Tag: M.W:200-300

Application of 1214329-07-3 ,Some common heterocyclic compound, 1214329-07-3, molecular formula is C8H8BrNO3, 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 5-bromo-6-methoxypyridine-2-carboxylic acid methyl ester (2) (1.0 g, 0.00406 mol) in EtOH (10 mL), was added NH2¡¤NH2¡¤H2O (813 mg,0.0162 mol) and the mixture was stirred for 3 h at 70 C, cooled to room temperature, solvents were evaporated, water was added, filtered the reaction mass, to give pure compound (3): Off-white solid; yield: 85 %, m.p.: 188-190 C; 1H NMR (400MHz, CDCl3) delta: 4.02 (s, 3H, OCH3), 4.08 (d, 2H, NH2), 7.65(d, 1H, Ar-H), 7.98 (s, 1H, Ar-H), 8.68 (broad s, 1H, NH);MS: m/z (%) 247.7 [M+2], HPLC purity (99.61 %).

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. 1214329-07-3, Methyl 5-bromo-6-methoxypicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Namani, Vasu; Bharath Kumar Goud; Kumari, Y. Bharathi; Asian Journal of Chemistry; vol. 27; 12; (2015); p. 4579 – 4582;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 89570-82-1, 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. 89570-82-1, name is 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine, molecular formula is C6H5ClF3N3, 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.

In 250mL reaction flask, 3-chloro-5- (trifluoromethyl) -2- (2- (2- (trifluoromethyl) phenyl) hydrazino) pyridine 16.92g (0.08mol), 120mL acetonitrile and 9.7g (0.096mol) of triethylamine acid-binding agent, with stirring, a solution of 18.34g (0.088mol) o-trifluoromethyl-benzoyl chloride under ice-cooling.Under ice-cooling, the reaction 1h, TLC monitored the reaction to completion.Amount of ice water was added, a lot of white solid was precipitated, filtered off with suction to give 26.5 g of a white solid, a yield of 93.18%.

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 89570-82-1, 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine.

Reference:
Patent; Qingdao University of Science and Technology; Xu Liangzhong; Liu Liancai; Sun Jianxin; Cui Huanqi; Wang Minghui; (6 pag.)CN109232550; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 889865-45-6, 2,3-Dichloro-4-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, 889865-45-6, blongs to pyridine-derivatives compound. name: 2,3-Dichloro-4-iodopyridine

A mixture of DlO (4 g, 14.605 mmol), 4-phenylpiperidine (3.532 g, 21.907 mmol) and DIPEA (5.088 ml, 29.209 mmol) in CH3CN (150 ml) was heated in a sealed tube at 110 0C for 16 h. The mixture was then treated with NaHCO3 (aqueous sat. solution). The resulting mixture was extracted with EtOAc. The organic layer was separated, dried (Na2SO4) and concentrated in vacuo. The crude product was purified by column chromatography (silica gel; DCM/7M solution of NH3 in MeOH/EtOAc gradient as – 1 -eluent). The desired fractions were collected and concentrated in vacuo to yield intermediate compound D14 (2.32 g, 52%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,889865-45-6, its application will become more common.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; ADDEX PHARMA S.A.; CID-NUNEZ, Jose, Maria; OEHLRlCH, Daniel; TRABANCO-SUAREZ, Andres, Avelino; TRESADERN, Gary, John; VEGA RAMIRO, Juan, Antonio; MACDONALD, Gregor, James; WO2010/130424; (2010); 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. 5349-17-7, name is 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide. This compound has unique chemical properties. The synthetic route is as follows. name: 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide

A solution of 4-(bromoacetyl)pyridine hydrobrornide (2 g, 7. 12 mmol) andthiobenzamide (976 mg, 7.12 rnmol) in absolute EtOH (20 mL) was stirred at 80 C)C for l.Sh,cooled to room temperature, and concentrated in vacuo. The resulting solid was trinLrated withsaturated aqueous potassium carbonate, filtered, washed with water, and dried in vacuo to give1.57 g of the title product as a light pink solid (92% yield): 1 H Ntv1R (DMSO-d6. ppm) o 7.58(m, 3H), 8.03 (d, 2H), 8.08 (dd, 2H), 8.56 (s, l H), 8.70 (d, 2H); [M+H ‘J rn/z 239.

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, 5349-17-7, 2-Bromo-1-(pyridin-4-yl)ethanone hydrobromide.

Reference:
Patent; RUGA CORPORATION; VERNIER, Jean-Michel; O’CONNOR, Patrick; BOUNAUD, Pierre-Yves; HOPKINS, Stephanie; MATTHEWS, David; WO2014/172639; (2014); 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. 1210419-26-3, name is Methyl 6-bromo-5-fluoropicolinate. A new synthetic method of this compound is introduced below., Safety of Methyl 6-bromo-5-fluoropicolinate

[0265] Pent-l-yne (0,524 g, 7,69 mmol) and bis(triphenylphosphine)palladium(II) chloride (0.450 g, 0.64 mmol) was added to copper(I) iodide (0.122 g, 0,64 mmol), TEA (1.787 mL, 12.82 mmol) and methyl 6-bromo-5-fluoropicolinate (1.5 g, 6.41 mmol) in acetonitrile (20 mL) under nitrogen. The resulting mixture was stirred at 80 C for 3 hours. The solvent was removed under reduced pressure. The crude product was purified by flash silica chromatography, elution gradient 0 to 10% EtOAc in petroleum ether. Pure fractions were evaporated to dryness to afford methyl 5-fluoro-6-(pent-l-yn-l-yl)picolinate (1.28 g, 90 %) as a orange solid. XH NMR (400 MHz, CDCb) delta ppm 8.20 – 8.06 (m, 2H), 7.52 (dd, J = 8.6, 8.0 Hz, 2H), 4.14 (q, J = 7.1 Hz, 1H), 4.01 (s, 7H), 2.50 (td, J = 7.1, 1.0 Hz, 4H), 2.07 (s, 1H), 1.71 (h, J = 7.3 Hz, 4H), 1.28 (t, J = 7.1 Hz, 1H), 1.09 (t, J = 7.4 Hz, 6H). LC-MS (Method A): m/z (ES+), [M+H]+ = 222.2; acid, HPLC tR = 1.140 min.

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, 1210419-26-3, Methyl 6-bromo-5-fluoropicolinate.

Reference:
Patent; ASTRAZENECA AB; CUMMING, John, Graham; WU, Frank, Xinhe; EDMAN, Karl, Henrik; CHEN, Hongming; BROWN, Dean, Gordon; BURLI, Roland, Werner; JOHNSTONE, Shawn, Donald; BROWN, Giles, Albert; TEHAN, Benjamin, Gerald; TEOBALD, Barry, John; CONGREVE, Miles, Stuart; (187 pag.)WO2017/194716; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52833-94-0, 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. 52833-94-0, name is 2-Amino-5-bromonicotinic acid, molecular formula is C6H5BrN2O2, 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.

A mixture of 2-Amino-5-bromo-nicotinic acid (1 g, 4.61 mmol) and SOd2 (5 mL) in toluene (15 mE) was stirred at 130C for 2 h. After concentrated, the residue was dissolved in tetrahydrofuran (20 mE), and then 2-fluoro-phenylamine (1.09 g, 9.81 mmol) was added dropwise at 0C. The reaction mixture was heated to 90C for 4 h. After being cooled to room temperature andquenched with saturated aqueous K2C03 (10 mE), the mixture was extracted with ethyl acetate (50 mE * 3). The combined organic layers were washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was purified with silica gel column chromatograph (PE : EtOAc = 2: 1) to give 2-amino-5-bromo-N-(2-fluorophenyl) nicotinamide (1.0 g, 70 % yield). as yellow solid. ?H-NMR (CDC13, 400 MHz) 8.258.28 (m, 2H), 7.86 (d, J 2.4 Hz, 2H), 7.137.22 (m, 3H), 6.36 (s, 2H). MS (M+H): 311 /313.

According to the analysis of related databases, 52833-94-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; LIU, Hong; PALANI, Anandan; HE, Shuwen; NARGUND, Ravi; XIAO, Dong; ZORN, Nicolas; DANG, Qun; MCCOMAS, Casey C.; PENG, Xuanjia; LI, Peng; SOLL, Richard; WO2014/205593; (2014); 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. 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate, the common compound, a new synthetic route is introduced below. name: Methyl 5-bromo-2-chloronicotinate

12A: Methyl 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloronicotinate : A mixture of N-(6-chloroimidazo[1,2-b]pyridazin-2-yl)acetamide (300 mg, 1.424 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (579 mg, 2.279 mmol), PdCl2(dppf)-CH2Cl2 adduct (116 mg, 0.142 mmol) and potassium acetate (419 mg, 4.27 mmol) in dioxane (8 mL) was heated to 100 C for 6 h. The reaction mixture was allowed to cool to rt. To the stirred crude mixture was added methyl 5-bromo-2-chloronicotinate (392 mg, 1.565 mmol) and PdCl2(dppf)-CH2Cl2 adduct (58.1 mg, 0.071 mmol) and the mixture was degassed by bubbling nitrogen though the mixture for 5 min. Potassium carbonate (393 mg, 2.85 mmol) was quickly added and the reaction mixture heated at 100 C for 4 h. An additional 1/2 equivalent of bromide, catalyst and base were added and heating to 100 C was continued for 2 h. The reaction mixture was partitioned between EtOAc (75 mL) and water (75 mL). The organic layer was washed with brine (50 mL), dried (Na2S04) and concentrated to a residue that was chomato graphed on a 40 gm ISCO silica gel cartridge, eluting with a 0-10%MeOH/DCM gradient. The pure fractions were concentrated to afford methyl 5-(2-acetamidoimidazo[1,2-b]pyridazin-6-yl)-2-chloronicotinate (275 mg, 0.795 mmol, 55.9 % yield) as a yellow solid. 7968 MSESI m z 346.1/348.1 (M+H) NMR (500 MHz, DMSO-d6) delta 10.97 (s, 1H), 9.24 (d, J=2.2 Hz, 1H), 8.85 (d, J=2.5 Hz, 1H), 8.36 (s, 1H), 8.14 (d, J-8.8 Hz, 1H), 7.92 (d, J=9.4 Hz, 1H), 3.94 (s, 3H), 2.12 (s, 3H).

The synthetic route of 78686-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MERTZMAN, Michael E.; DZIERBA, Carolyn Diane; GUERNON, Jason M.; HART, Amy C.; LUO, Guanglin; MACOR, John E.; PITTS, William J.; SHI, Jianliang; SPERGEL, Steven H.; (245 pag.)WO2019/89442; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1001413-01-9, 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 1001413-01-9, name is 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Compound 57.5 (0.1 grams, 0.277 mmol) was suspended in toluene (2 ml) and chilled to 0 0C. 1.0M diisobutylaluminium hydride (0.304 ml) was added drop-wise and the reaction stirred overnight, allowing it to warm to room temperature. The reaction was quenched with a saturated aqueous solution of Rochelle’s salt, filtered through Celite, the layers separated, the organic layer washed with brine, dried over sodium sulfate, filtered, and concentrated. This residue was mixed with l-(3,4-Difluoro-benzyl)-2-oxo-l,2-dihydro-pyridine-3-carboxylic acid (73 milligrams, 0.277 mmol), N-(3-dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (64 milligrams, 0.332 mmol), 1-hydroxybenzotriazole monohydrate (51 milligrams, 0.332 mmol), dissolved in N,N-dimethylformamide (2 ml) and diisopropylethylamine (0.241 ml, 1.39 mmol) was added. The reaction was stirred at ambient temperature for 16 hours and then flooded with ethyl acetate, washed with saturated sodium bicarbonate, brine, dried over sodium sulfate, filtered and concentrated to yield Compound 57.6 (90.7 milligrams, 0.148 mmol). ES (+) MS m/e = 613 (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 1001413-01-9, 1-(3,4-Difluorobenzyl)-2-oxo-1,2-dihydropyridine-3-carboxylic acid.

Reference:
Patent; SUNESIS PHARMACEUTICALS; BIOGEN IDEC, INC.; WO2008/5457; (2008); 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 83004-10-8, name is 2-Bromo-6-(bromomethyl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H5Br2N

Potassium hydride (105 mg) is added to an ice-cooled mixture of S,S- dimethylsulfoximine (34 mg) and tetrabutylammonium bromide (6 mg) in tetrahydrofuran (2 ml_) under an argon atmosphere and the resulting mixture is stirred at 0C for 1 h. 2-Bromo-6-bromomethyl-pyridine (101 mg) is added, the mixture is allowed to warmed to room temperature overnight and quenched with water. The organic phase washed with brine, dried over MgS04, and concentrated in vacuo. The residue is chromatographed on silica gel (dichloromethane/methanol acetate 99:1?90:10) to give the title compound. LC (method 1 ): tR = 0.62 min; Mass spectrum (ESI+): m/z = 264, 266 [M+H]+

With the rapid development of chemical substances, we look forward to future research findings about 83004-10-8.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; LANGKOPF, Elke; WAGNER, Holger; WO2015/7669; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 381233-75-6, 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. 381233-75-6, name is 5-Bromo-3-iodopyridin-2(1H)-one, molecular formula is C5H3BrINO, 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.

2 (9g, 3Ommol) was dissolved in phenyiphosphonic dichloride 90% (l0OmL,0.3mol). The mixture was stirred and heated (160C) for 4 hours and followed by TLC. At room temperature, it was introduced drops in a vial of 1 L filled with water and cooled at 0C. The solution was neutralized by addition of NH4OH solution. The mixture wasextracted in ethyl acetate. The product was obtained as a white solid, 5-bromo-2-chloro-3- iodopyridine 3 (yield: 82%),

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 381233-75-6, 5-Bromo-3-iodopyridin-2(1H)-one.

Reference:
Patent; CENTRE REGIONAL DE LUTTE CONTRE LE CANCER FRANCOIS BACLESSE; UNIVERSITE DE CAEN BASSE-NORMANDIE; INSTITUT DE CANCEROLOGIE DE L’OUEST RENE GAUDUCHEAU; POULAIN, Laurent; VOISIN-CHIRET, Anne-Sophie; SOPKOVA-DE OLIVEIRA SANTOS, Jana; BUREAU, Ronan; BURZICKI, Gregory; DE GIORGI, Marcella; PERATO, Serge; FOGHA, Jade; RAULT, Sylvain; JUIN, Philippe; GAUTIER, Fabien; WO2015/132727; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem