Tag: M.W:200-300

Related Products of 5470-17-7, 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 5470-17-7 as follows.

In a 250 mL round bottom flask, 3-bromo-2-chloro-5-nitropyridine (3 g, 12.63 mmol), ammonium chloride (1.35 g, 25.2 mmol) and zinc dust (8.79 g, 134 mmol) were suspended in MeOH (50 ml). The reaction mixture was heated for 2 hrs at 90 C. The reaction was cooled to room temperature, filtered over celite, and concentrated in vacuo. The resulting solid was adsorbed onto silica and purified by silica gel chromatography (25-55% EtO Ac/Heptane). The title compound (1.85 g, 8.92 mmol, 70.6 % yield) was obtained as a yellow solid. LCMS (m/z): 219.1 (MH+); retention time = 0.77 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,5470-17-7, its application will become more common.

Reference:
Patent; NOVARTIS AG; ANTONIOS-MCCREA, William, R.; BARSANTI, Paul, A.; HU, Cheng; JIN, Xianming; MARTIN, Eric, J.; PAN, Yue; PFISTER, Keith, B.; SENDZIK, Martin; SUTTON, James; WAN, Lifeng; WO2012/66070; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 78686-83-6, 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 78686-83-6, name is Methyl 2-chloro-5-iodonicotinate. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 2 5-(3-Chloro-5-methvIphenyl)-2-(l -methyl- 1H-pyrazol-4-vQ nicotinic acid (2-2)To a solution of methyl 2-chloro-5-iodonicotonate {2?_, 1.00 g, 3.36 mmol) in dimethylformamide (15 mL) at 25 C was added 3-chloro-5-methylboronic acid (0.573 g, 3.36 mmol; synthesized via procedures found in Org. Lett. 2007, P, 757-760), PdCl2dppf (0.246 g, 0.336 mmol) followed by IM aqueous cesium carbonate (13.5 mL, 13.5 mmol) and the system was stirred for 4h at 25 C. The system was partitioned between water and EtOAc, and dried over magnesium sulfate. Filtration and concentration yielded a brown solid which upon tritiration with ether afforded a tan solid. To this tan solid (0.05 g, 0.169 mmol) in dimethylformamide (0.8 mL) at 25 C was added l-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H pyrazole (0.038 g, 0.186 mmol), PdCl2dppf (0.012 g, 0.017 mmol) followed by 4M aqueous cesium carbonate (0.67 mL, 0.675 mmol) and the system was stirred for 15 minutes at 135 C in the microwave. The system was partitioned between water and EtOAc. The aqueous layer was then acidified using 25% citric acid to a pH of 3, extracted with EtOAc and the organic layer was dried over magnesium sulfate. Filtration and concentration afforded the title compound (2-2) as a cream solid. ESI+ MS [M+H]+ C17H14ClN3O2 = 328.0.

According to the analysis of related databases, 78686-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/20642; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 58530-53-3, 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 58530-53-3, name is 2,4-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example 21i 4-Bromo-2-cyclopropylpyridine To a solution of 2,4-dibromopyridine (3.00 g, 12.66 mmol) in dry tetrahydrofuran (10 mL) under an atmosphere of argon was added tetrakis(triphenylphosphine)palladium(0) (0.435 g, 0.38 mmol). The reaction vessel was put in a water-bath (~20 C.) and cyclopropylzinc(II) bromide, 0.5M in tetrahydrofuran (30.1 mL, 15.05 mmol) was added is over a period of 10 minutes. The reaction mixture was stirred at 20 C. for 80 minutes. More cyclopropylzinc(II) bromide, 0.5M in tetrahydrofuran (7.52 mL, 3.76 mmol) was added and the reaction mixture was stirred for another 40 minutes before it was poured into saturated aqueous NaHCO3 (100 mL) and diluted with EtOAc (100 mL). The layers were separated and the aqueous layer extracted with EtOAc (50 mL). The organics were combined, dried (Na2SO4), filtered and the solvent was evaporated at reduced pressure. The crude was purified by flash chromatography on silica gel to afford 2.12 g (85%) of the title compound. 1H NMR (400 MHz, CDCl3) delta ppm 8.25 (d, 1H) 7.33 (d, 1H) 7.21 (dd, 1H) 1.93-2.06 (m, 1H) 0.98-1.08 (m, 4H); MS (CI+) m/z 198, 200 [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 58530-53-3, 2,4-Dibromopyridine.

Reference:
Patent; ASTRAZENECA AB; US2010/125082; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 14482-51-0, 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. 14482-51-0, name is 2-Bromo-3,5-dichloropyridine, molecular formula is C5H2BrCl2N, 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 microwave vial is added 4-methyl-3-(2,2,6,6-tetramethyl-3,5-dioxo-tetrahydropyran-4- yl)phenylboronic acid (200 mg, 0.657 mmol), 2-bromo-3,5-dichloropyridine (149 mg, 0.657 mmol), palladium acetate (3.7 mg, 0.0164 mmol), tris(3-sulfophenyl)phosphine trisodium salt (22 mg, 0.0394 mmol) and potassium phosphate (697 mg, 3.28 mol), followed by a degassed solvent mixture of water/acetonitrile (1.6 ml, 2:1 ratio). The mixture is flushed with nitrogen then stirred at ambient temperature for 5 minutes before heating at 1600C under microwave irradiation for 15 minutes. After cooling to room temperature the reaction is partitioned between 2M aqueous hydrochloric acid and dichloromethane, and the organic phase is separated. The aqueous phase is further extracted with dichloromethane and all organic fractions are combined then evaporated. The residue is purified by preparative reverse phase HPLC to give 4-[5-(3,5-dichloropyridin-2-yl)-2-methylphenyl]-2, 2,6,6- tetramethylpyran-3,5-dione (113 mg).

According to the analysis of related databases, 14482-51-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; WO2008/71405; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 959616-64-9, 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 959616-64-9 as follows.

[00672] Intermediate 73c: methyl 5-fluoro-6-methoxy-pyridine-3-carboxylate[00673] Triethylamine (1 .62mL, 11.61 mmol), tetrakis(triphenylphosphine)palladium(0) (0.45g, 0.3gmmol) and formic acid (0.44mL, 11 .61 mmol) were added to a flask containing a stirring solutionof methyl 2-chloro-5-fluoro-6-methoxy-pyridine-3-carboxylate (1 .7g, 7.74mmol) in DMF (1 7mL). The reaction mixture was then heated to 100 C and left to stir for 4 hours. The reaction mixture was left to cool before being filtered through celite and the solvent removed in vacuo. The residue was taken up in EtOAc (5OmL), water (5OmL) added and the organics extracted with further EtOAc (3 x 5OmL). The organic layers were combined, dried over Na2504, filtered and concentrated in vacuo. Theresidue was purified by column chromatography using an eluent of 0-50% EtOAc in heptane) toafford the desired product methyl 5-fluoro-6-methoxy-pyridine-3-carboxylate (590mg, 3.1 9mmol,41% yield) as a white solid.1H NMR (CDCI3,400MHz) O/ppm: 8.61 (1H, d, J= 1.9Hz), 7.88 (1H, dd, J= 10.4Hz, 1.9Hz), 4.09(3H, 5), 3.92 (3H, 5),MS Method 3: RT: 5.10 mm, 186.1 m/z [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,959616-64-9, its application will become more common.

Reference:
Patent; REDX PHARMA PLC; ARMER, Richard; BELFIELD, Andrew; BINGHAM, Matilda; JOHNSON, Alice; MARGATHE, Jean-Francois; AVERY, Craig; HUGHES, Shaun; MORRISON, Angus; (278 pag.)WO2016/51193; (2016); 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. 4487-59-6, name is 2-Bromo-5-nitropyridine, the common compound, a new synthetic route is introduced below. SDS of cas: 4487-59-6

-Bromo-5-nitropyridine (0.3 g, 1.48 mmol) was treated with piperazine (0.64 g, 7.89 mmol) in tetrahydrofuran (4 mL) and the reaction mixture was stirred for 30 minutes. Subsequently the reaction mixture was poured onto ice-cold water (25 mL) and extracted with ethyl acetate (25 mL). The organic layer was washed with brine and evaporated to furnish the product.

The synthetic route of 4487-59-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ORCHID RESEARCH LABORATORIES LIMITED.; US2007/167413; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 69045-84-7, 2,3-Dichloro-5-(trifluoromethyl)pyridine, 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 2,3-Dichloro-5-(trifluoromethyl)pyridine, blongs to pyridine-derivatives compound. Safety of 2,3-Dichloro-5-(trifluoromethyl)pyridine

Example 6 : Preparation of 2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-1-phenylethanamine; Preparation of 2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl-1-phenylethanone; To a suspension of 2.6 g (0.065 mol) of sodium hydride 60% in dimethoxyethane at room temperature is added 3.4 mL (0.029 mol) of acetophenone. After 45 min. , 5.55 mL ( 0.038 mol) of 2,3-dichloro-5-(trifluoromethyl)pyridine is added. After 25 min., the reaction mixture is poured over 100mL of hydrochloric acid 1N, extracted twice with 100mL of ethyl acetate. The organic phase is washed twice 100 mL of water, dried over magnesium sulfate, filtered and concentrated to provide 15g of crude material which is purified over a column of silica by using a mixture of heptane and ethyl acetate as eluent, to yield to 5.74 g of desired product 2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]-1-phenylethanone (74%). RMN 1H delta (ppm) 8,73 ; (1H, s) ; 7,95 (1H, s) ; 7,45 (2H, m) ; 7,42 (2H, m) ; 4,75 (2H, s).

The synthetic route of 69045-84-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer CropScience S.A.; EP1548007; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 72811-73-5, 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 72811-73-5, name is 4-(m-Tolylamino)pyridine-3-sulfonamide. This compound has unique chemical properties. The synthetic route is as follows.

Example 12; Preparation of torsemide [1]; A mixture of 4-m-tolylamino-3-pyridinesulfonamide [2], yellow powder with 98.0 % purity (0.5 % of 4-chloro-3-pyridinesulfonamide [4]) by HPLC (5.0 g, 19 mmol), 1 N aqueous solution of sodium hydroxide (19 mL, 19 mmol) and phenyl isopropylcarbamate (5.1 g, 23 mmol) was stirred at 90-100 C for 5 hours diluted with water (20 mL), cooled to 20-25 C, extracted with ter-butyl methyl ether (4 x 30 mL), neutralized with an 1 N aqueous solution of sulfuric acid at 20-25 C and stirred for 1 hour at 60-70 C. The precipitated solids were filtered off, washed on filter with hot water (20 mL) and acetone (20 mL) to give 5.6 g (85 %) of crude torsemide [1] 99.4 % purity (0.1 % of 4-m-tolylamino-3-pyridinesulfonamide [2]) by HPLC. A solution of sodium hydroxide (0.62 g, 16 mmol) in water (15 g) was added to a stirred suspension of crude torsemide [1] (5.0 g, 14 mmol) in water (45 g) at 20-30 C. The mixture was stirred at 20-30 C until a complete dissolution of the solids (pH 12.9) and charcoal SA (0.5 g) was added to the solution. After stirring for 2 hours, the obtained mixture was filtered off, cooled to 15-20 C and acidified to pH 4.6 with a 1 N solution of sulfuric acid in water (-28 mL, 28 mmol) at the same temperature. The obtained suspension was stirred for about 2 hours at 15-20 C and filtered. The solid was washed on the filter with water (50 g) and dried under reduced pressure at 55 i 5 C (water bath) to a constant weight to give 4.7 g of torsemide [1] as a white solid with 99.4 % purity by HPLC.

According to the analysis of related databases, 72811-73-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FINETECH LABORATORIES LTD.; WO2003/97603; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 112110-16-4, 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.112110-16-4, name is Dimethyl 5-methylpyridine-2,3-dicarboxylate, molecular formula is C10H11NO4, molecular weight is 209.2, as common compound, the synthetic route is as follows.

EXAMPLE 4 Preparation of 5-Methyl-2,3-pyridinedicarboxylic acid using hydrochloric acid A stirred mixture of 5-methyl-2,3-pyridinedicarboxylic acid dimethyl ester (20.9 g, 0.1 mol), hydrochloric acid (18.2 g, 0.5 mol) and water (72 g) is heated at 70 to 110 C. A mixture of methanol and water and hydrochloric acid is continuously distilled from the reaction mixture and heating is continued until the reaction is complete by chromatographic analysis. The reaction mixture is concentrated in vacuo and diluted with water. The title product is isolated by filtration, washed with water (30 mL) and dried in vacuo. The title product is identified by 1 H-NMR and mass spectroscopy and analyzed by high pressure liquid chromatography to be >96% pure.

Statistics shows that 112110-16-4 is playing an increasingly important role. we look forward to future research findings about Dimethyl 5-methylpyridine-2,3-dicarboxylate.

Reference:
Patent; American Cyanamid Company; US5122608; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 960298-00-4, 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. 960298-00-4, name is 2-(Benzyloxy)-4-bromopyridine, molecular formula is C12H10BrNO, 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.

Step 2: mc-tert-butyl O£4i?V4-r2-(benzyloxy)pyridin-4-yl1-3-alphacvclopropyP-(2- methoxyethoxyV 5-(3 -methoxypropyDbenzyl] amino ) carbonylM-hydroxypiperidine- 1 – carboxylate; To a solution of the title compound from step 1 (1.47 eq.) in THF (0.3 M) at -78 0C was added n-BuLi (2.5 M in hexanes, 1.6 eq.). The resulting solution was stirred at -78 0C for 30 min. MgBr2 (0.5 M in Et2O, 1.9 eq.) was added, and the resulting solution was stirred at -78 0C for 30 min. A solution of ketoamide 3.1 (0.1 M in THF, 1 eq.) was added, and the reaction mixture warmed to rt over 16 h, quenched with NaHCO3 (aq., sat.), extracted with 2 x EtOAc. The combined organic phases were washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by automated flash chromatography (SiO2; 10- 80% EtOAc in hexanes) to afford the title compound as a clear, colorless oil.

According to the analysis of related databases, 960298-00-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/70869; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem