Day: April 15, 2022

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 1227605-52-8, name is 2-Bromo-5-chloronicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

To a solution of 2,3-dibromo-5-chloropyridine (60 g, 221 mmol) in THF (500 mL) was added a solution of isopropylmagnesium chloride lithium chloride solution in THF (1.3M, 185 mL) at -40 C over about 30 min. The solution was stirred for 30 min at -40 C and DMF (50 mL) was added. The resulting solution was warmed up to room temperature and stirred for 30 min. The reaction was quenched with 1 N HCl (400 mL) and MTBE (200 mL) was added. Organic layer was separated and washed twice with 5% aqueous NaHC03 (200 mL). The solvent was removed under vacuum at 50 C. The resulting solids (aldehyde intermediate) were dissolved in methanol (400 mL). The solution was cooled to 5 C under an ice bath. NaBtit (3.6 g) was added slowly over 30 min while maintaining the reaction temperature below room temperature. The reaction mixture was stirred for another 30 min followed by addition of water (125 mL). The resulting mixture was concentrated under vacuum to approximately 150 ml. Solids precipitated during the concentration. The suspension was stirred vigorously at room temperature for 1 h and solids were collected by filtration. The wet cake was dried in a vacuum oven over night at 60 C to give 1 (45.6 g, 93%) as a solid. 1H NMR (CDC13) 400 MHz): <5 8.26 (d, J= 2.5 Hz, 1H), 7.88 (d, J=2.5 Hz, IK), 4.73 (d, J= 5.8 Hz, 2H), 2.33 (t, J= 1 1.4 Hz, 1H); 13C NMR (CDC13, 100 MHz): delta 147.12, 138.48, 138.39, 136.14, 132.06, 62.76. With the rapid development of chemical substances, we look forward to future research findings about 1227605-52-8. Reference:
Patent; MERCK SHARP & DOHME CORP.; XIANG, Bangping; YASUDA, Nobuyoshi; WO2013/138413; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1227384-81-7, 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. 1227384-81-7, name is 2-Bromo-5-(ethylsulfonyl)pyridine, molecular formula is C7H8BrNO2S, 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.

Under nitrogen atmosphere,750 mg of 2-bromo-5- (ethanesulfonyl) pyridine,811 mg of 3- (trifluoromethanesulfonyl) aniline,Potassium t-butoxide 504 mg,And a mixture of 10 mL of 1,4-dioxaneTris (dibenzylideneacetone) dipalladium (0)60 mg and54 mg of 1,3-bis (2,6-diisopropylphenyl) imidazolium chloride are sequentially added,Stir at 100 C.After completion of the reaction, the resulting mixture is brought to room temperature,Add water and extract with ethyl acetate.The resulting organic layer is washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure.The resulting residue is subjected to silica gel column chromatography.2-{[3- (Trifluoromethanesulfonyl) phenyl] amino} -5- (ethanesulfonyl) pyridine is obtained.

According to the analysis of related databases, 1227384-81-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sumitomo Chemical Chemicals company; Sasayama, Daisuke; Inui, Tomohiko; (102 pag.)JP2019/48845; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1256785-86-0 ,Some common heterocyclic compound, 1256785-86-0, molecular formula is C7H8N2O, 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 1-(4-aminopyridin-2-yl)ethan-1-one (29.3, 5 g, 36.72 mmol) in ACN/THF (1:1 (v/v), 50 mL) and pyridine (4.74 g, 59.92 mmol) at 0 C. was added dropwise phenyl chloroformate (4.68 g, 29.89 mmol). The resulting solution was stirred for 2 h at room temperature. The resulting mixture was concentrated under vacuum and washed with ether (2*30 mL) to provide the desired product as a yellow solid (9 g, crude), which was used as is without further purification. LC-MS (ES, m/z): 257 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1256785-86-0, its application will become more common.

Reference:
Patent; MyoKardia, Inc.; Oslob, Johan; Aubele, Danielle; Kim, Jae; McDowell, Robert; Song, Yonghong; Sran, Arvinder; Zhong, Min; (120 pag.)US2016/243100; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 185315-51-9, 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. 185315-51-9, name is 2-(5-Chloropyridin-2-yl)acetonitrile, molecular formula is C7H5ClN2, 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.

General procedure: To a solution of ethylo-mesitylsulfonylacetohydroxamic acid (2.14 g, 7.50 mmol) in 1,4-dioxane (4 mL)was added a 70% aqueous solution ofhydrogenperchlorate (0.8 mL, 9.2 mmol), and the mixture was stirred at 0C for 0.5 h. After the addition of ice-water, theprecipitate was collected. The cake was dissolved in dichloromethane (20 mL)and dried over Na2SO4. To themixture was added a solution of 2-pyridineaceonitrile substrate(5.00 mmol) in dichloromethane (5 mL), and then the mixture was stirred at roomtemperature for 1 h. The mixture was concentratedin vacuo to give 1-aminopyridinium2,4,6-trimethylbenzenesulfonate intermediate as a crude material. To a solutionof the crude material in methanol (25 mL) was added potassium carbonate (1.38g, 9.98 mmol) at 0C,and then the mixture was stirred at room temperature for 2 h. After the addition of water, the mixture wasextracted with ethyl acetate, then washed with water and brine, and then driedover Na2SO4. Themixture was concentrated in vacuo. Thecrude material waspurified by flash column chromatography on a silica gel(Hexane:AcOEt) togive 1a-g.

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 185315-51-9, 2-(5-Chloropyridin-2-yl)acetonitrile.

Reference:
Article; Nishigaya, Yosuke; Umei, Kentaro; Yamamoto, Eri; Kohno, Yasushi; Seto, Shigeki; Tetrahedron Letters; vol. 55; 43; (2014); p. 5963 – 5966;,
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. 884494-51-3, name is 2-Fluoro-4-iodonicotinic acid, molecular formula is C6H3FINO2, 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. Application In Synthesis of 2-Fluoro-4-iodonicotinic acid

To a solution of 401-C (10.3 g, 38.6 mmol) in 40 mL of MeOH and Et2O (40 mL) cooled with ice-water, TMSCH2N2(29 mL, 57.9 mmol) was added dropwise. The mixture was stirred at 25 C for overnight. Then ice water was added toquench the reaction. The solvent was removed by evaporation and Sat. NaHCO3 was added and the mixture was stirredfor 30 minutes. The mixture was extracted with EtOAc (100 mL3). The combined organic phase was washed with brine,dried over Na2SO4, filtered and concentrated to dry to give product 401-D (methyl 2-fluoro-4-iodonicotinate, 9.6 g, yield:88%).1H NMR (300 MHz, DMSO-d6): delta 8.06 (d, J = 5.4 Hz, 1H), 7.97 (d, J = 5.1 Hz, 1H), 3.93 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 884494-51-3.

Reference:
Patent; Kangpu Biopharmaceuticals, Ltd.; LEE, Wen-Cherng; LIAO, Baisong; ZHANG, Lei; EP3590924; (2020); 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. 22282-70-8, name is 2-Fluoro-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Fluoro-4-iodopyridine

A solution of 401-A (21.6 g, 96.9 mmol) in 100 mL of dry THF was cooled to -70 C. The above LDA solutionwas added dropwise to the solution while the temperature was kept below -70 C. Then the solution was stirred at -70C for 1 hour. Ethyl formate (10 mL, 121 mmol) was added dropwise to the solution and slowly warmed to -50 C during1 hour. The reaction mixture was quenched with sat. NH4Cl and stirred at 25 C for 30 minute. THF was removed byevaporation and the reaction solution was extracted with EtOAc (300 mL2). The combined organic phase was washedwith water and brine, dried over Na2SO4. Na2SO4 was filtered and the organic phase was concentrated to dry and theresidue was purified by column chromatography on silica gel (PE/EtOAc: 50:1 to 10:1) to give the product 401-B (2-fluoro-4-iodonicotinaldehyde, 13.0 g, yield: 53%).1H NMR (300 MHz, DMSO-d6): delta 10.15 (s, 1H), 7.97 (d, J = 5.1 Hz, 1H), 7.87 (d, J = 5.1 Hz, 1H).

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, 22282-70-8, 2-Fluoro-4-iodopyridine.

Reference:
Patent; Kangpu Biopharmaceuticals, Ltd.; LEE, Wen-Cherng; LIAO, Baisong; ZHANG, Lei; EP3590924; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 867279-13-8, 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 867279-13-8, name is 4-Bromo-2-chloro-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

4-(4,4,5,5-Tetramethyl- [1,3,2]dioxaborolan-2-yl)-1-(2,4,6-trimethylbenzensulfonyl)-1H pyrrole-2- carboxylic acid methyl ester (125 mg, 0.29 mmol, 0.6 equiv. ) and 4-bromo-2- chloro-5-methylpyridine (96 mg, 0.47 mmol, 1.0 equiv. ) were dissolved in benzene (4 mL). After adding methanol (0.94 mL) and aqueous Na2C03, Pd (PPh3)4 (108 mg, 0.094 mol, 0.2 equiv. ) was then added and the resulting mixture was heated at reflux for 16 hours. The reaction mixture was dissolved in ethyl acetate and washed with water. After drying the organic layer over Na2S04, the solvent was removed under reduced pressure. The crude material was purified by reversed phase HPLC (acetonitrile/ water/TFA), yielding the title compound as a colorless solid (54 mg, 0.125 mmol, HPLC Rt 9.087 min, ES+ 433.0, ES- 431.0).

According to the analysis of related databases, 867279-13-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS, INCORPORATED; WO2005/100342; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1190862-70-4, Adding some certain compound to certain chemical reactions, such as: 1190862-70-4, name is Ethyl 5-bromo-6-methylnicotinate,molecular formula is C9H10BrNO2, 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 1190862-70-4.

16A: Ethyl 6-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate : A degassed solution of ethyl 5-bromo-6-methylnicotinate (600 nig, 2.458 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1,3,2-dioxaborolane) (874 mg, 3.44 mmol), potassium acetate (374 mg, 3.81 mmol) and PdCl2(dppf)-CH2Cl2 adduct (161 mg, 0.197 mmol) in dioxane (10 mL) was heated to 60 C with vigorous mixing ON. The reaction mixture was concentrated onto Celite, then purified by flash chomatography utilizing a 40g ISCO column and eluting with 0-90% EtOAc in hexanes. The pure fractions were concentrated to afford ethyl 6-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)nicotinate (490 mg, 1.599 mmol, 65.0 % yield) as a waxy white solid. MSESI m/z 291.8 (M+H)

According to the analysis of related databases, 1190862-70-4, the application of this compound in the production field has become more and more popular.

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

Electric Literature of 885168-20-7, 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 885168-20-7, name is 2-Bromo-5-fluoro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

Step 2. Preparation of 2-(benzylthio)-5-fluoro-4-methylpyridine To a mixture of 2-bromo-5-fluoro-4-methylpyridine (25.0 g, 131.5 mmol), tris(dibenzylideneacetone)dipalladium(0) (3.0 g, 3.3 mmol) and 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (3.8 g, 6.6 mmol) in anhydrous 1,4-dioxane (260 mL) was added N,N-diisopropylethylamine (34.4 mL, 197 mmol) and benzyl mercaptan (14.6 mL, 125 mmol). The reaction mixture was carefully degassed with nitrogen and then heated at 100 C. for 16 hours. After cooling to ambient temperature, the reaction mixture was concentrated under reduced pressure. After addition of water (50 mL) to the residue, the mixture was extracted with ethyl acetate (2*100 mL). The combined organic layers were washed with brine (50 mL), dried over anhydrous sodium sulfate, and filtered. Concentration of the filtrate under reduced pressure and purification of the residue by column chromatography, eluting with a gradient of 0 to 30% of ethyl acetate in heptane, afforded the title compound as colorless oil (28.0 g, 91% yield): 1H NMR (300 MHz, DMSO-d6) delta 8.38 (d, J=1.5 Hz, 1H), 7.38 (dd, J=8.1, 1.5 Hz, 2H), 7.27-7.22 (m, 4H), 4.38 (s, 2H), 2.22 (d, J=0.9 Hz, 3H); MS (ES+) m/z 234.2 (M+1).

According to the analysis of related databases, 885168-20-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Xenon Pharmaceuticals Inc.; Andrez, Jean-Christophe; Burford, Kristen Nicole; Dehnhardt, Christoph Martin; Focken, Thilo; Grimwood, Michael Edward; Jia, Qi; Lofstrand, Verner Alexander; Wesolowski, Steven Sigmund; Wilson, Michael Scott; US2020/71313; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 53636-70-7, 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.53636-70-7, name is 6-Methyl-2,3-pyridinedicarboxylic acid, molecular formula is C8H7NO4, molecular weight is 181.1455, as common compound, the synthetic route is as follows.

EXAMPLE 14 A mixture of 6-methylpyridine-2,3-dicarboxylic acid (19.75 g) and acetic anhydride (51 ml) was stirred and heated in an oil bath (bath temperature 110 C.) for 5 hours. The solvent was removed in vacuo and a 2:1 mixture of dichloromethane and ether was added, giving a dark brown solid. A solution of this solid in dichloromethane was passed through a pad of silica gel, eluding with dichloromethane, and the solvent was then evaporated to give partially purified 6-methylpyridine-2,3-dicarboxylic acid anhydride (12.1 g).

Statistics shows that 53636-70-7 is playing an increasingly important role. we look forward to future research findings about 6-Methyl-2,3-pyridinedicarboxylic acid.

Reference:
Patent; Knoll Aktiengesellschaft; US5935973; (1999); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem