Month: March 2022

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. 95652-80-5, name is 2-Chloro-6-methoxynicotinaldehyde, molecular formula is C7H6ClNO2, 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. name: 2-Chloro-6-methoxynicotinaldehyde

Palladium (II) acetate (0.08 g, 0.36 mmol) , caesium carbonate (2.23 g, 6.83 mmol), 2-di-tert-butylphosphino-2 ‘ , 4 ‘ , 6 ‘ – triisopropylbiphenyl (t-Butyl XPhos) (0.290 g, 0.68 mmol), compound 6 (0.59 g, 3.41 mmol), and 4 (0.88 g, 4.44 mmol) and toluene (30 mL) were combined and purged by a stream of argon for 3 minutes. The reaction was sealed and heated at 80 C for 4h. The mixture was filtered through a pad of Celite. The filtrate was concentrated under reduced pressure. The product was purified by flash chromatography on silica gel using 0-60% ethyl acetate in hexane. The product was recrystallized from diethyl ether (488 mg, 35%). mp : 132.0-133.0 C; 1H NMR (600MHz, CDC13) delta [ppm] : 10.22 (d, J=0.8 Hz, 1H) , 8.06 (d, J=8.4 Hz, 1H) , 7.44-7.41 (m, 3H) , 7.37-7.34 (m, 1H) , 7.32-7.30 (m, 2H) , 7.28 (d, J=7.5 Hz, 1H) , 7.26 (m, 1H) , 6.45 (dd, Jl=8.4 Hz, J2=0.8 Hz, 1H) , 5.52 (s, 2H) , 4.08 (3H), 2.28 (s, 3H) ; 13C NMR (151 MHz, DMSO-d6) delta [ppm] : 187.8, 166.6, 165.2, 143.2, 142.0, 140.5, 135.0, 134.8, 130.5, 129.5, 128.7, 128.3, 127.1, 125.7, 112.5, 103.9, 67.8, 54.1, 16.5; IR V (ATR cm-1): 3063, 2961, 2870, 1671, 1591, 1460, 1330, 1277; HRMS (ESI-TOF) Calcd for C21H19N03Na [M+Na]+ : 356.1263; found [M+Na]+: 356.1256.

With the rapid development of chemical substances, we look forward to future research findings about 95652-80-5.

Reference:
Patent; RIJKSUNIVERSITEIT GRONINGEN; DOeMLING, Alexander; (85 pag.)WO2017/118762; (2017); A1;,
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 1020253-14-8, name is 6-Chloro-5-fluoronicotinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H2ClFN2

Step 1: 6-(3-(4-((tert-butyldimethylsilyl)oxy)-2-chlorophenyl)-3-hydroxyazetidin-1-yl)-5-fluoronicotinonitrile (0270) A mixture of 26 3-(4-((tert-butyldimethylsilyl)oxy)-2-chlorophenyl)azetidin-3-ol hydrochloride (1c, 0.40 g, 1.1 mmol), 84 2-chloro-3-fluoropyridine-5-carbonitrile (0.18 g, 1.1 mmol), and 23 potassium carbonate (0.43 g, 3.1 mmol) in 8 DMF (2.5 mL) was heated at 65 C. for 30 minutes. The mixture was purified by flash chromatography (silica gel) to provide the desired 130 material. LCMS-ESI+(m/z): [M+H]+ calcd for C21H26ClFN3O2Si: 434.1; found: 434.0.

With the rapid development of chemical substances, we look forward to future research findings about 1020253-14-8.

Reference:
Patent; Gilead Sciences, Inc.; Blomgren, Peter A.; Currie, Kevin S.; Farand, Julie; Gege, Christian; Kropf, Jeffrey E.; Xu, Jianjun; (35 pag.)US2017/355693; (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. 116355-18-1, name is 6-Bromo-7-methylimidazo[1,2-a]pyridine, molecular formula is C8H7BrN2, 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 6-Bromo-7-methylimidazo[1,2-a]pyridine

(2) 6-bromo-3-iodo-7-methylimidazo[l,2-a]pyridine.; To a 15O mL round bottomed flask was added 6-bromo-7-methylimidazo[l,2-a]pyridine (4.300 g, 20.37 mmol), sodium acetate anhydrous (2.95 mL, 55.0 mmol) and MeOH (60 mL). The resulting mixture was cooled to 0 0C followed by adding iodine (5.7 g, 22.41 mmol). After the addition, ice bath was removed. After 20 h, the solid in the reaction mixture was collected by filtration. The solid was washed with MeOH affording the desired product as a light grey solid (5.1 g). MS (ESI pos. ion) m/z: 336.7. Calcd exact mass for C8H6BrIN2: 335.9. 1H NMR (300 MHz, CHLOROFORM-J) delta ppm 2.50 (s, 3 H) 7.49 (s, 1 H) 7.64 (s, 1 H) 8.30 (s, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 116355-18-1.

Reference:
Patent; AMGEN INC.; BO, Yunxin, Y.; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; SIEGMUND, Aaron, C.; TAMAYO, Nuria, A.; YANG, Kevin; WO2010/108074; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1193-71-1, 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 1193-71-1 as follows.

[00112] To the solution of 4-(5-ethyl-2-(5-methylpyrazin-2-yl)thiazol-4-yl)benzoate (75 mg, 0.22 mmol) in toluene (4 mL) was added 4,6-dimethylpyridin-3-amine (53 mg, 0.42 mmol) and AlMe3 (2M solution in toluene, 0.21 mL, 0.42 mmol). The reaction was heated in microwave at 110 C for 15 min before it was diluted with EtOAc (15 mL) and washed with IN NaOH (25 mL chi 2). The organic phase was dried over magnesium sulfate, filtered, and concentrated. Column chromatography gave compound 5 in 81% yield. [00113] NMR (400 MHz, CDCls) delta 9.34 (d, / = 1.5 Hz, 1H), 8.75 (s, 1H), 8.43 (d, / = 1.5 Hz, 1H), 8.04 – 7.99 (m, 2H), 7.89 – 7.83 (m, 2H), 7.73 (s, 1H), 7.08 (s, 1H), 3.08 (q, / = 7.5 Hz, 2H), 2.64 (s, 3H), 2.54 (s, 3H), 2.32 (s, 3H), 1.43 (t, / = 7.4 Hz, 3H). ESMS cacld (C24H23N5OS): 429.2; found: 430.3 (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,1193-71-1, its application will become more common.

Reference:
Patent; SYNTA PHARMACEUTICALS CORP.; CHEN, Shoujun; ZHANG, Junyi; JIANG, Jun; KOWALCZYK-PRZEWLOKA, Teresa; XIA, Zhiqiang; ZHANG, Shijie; WO2013/63385; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 885168-20-7, 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. 885168-20-7, name is 2-Bromo-5-fluoro-4-methylpyridine, molecular formula is C6H5BrFN, 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 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 A/./V-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 x 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 (300MHz, DMSO-cfe) £8.38 (d, J = 1.5 Hz, 1 H), 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).

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 885168-20-7, 2-Bromo-5-fluoro-4-methylpyridine.

Reference:
Patent; XENON PHARMACEUTICALS INC.; FOCKEN, Thilo; ANDREZ, Jean-Christophe; BURFORD, Kristen Nicole; DEHNHARDT, Christoph Martin; GRIMWOOD, Michael Edward; JIA, Qi; LOFSTRAND, Verner Alexander; WILSON, Michael Scott; ZENOVA, Alla Yurevna; WESOLOWSKI, Steven Sigmund; SUN, Shaoyi; (205 pag.)WO2020/47323; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1111637-94-5 ,Some common heterocyclic compound, 1111637-94-5, molecular formula is C8H7BrN2, 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-3-methyl-1H-pyrrolo [2, 3-b] pyridine (1.50 g, 7.11 mmol) in 5 mL of DCM were added DMAP (0.080 g, 0.71 mmol) and di-tert-butyl dicarbonate (1.55 g, 7.11 mmol) . The resulting solution was stirred for 1 h at room temperature and then concentrated under reduced pressure to afford tert-butyl 5-bromo-3-methyl-1H-pyrrolo [2, 3-b] pyridine-1-carboxylate as a white solid which was used in the subsequent step without further purification. MS (EI) calc?d for C13H16BrN2O2[M+H]+, 311 found, 311.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1111637-94-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; CHRISTOPHER, Matthew P.; FRADERA LLINAS, Francesc Xavier; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; XU, Shimin; FU, Jianmin; FU, Ning; LI, Yabin; WANG, Xichao; (228 pag.)WO2017/166104; (2017); 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. 1111637-74-1, name is 1-(5-Bromo-2-fluoropyridin-3-yl)ethanone, the common compound, a new synthetic route is introduced below. Product Details of 1111637-74-1

Step 2: 5-bromo-3-methyl-lH-pyrazolo[3,4-b]pyridine To a solution of l-(5-bromo-2-fluoropyridin-3-yl)ethanone (43 g, 197.2 mmol) in ethanol (500 niL) was added hydrazine monohydrate (34.8 g, 591.6 mmol, 85 %) at RT. After addition, the reaction mixture was refluxed overnight. The reaction mixture was cooled to RT and concentrated to dryness in vacuo. The resulting residue was purified by column chromatography (silica gel, 100-200 mesh, 5% to 17% ethyl acetate in petroleum ether) affording 5-bromo-3-methyl-lH-pyrazolo[3,4-b]pyridine (35g, 83.7%): NMR (400 MHz, DMSO-d6): delta 13.42 (s, 1H), 8.51 (m, 2H), 2.54 (s, 3H).

The synthetic route of 1111637-74-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; ESTRADA, Anthony; HUESTIS, Malcolm; KELLAR, Terry; PATEL, Snahel; SHORE, Daniel; SIU, Michael; (260 pag.)WO2016/142310; (2016); A1;,
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 145255-19-2, name is 5-Aminopyridine-2-carboxamide. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 5-Aminopyridine-2-carboxamide

2-Chloro-3-fluoro-6-[2-methoxy-4-(trifluoromethoxy)phenoxy]benzoyl chloride was dissolved in THF (2 mL) and cooled to 0 C. DIEA (138 mu, 0.792 mmol) and 5-aminopyridine-2- carboxamide (40 mg, 0.29 mmol) were added and the resulting suspension was stirred at 0 C for 30 minutes and then allowed to warmed to room temperature and stirred for 16 hours. The reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic later was separated, dried by passing through a phase separation cartridge and concentrated in vacuo. Silica gel chromatography (0- 100% ethyl acetate/petroleum ether) provided 5-[[2-chloro-3-fluoro-6-[2-methoxy-4- (trifluoromethoxy)phenoxy]benzoyl]amino]pyridine-2-carboxamide (85 mg, 64%). ESI-MS m/z calc. 499.06, found 500.0 (M+l)+;497.9 (M-l)-; retention time (Method E): 3.01 minutes (5 minute run). NMR (400 MHz, DMSO-d6) delta 11.25 (s, 1H), 8.86 (d, J = 2.4 Hz, 1H), 8.28 (dd, J = 8.6, 2.5 Hz, 1H), 8.09 – 7.99 (m, 2H), 7.56 (s, 1H), 7.49 (t, J = 9.0 Hz, 1H), 7.23 – 7.16 (m, 2H), 6.98 (ddd, J = 8.9, 2.8, 1.3 Hz, 1H), 6.84 (dd, J = 9.3, 3.9 Hz, 1H), 3.77 (s, 3H) ppm.

With the rapid development of chemical substances, we look forward to future research findings about 145255-19-2.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1227048-78-3, Methyl 2-amino-5-iodonicotinate, 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, 1227048-78-3, blongs to pyridine-derivatives compound. Application In Synthesis of Methyl 2-amino-5-iodonicotinate

Preparation 76: 2-Amino-5-(4-fluorophenoxy)nicotinic add methyl ester To 2-aminonicotimc acid methyl eater (5.5g, 36.2mmol) in DMF (70mL) was added N-iodosuccinimide (9.8g, 43.7rmnol). After 16h the mixture was poured into sat. sodium thiosulfite solution and then extracted with Et20. The organic phase was washed with water, brine, dried (MgS04) and the solvent was removed in vacuo to give 2-amino-5-iodonicotinic acid methyl ester. To 4-fluorophenol (2.4g, 21.6mmol) in dioxane (50mL) was addedCS2CO3 (6g, 25.2mmol) and the mixture was heated to 50C. After 20min Cul (0.56g, 3.0mmol) and 2-ammo-5-iodonicotrriic acid methyl ester (2g, 7.2mmol) were added and the mixture heated under reflux for 16h. After cooling the solvent removed in vacuo, the residue was partitioned between EtOAc and 4N HQ, the organic phase was extracted with 6N HC1 and the organic phase discarded. The combined aqueous phase was basified with NH4OH and re-extracted with EtOAc. The organic phase was dried (MgS04) and the solvent was removed in vacuo. The residue was purified by column chromatography (1 :3EtOAcrHexane) to give, after removal of the solvent in vacuo, the title compound: RT= 3.30min; m/z (ES+) = 263.2 [M+ Iff”.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1227048-78-3, its application will become more common.

Reference:
Patent; PROSIDION LIMITED; BLOXHAM, Jason; BRADLEY, Stuart Edward; SAMBROOK-SMITH, Colin Peter; SMYTH, Donald; KEILY, John; DAWSON, Graham John; RASAMISON, Chrystelle Marie; BELL, James Charles; WO2011/117254; (2011); A1;,
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 183428-91-3, name is 2-Amino-3-methyl-5-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 183428-91-3

A solution of 6-amino-5-methyl-pyridine-3-carbonitrile (31 mg, 0.23 mmol) in sulfuric acid (0.37 mL) was stirred at rt for 3 days. The mixture was poured onto ice and then it was carefully basified with NH4OH. The mixture was extracted with EtOAc. The organic layer was separated, dried (Na2S04), filtered and the solvents evaporated in vacuo to yield intermediate compound 1-117 (50 mg, 100%) as a beige solid.

With the rapid development of chemical substances, we look forward to future research findings about 183428-91-3.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; ALONSO-DE DIEGO, Sergio-Alvar; VAN GOOL, Michiel, Luc, Maria; MARTIN-MARTIN, Maria, Luz; CONDE-CEIDE, Susana; ANDRES-GIL, Jose, Ignacio; DELGADO-GONZALEZ, Oscar; TRESADERN, Gary, John; TRABANCO-SUAREZ, Andres, Avelino; (211 pag.)WO2016/16395; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem