Tag: M.W:200-300

Adding a certain compound to certain chemical reactions, such as: 866755-20-6, 2,6-Dichloro-3-bromopyridine, 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, SDS of cas: 866755-20-6, blongs to pyridine-derivatives compound. SDS of cas: 866755-20-6

Fresh cut sodium (0.101 g 4.41 mmol) was added to EtOH (50 mL) . The resulting mixture was stirred at rt. After the solid dissolved 3-bromo-2 6-dichloropyridine (1 g 4.41 mmol) was added. The resulting mixture was stirred at 70 overnight. After LCMS analysis showed the starting material was disappeared. The solvent was removed in vacuo. The residue was dissolved in DCM (60 mL) and washed with H2O (20 mL) and brine (20 mL) . The organic layer was dried over Na2SO4 filtered and concentrated. The residue was purified by silica column chromatography (PE/EA 20/1) to yield a white solid of a mixture of 3-bromo-2-chloro-6-ethoxypyridine 3-bromo-2 6-diethoxypyridine and 3-bromo-6-chloro-2-ethoxypyridine (930 mg 3.85 mmol 87yield) 1HNMR(400 MHz CD3OD) delta 7.85 (d J 1.2 Hz 1H) 6.88 (d J 8.0 Hz 1H) 4.42-4.36 (m 2H) 1.39 (t J 7.2 Hz 3H) ES-LCMS m/z 235.9 237.9 (M+H)

The synthetic route of 866755-20-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R & D COMPANY LIMITED; CHEUNG, Mui; DEMARTINO, Michael P.; EIDAM, Hilary Schenck; GUAN, Huiping Amy; QIN, Donghui; WU, Chengde; GONG, Zhen; YANG, Haiying; YU, Haiyu; ZHANG, Zhiliu; (391 pag.)WO2016/37578; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 78686-83-6 ,Some common heterocyclic compound, 78686-83-6, 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.

Step 2 Methyl 2-chloro-5-ethynylpyridine-3-carboxylate Under an atmosphere of inert gas, 20 g (67.23 mmol) of methyl 2-chloro-5-iodopyridine-3-carboxylate are stirred together with 200 ml of triethylamine, 8 g (81.45 mmol) of trimethylsilylacetylene, 3 g (15.71 mmol) of CuI, 4.3 g (16.41 mmol) of triphenylphosphine and 3.04 g (4.33 mol) of Pd(PPh3)2Cl2 at 50 C. for 12 hours. The reaction mixture is then stirred with 40 ml of methanol and 4 g (33.61 mmol) of potassium carbonate at room temperature for a further 2 hours. The solids are filtered off and the filtrate is diluted with water and extracted three times with ethyl acetate. The combined organic extracts are washed three times with saturated aqueous NaCl solution and then dried over sodium sulphate and subsequently filtered. The filtrate is concentrated under reduced pressure. The residue is chromatographed on silica gel using an ethyl acetate/cyclohexane gradient. Yield: 7.5 g (57% of theory) as a brown solid. 1H NMR (300 MHz, CDCl3, 25 C.): 8.70-8.71 (1H, d), 8.33-8.34 (1H, d), 4.68 (1H, s), 3.89 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78686-83-6, its application will become more common.

Reference:
Patent; BAYER ANIMAL HEALTH GMBH; SCHWARZ, Hans-Georg; HALLENBACH, Werner; GOeRGENS, Ulrich; ILG, Kerstin; TURBERG, Andreas; (46 pag.)US2017/112129; (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. 1080026-94-3, name is Ethyl 4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylate, the common compound, a new synthetic route is introduced below. COA of Formula: C10H13NO2S

615 mg (987 mumol, 50% purity) 5-tert.-butyl-2-ethyl 6,7-dihydro-4H-thieno[3,2-c]pyridine-2,5-dicarboxylate are dissolved in 4 ml of a mixture of TFA and DCM (v/v 1:1) and stirred for 30 minutes at RT. The reaction mixture is neutralised by the addition of TEA and evaporated down i. vac.The crude product thus obtained is dissolved in 4 ml formic acid and combined with 0.5 ml (6.7 mmol) formalin solution (37% in water). The reaction mixture is stirred for 16 hours at 70 C. After cooling to RT the mixture is made basic with 50% aqueous sodium hydroxide solution and saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic phase is washed three times with water, dried on sodium sulphate, filtered and evaporated down i. vac. The residue is purified by RP-HPLC.Rt value: 0.90 min (Method B)C11H15NO2S×CF3CO2H (225.31)Mass spectrum: (M+H)+=226

The synthetic route of 1080026-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/99664; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 153034-82-3, 2-Fluoro-4-iodonicotinaldehyde, 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, Safety of 2-Fluoro-4-iodonicotinaldehyde, blongs to pyridine-derivatives compound. Safety of 2-Fluoro-4-iodonicotinaldehyde

To a dry 15 mL ChemGlass pressure bottle under 2 was added (2,3,4- trifluorophenyl)hydrazine (359 mg, 2.212 mmol), 4-iodo-2-fluoro-3-formylpyridine (555.1 mg, 2.212 mmol), and anhydrous NMP (5 mL). The reaction mixture was flushed with argon, securely capped, and heated at 185C for 3h. The reaction mixture was worked up according to the procedure described in Intermediate 69A. The product was purified by Biotage Silica gel chromatography using a 25g Thompson Single Step silica cartridge with a linear gradient from 100% hexanes to 100% CH2CI2 over 12 column volumes gave 162.9 mg (20.4%) of the title compound as a yellow solid. LC/MS (Condition B): ret. T = 4.0 min, (M+H)+ 375.93.

The synthetic route of 153034-82-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; VELAPARTHI, Upender; FRENNESSON, David B.; SAULNIER, Mark G.; AUSTIN, Joel F.; HUANG, Audris; BALOG, James Aaron; VYAS, Dolatrai M.; WO2012/9510; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 524955-09-7, 3-Chloro-4-(pyridin-2-ylmethoxy)aniline, 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, 524955-09-7, blongs to pyridine-derivatives compound. Application In Synthesis of 3-Chloro-4-(pyridin-2-ylmethoxy)aniline

A mixture of N-(4-chloro-3-cyano-7-(2-methoxyethoxy)quinolin-6-yl)acetamide (6.3g, 0.0197 mol, 1.00 equiv), 3-chloro-4-(2-pyridylmethoxy)aniline (4.7g, 0.0201mol, 1.00 equiv), methanesulfonic acid (0.7ml, 0.0108 mol) and ethanol (150 ml) was stirred under refluxed for 6 hours and then 0.6N hydrogen chloride (300 ml, 0.18 mol) was added. The mixture was heated to 80 0C for 19 hours, and then cooled to 0 0C to form precipitate. The precipitated solids were filtered and then added to a solution of IN potassium carbonate (100ml, O.lmol) in methanol (150ml) and then the mixture was stirred for 3 hours. The resulting mixture was filtered, washed with 1 : 1 methano I/water (300ml) and dried to give product 6.4g. MS (ESI) m/z: 475 (M+l).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,524955-09-7, its application will become more common.

Reference:
Patent; MEDOLUTION LIMITED; ZHANG, Dawei; WO2010/151710; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 53937-02-3, 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 53937-02-3, name is 4-Benzyloxy-2-(1H)-pyridone. This compound has unique chemical properties. The synthetic route is as follows.

Al l. Preparation of intermediate I- 11; 1-11 A mixture of 4-benzyloxy-2(lH)-pyridone (0.100 g, 0.50 mmol), 2-bromo-5-iodotoluene (0223 g, 0.75 mmol), CuI (0.048 g, 0.25 mmol), N,N’-dimethylethylenediamine (0.053 ml, 0.5 mmol) and K3PO4 (0.212 g, 1.0 mmol) in dioxane/DMF (4/1) was heated for 15 minutes at 180 0C in a microwave oven. Then DCM was added. The solid was filtered off through a CELITE pad and to the filtrate, a 32 % NH3 solution was added. The organic layer was separated, washed with brine, dried (Na2SO4), filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel (eluent: DCM). The product fractions were collected and the solvent was evaporated. The residue was treated with DIPE to yield intermediate compound 1-11 (0.130 g, 70 %).

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 53937-02-3, 4-Benzyloxy-2-(1H)-pyridone.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2007/141200; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 153034-86-7, 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. 153034-86-7, name is 2-Chloro-4-iodopyridine. A new synthetic method of this compound is introduced below.

Step 1: 2-CHLORO-4-TRIMETHYLSILANYLETHYNYL-PYRIDINE 2-Chloro-4-iodo-pyridine (10.0 g, 41.8 mmol) was dissolved in 200 mL of dry THF and 17.5 mL of triethyl amine. This mixture was evacuated and backfilled with argon several times to remove oxygen from the solution. Triphenylphosphine (329 mg, 1.25 mmol) and bis (triphenylphosphine) palladium (II) chloride (1.47 g, 2.09 mmol) were added and the reaction mixture was stirred at room temperature for lh. Copper (I) iodide (239 mg, 1.25 mmol) and trimethylsilylacetylene (6.28 g, 6.39 mmol) were added. The reaction mixture was stirred at room temperature overnight. The solvent was evaporated. The residue was taken up in 500 mL of water and extracted three times with ethyl acetate (500 mL each). The combined organic extracts were dried with magnesium sulfate, filtered and evaporated. The crude product was purified by chromatography on silica gel (cyclohexane/ethyl acetate 80: 20). The desired product was obtained as a light brown semi solid (10 g, >100%). This material was used without any further purification for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,153034-86-7, 2-Chloro-4-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/3117; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65515-32-4 ,Some common heterocyclic compound, 65515-32-4, molecular formula is C8H8ClNO3, 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-Chloro-2-methoxy-nicotinic acid methyl ester (18.5.0 g, 0.092 mol) in 50 mL of NMP was added p-methoxybenzylamine (19.0 g, 0.14 mol) and triethylamine (10.Og, 0.1 mol). The mixture was heated to 70 0C for 4 h, cooled and diluted with water and extracted with ethyl acetate, washed with water, brine, dried with sodium sulfate, and evaporated to get an oil which was precipitated with ethylacetate/hexane mixture (1 :1). This was then filtered and dried to yield 15 g (60 %) of the target compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65515-32-4, its application will become more common.

Reference:
Patent; SCIOS, INC.; WO2006/112828; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 78686-83-6 ,Some common heterocyclic compound, 78686-83-6, 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.

Step 2 Methyl 2-chloro-5-ethynylpyridine-3-carboxylate Under an atmosphere of inert gas, 20 g (67.23 mmol) of methyl 2-chloro-5-iodopyridine-3-carboxylate are stirred together with 200 ml of triethylamine, 8 g (81.45 mmol) of trimethylsilylacetylene, 3 g (15.71 mmol) of CuI, 4.3 g (16.41 mmol) of triphenylphosphine and 3.04 g (4.33 mol) of Pd(PPh3)2Cl2 at 50 C. for 12 hours. The reaction mixture is then stirred with 40 ml of methanol and 4 g (33.61 mmol) of potassium carbonate at room temperature for a further 2 hours. The solids are filtered off and the filtrate is diluted with water and extracted three times with ethyl acetate. The combined organic extracts are washed three times with saturated aqueous NaCl solution and then dried over sodium sulphate and subsequently filtered. The filtrate is concentrated under reduced pressure. The residue is chromatographed on silica gel using an ethyl acetate/cyclohexane gradient. Yield: 7.5 g (57% of theory) as a brown solid. 1H NMR (300 MHz, CDCl3, 25 C.): 8.70-8.71 (1H, d), 8.33-8.34 (1H, d), 4.68 (1H, s), 3.89 (3H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,78686-83-6, its application will become more common.

Reference:
Patent; BAYER ANIMAL HEALTH GMBH; SCHWARZ, Hans-Georg; HALLENBACH, Werner; GOeRGENS, Ulrich; ILG, Kerstin; TURBERG, Andreas; (46 pag.)US2017/112129; (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. 1080026-94-3, name is Ethyl 4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylate, the common compound, a new synthetic route is introduced below. COA of Formula: C10H13NO2S

615 mg (987 mumol, 50% purity) 5-tert.-butyl-2-ethyl 6,7-dihydro-4H-thieno[3,2-c]pyridine-2,5-dicarboxylate are dissolved in 4 ml of a mixture of TFA and DCM (v/v 1:1) and stirred for 30 minutes at RT. The reaction mixture is neutralised by the addition of TEA and evaporated down i. vac.The crude product thus obtained is dissolved in 4 ml formic acid and combined with 0.5 ml (6.7 mmol) formalin solution (37% in water). The reaction mixture is stirred for 16 hours at 70 C. After cooling to RT the mixture is made basic with 50% aqueous sodium hydroxide solution and saturated sodium hydrogen carbonate solution and extracted with ethyl acetate. The organic phase is washed three times with water, dried on sodium sulphate, filtered and evaporated down i. vac. The residue is purified by RP-HPLC.Rt value: 0.90 min (Method B)C11H15NO2S×CF3CO2H (225.31)Mass spectrum: (M+H)+=226

The synthetic route of 1080026-94-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2010/99664; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem