1.15 mol, 1.00 eq) and NH4C1 (300 g, 5.61 mol, 4.88 eq) in EtOH (3.50 L) and water (150 mL) was heated with stirring to 65C. To this mixture was added Fe (130 g, 2.33 mol, 2.02 eq) and HC1 (15.3 g, 419 mmol, 0.36 eq). The suspension was then heated to 80C for another 3 h. The reaction was cooled to 25C and filtered through a plug of Celite. The filtrate was concentrated under reduced pressure to yield a residue that was taken up in EtOAc (1 L x 3) and washed with brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure to give 6-bromo-2-methylpyridin-3-amine (XV) as brown solid (373 g, 1.99 mol, 86.7% yield) which was used for the next step without any purification. ?H NMR (DM50-cl6, 400 MHz) ppm 6.01 (dd, J= 2.3, 7.9 Hz, 2H), 7.03 (d, J= 8.2 Hz, 1H); ESIMS found for C6H7BrN2 mlz 186.8 (M+H).

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 22282-96-8, 2-Bromo-6-methyl-5-nitropyridine.

Reference:
Patent; SAMUMED, LLC.; KC, Sunil Kumar; WALLACE, David Mark; CAO, Jianguo; CHIRUTA, Chandramouli; HOOD, John; (254 pag.)WO2017/23993; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 77199-09-8, 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 77199-09-8, name is Ethyl 5-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows.

Example 593-(((5-(l-(4-(2,3-Dimethylphenoxy)butanoyl)-l,2,3,4-tetrahydroquinolin-5-yl)pyridin-2- yl)methoxy)carbonylamino)propanoic acid[00204] To a solution of NaBH4 (0.822 g, 21.73 mmol) in MeOH (25 mL) was added ethyl 5-bromopicolinate (1.0 g, 4.35 mmol) portion-wise over a period of 10 min at room temperature. The mixture was stirred at room temperature for 10 min and then heated to 70 C for 30 min. The solvent was removed in vacuo, and the resulting residue was diluted with EtOAc and water. The aqueous phase was adjusted to pH 7 with 1 N aq. HCl, and extracted with EtOAc. The combined organic layer was dried over MgS04, filtered, and concentrated in vacuo to afford the title compound (0.65 g, 80% yield) as a white solid. LCMS, [M+H]+ = 187.9.

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 77199-09-8, Ethyl 5-bromopicolinate.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; ROBL, Jeffrey A.; LI, Jun; KENNEDY, Lawrence J.; WALKER, Steven J.; WANG, Haixia; WASHBURN, William N.; AHMAD, Saleem; NGU, Khehyong; WO2012/149236; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1256834-13-5 , The common heterocyclic compound, 1256834-13-5, name is 4-Bromo-6-chloronicotinic acid, molecular formula is C6H3BrClNO2, 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 solution of 6-bromo-4-chloronicotinic acid (3 g, 12.69 mmol) in DMF (42 mL) was added HATU (6.27 g, 16.49 mmol), (R)-4-amino-3-fluoro-2-methylbutan-2-ol hydrochloride (2.4 g, 15.23 mmol), and N,N-Diisopropylethylamine (5.62 ml, 32.26 mmol). The resulting solution was stirred at room temperature overnight and subsequently diluted with ethyl acetate. The organic solution was washed with saturated aqueous lithium chloride (3 times), then dried over Na^SCri. and then concentrated. The residue was purified by silica gel chromatography (eluent: EtO Ac/hexanes) to provide (R)-6-bromo-4-chloro-N-(2-fluoro-3-hydroxy-3- methylbutyl)nicotinamide.ES/MS: 341.1 (M+H+).

The synthetic route of 1256834-13-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; AMMANN, Stephen; BACON, Elizabeth M.; BRIZGYS, Gediminas; CHIN, Elbert; CHOU, Chienhung; COTTELL, Jeromy J.; NDUKWE, Marilyn; TAYLOR, James G.; WRIGHT, Nathan E.; YANG, Zheng-Yu; ZIPFEL, Sheila M.; (138 pag.)WO2020/36979; (2020); 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. 89167-34-0, name is 4-Chloro-3-iodopyridine, the common compound, a new synthetic route is introduced below. COA of Formula: C5H3ClIN

Intermediate 20: 4-chloro-N-r2-fluoro-4-(tr)methylsilyl)phenv?pyridin-3-amine; To a solution of 4-chloro-3-iodopyridine (1.37 g, 5.73 mmo.) in dry toluene 25 mL, was added sequentially Pd(OAc)2 (122.5 mg, 0.55 mmol), rac-BINAP (0.34 g, 0.55 mmol), Cs2CO3 (8.9 g, 27.3 mmol), and 2-fluoro-4-(trimethylsilyl)aniline (1 g, 5.45 mmol). The mixture was degassed with nitrogen twice. The mixture was then refluxed at 130 0C under nitrogen for 3 days. The mixture was filtered and the filtrate was diluted with EtOAc, washed with H2O, brine, dried over anhydours Na2SO4. The organic phase76 was concentrated and the resulting residue was purified by flash column with 20% EtOAc-Hexane (0.3% Et3N in Hexane) to afford desired adduct (1.14 g, 70.1%). LC/MS [Method A: rt: 6.14 min; m/z: 295 (M+1)].

The synthetic route of 89167-34-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/123936; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem