Tag: M.W:100-200

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.609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, molecular weight is 139.1088, as common compound, the synthetic route is as follows.COA of Formula: C6H5NO3

Preparation 49 5-Bromo-2-hydroxy-3-pyridinecarboxylic acid To a solution of 10 g (0.07 mole) of 2-hydroxy-nicotinic acid in 16.8 g of 50% sodium hydroxide (0.21 mole) diluted with 25 ml of water was added 200 ml of sodium hypobromite solution prepared by adding 13.6 g (0.17 mole) of bromine to a solution of 20.16 g of 50% sodium hydroxide (0.25 mole) in 125 ml of water at 0 C. diluted to 400 ml. After 24 hrs of stirring at room temperature, another 100 ml portion of the above sodium hypobromite solution was added and the reaction solution was stirred for another 24 hr. The reaction solution was cooled in an ice bath and acidified carefully with 12N hydrochloric acid. Crystallization from isopropyl alcohol gave 9.7 g (63.5%) of product. A sample was further recrystallized from 95% ethanol, m.p. 245 C. Analysis: Calculated for C6 H4 NO3: C, 33.06; H, 1.85; N, 6.42. Found: C, 32.98; H, 1.83; N, 6.44.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Patent; A. H. Robins Company, Inc.; US4592866; (1986); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 65189-15-3, 5,6-Dichloronicotinonitrile, 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, 65189-15-3, blongs to pyridine-derivatives compound. Product Details of 65189-15-3

(a) tert-Butyl 4-(3-cWoro-5-cyanopyridin-2-yl)piperazine -1-carboxylate; 5,6-Dichloronicotinonitrile (5.00 g, 28.90 mmol, made in according to (JPN patent WO-95- JP587)), 1-Boc-piperazine (8.08 g, 43.4 mmol) and DIPEA (15.1 mL, 86.7 mmol) were suspended in DMA (50 mL) and heated at 120 C for 18 h. The reaction mixture was cooled to room temperature and concentrated under reduced pressure to afford the crude material. EPO The crude material was partitioned between DCM (300 mL) and saturated aqueous NaHCO3 (150 mL) and the organics separated. The organics were washed with water (150 mL) and then dried (Mg5O^ and concentrated under reduced pressure to afford the crude product.Flash chromatography (DCM) gave tert-butyl 4-(3-chloro-5-cyanopyridin-2-yl)piperazine-1- carboxylate as a solid. Yield: 11.2O g (120 %) The product was contaminated with DMA. 1HNMR (400 MHz, CDCl3): 6 1.49 (9H, s), 3.52-3.62 (8H, m), 7.76 (1H, s), 8.39 (1H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,65189-15-3, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; WO2006/73361; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 13505-01-6, 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 13505-01-6, name is 3-Fluoro-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

N-(4-Chloro-3-fluorophenyl)-4-nitropyridin-3-amine NaH (422 mg, 60% dispersion in mineral oil, 10.6 mmol) was suspended in THF (20 mL) and 4-chloro-3-fluoroaniline (1.54 g, 10.6 mmol) and 3-fluoro-4-nitropyridine (500 mg, 3.52 mmol) were added. The reaction mixture was stirred for 18 h, quenched with sat aq NH4Cl (2 mL), and concentrated in vacuo. The residue was partitioned between water (50 mL) and DCM (50 mL) and the organic fraction was dried (MgSO4) and concentrated in vacuo. The residue was purified by column chromatography to give the title compound (207 mg, 22.0%) as an orange solid. LCMS (ES+): 268.0 [MH]+.

According to the analysis of related databases, 13505-01-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Proximagen Limited; Espensen, Max; Patient, Lee; Evans, David; Savory, Edward; Simpson, Iain; US2014/275040; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 183208-35-7, 5-Bromo-1H-pyrrolo[2,3-b]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, 183208-35-7, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 5-Bromo-1H-pyrrolo[2,3-b]pyridine (50 g, 252.5 mmol) and N-iodosuccinimide (13.6 g, 60.6 mmol) in dichloroethane (200 ml) was stirred at 95 C. overnight. The reaction was allowed to cool to room temperature and saturated Na2H2SO4 (200 ml) was added. The mixture was then extracted with ethyl acetate (400 ml×2). The combined organic layers were dried with Na2SO4, concentrated. Silica gel chromatography of the crude using a gradient of ethyl acetate and hexane afforded 5-bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine (62.8 g, 77% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,183208-35-7, its application will become more common.

Reference:
Patent; SGX Pharmaceuticals, Inc.; US2008/261921; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 932-35-4 ,Some common heterocyclic compound, 932-35-4, molecular formula is C6H4N2O, 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.

(1) 2-Cyano-3-hydroxypyridine (3.00 g) is dissolved in acetonitrile/water (5:1, 90 ml), and N-bromosuccinic imide (5.34 g) is added thereto in small portions under ice-cooling. The mixture is then stirred for 2 hours under the same cooling conditions. The reaction solution is diluted with ethyl acetate, washed with water and saturated brine successively and dried over sodium sulfate. The solvent is removed by evaporation under reduced pressure to give crude 6-bromo-3-hydroxypyridine-2-carbonitrile (6.26 g). ESI-MS M/Z:197/ 199[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,932-35-4, its application will become more common.

Reference:
Patent; TANABE SEIYAKU CO., LTD.; EP1582521; (2005); 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. 55934-00-4, name is 3,4-Dichloropyridine, the common compound, a new synthetic route is introduced below. SDS of cas: 55934-00-4

To a solution of 2,2,6,6-tetramethylpiperidine (1.56 g, 11 mmol) in dry ether (20 mL) at 0 C was added n-BuLi (4.4 mL, 2.5 M in THF, 11 mmol) slowly. The reaction mixture was stirred at this temperature for 30 min before cooled to -78 C. A solution of 3,4-dichloropyridine (1.48 g, 10 mmol) in dry ether (5 mL) was injected via syringe to the above reaction mixture and stirred for 2 h before trimethylsilyl isothiocyanate (15 mmol) was added. After warmed to room temperature, the reaction was quenched by the addition of HOAc (2 mL) and water (10 mL), and then let to stir overnight. The suspension was filtered and washed with cold water, giving the title compound as a gray solid (686 mg, 40%). 1H-NMR (DMSO-d6, 600 MHz) delta 8.50 (d, 1H,J = 5.2 Hz, ArH), 8.12 (br s, 1H, CONH2), 7.83 (d, 1H, J = 5.2 Hz, ArH), 7.82 (br s, 1H, CONH2).

The synthetic route of 55934-00-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Wei; Ai, Jing; Shi, Dakuo; Peng, Xia; Ji, Yinchun; Liu, Jian; Geng, Meiyu; Li, Yingxia; Molecules; vol. 19; 2; (2014); p. 2655 – 2673;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 849067-90-9, 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 849067-90-9 as follows.

3-Iodo-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde A solution of 1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde (Intermediate 3a) (2.4 g, 16.3 mmol, 1.0 eq.) and NIS (3.7 g, 16.3 mmol, 1.0 eq.) in DMF (25 mL) was stirred at rt overnight. The reaction mixture was diluted with water (50 mL) and a saturated solution of Na2SO3 (2 mL). The formed precipitate was collected by filtration, rinsed with water and dried to give 3-iodo-1H-pyrrolo[2,3-b]pyridine-5-carbaldehyde (Intermediate 3b) as a solid (4.0 g; yield: 91percent; UPLC purity: 100percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,849067-90-9, its application will become more common.

Reference:
Patent; Felicitex Therapeutics, Inc.; Selvita S.A.; Dreas, Agnieszka; Fabritius, Charles-Henry; Dzienia, Andrzej; Buda, Anna; Galezowski, Michal; Kachkovskyi, Georgiy; Kulesza, Urszula; Kucwaj-Brysz, Katarzyna; Szamborska-Gbur, Agnieszka; Czardybon, Wojciech; Vilenchik, Maria; Frid, Michael; Kuznetsova, Alexandra; (98 pag.)US2018/179199; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 88912-27-0, 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.88912-27-0, name is 3-Chloroisonicotinic acid, molecular formula is C6H4ClNO2, molecular weight is 157.55, as common compound, the synthetic route is as follows.

A mixture of 0.69 g of 3-chloroisonicotinic acid, 5 ml of thionyl chloride and 30 mg of DMF was heated to reflux for 3.5 hours. The reaction mixture was cooled to room temperature, and then the reaction mixture was concentrated under reduced pressure to give 3-chloroisonicotinic acid chloride. A mixture of the resultant 3-chloroisonicotinic acid chloride and 4 ml of DMF was added dropwise to a mixture of 0.85 g of 2-amino-5-fluoro-4- trifluoromethylphenol, 0.88 g of triethylamine and 4 ml of DMF while ice-cooling.Thereafter, the reaction mixture was stirred at room temperature for one hour and at 50C for one hour. The reaction mixture was cooled to room temperature, and then water was added, followed by extraction with ethyl acetate twice. The combined organic layers wee washed with water and a saturated sodium chloride solution, then dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The resultant solid was washed with diethyl ether to give 0.77 g of 3-chloro-N-[4-fluoro-2-hydroxy-5-(trifluoromethyl)phenyl]- isonicotinamide.-NMR (DMSO-d6) delta: 10.20 (br s, 1H), 8.75 (s, 1H), 8.64 (d, J=4.8 Hz, 1H), 8.23 (d, J=8.5 Hz, 1H), 7.62 (d, J=4.8 Hz, 1H), 6.91-6.85 (m, 1H)

Statistics shows that 88912-27-0 is playing an increasingly important role. we look forward to future research findings about 3-Chloroisonicotinic acid.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49220; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.114077-82-6, name is 4-Chloronicotinaldehyde, molecular formula is C6H4ClNO, molecular weight is 141.56, as common compound, the synthetic route is as follows.Product Details of 114077-82-6

Step 2: The mixture of 4-chloronicotinaldehyde 2 (4.6 g, 32.6 mmol), 2- methyl-2-propanethiol (4.4 mL, 32.6 mmol), K2CO3 (9.0 g, 65.2 mmol) and DMF (70 mL) was stirred at 100C for 12 h until TLC indicate no 4-chloronicotinaldehyde was existed. The reaction mixture was diluted with water, extracted with EA and the organic layer was concentrated. The residue was purified by column chromatography (P.E/EA 12: 1) to afford 6.3 g clear oil, yield 99%. 1HNMR (400 MHz, CDCl3): 10.63 (s, 1H), 9.03 (s, 1H), 8.65 (d, 1H), 7.50 (d, 1H), 1.40 (s, 9H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,114077-82-6, 4-Chloronicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ACHAOGEN, INC.; WO2009/55696; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 2942-59-8, 2-Chloronicotinic acid, 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, Recommanded Product: 2942-59-8, blongs to pyridine-derivatives compound. Recommanded Product: 2942-59-8

EXAMPLE 18 3-Acetyl-2-chloropyridine The following is the preparation of a compound of Formula 2 in which t is 0, L is chloro, Y is N, Z is CH and R3 is acetyl. A mixture of 2-chloronicotinic acid (20 g, 0.127 mmol) and oxalyl chloride (13.3 mL, 0.152 mmol) in 2 drops of DMF and 200 mL of methylene chloride was stirred at room temperature for approximately 14 hours. The mixture was stirred at reflux temperature for 1 hour. The solution was cooled and partitioned between 100 mL of ice-cold aqueous sodium bicarbonate and 300 mL of methylene chloride. The organic layer was washed with brine, dried (Na2 SO4) and concentrated to give 2-chloronicotinic acid chloride (8.8 g, 49.5 mmol). A mixture of 2-chloronicotinic acid chloride (8.8 g, 49.5 mmol), tetramethyltin (5.5 mL, 40 mmol) and bis(benzonitrile)palladium(II) chloride (0.385 g) in 20 mL of hexamethylphosphoramide was stirred at room temperature for 20 hours. The mixture was stirred with 50 mL of 10percent potassium fluoride and then poured into 50 mL of water. The mixture was extracted with diethyl ether (4*50 mL) and the combined extracts were washed with water, saturated sodium bicarbonate and sodium chloride, dried (Na2 SO4) and concentrated. The residue was purified on silica gel by column chromatography eluding with hexanes/ethyl acetate (3:1) to give 3-acetyl-2-chloropyridine (4.2 g, 27 mmol).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2942-59-8, 2-Chloronicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Syntex (U.S.A.) Inc.; US5688795; (1997); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem