Month: June 2021

Reference of 113975-22-7, 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. 113975-22-7, name is 2-Fluoro-3-iodopyridine, molecular formula is C5H3FIN, 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.

Example 5 – 2,2′-Difluoro-4,4′-diiodo-3,3′-bipyridine (5a) 2-Fluoro-3-iodopyridine (7.80 mmol, 1.74 g) was dissolved in 40 ml of anhydrous THF under nitrogen atmosphere and the solution was cooled in acetone/C02 bath. LDA (1.1 eq., 1.2 M in hexanes-THF, 8.58 mmol, 7.15 ml) was added dropwise. The reaction mixture became yellowish and after stirring for 0.5h it was analyzed by GC/MS. A clean BCHD reaction was confirmed, the mixture was stirred for additional 0.5h and CuCl2 (1.1 eq., 8.58 mmol, 1.15 g) was added in one portion. The yellow reaction mixture became dark blue, then brown red (within 1-2 h) and then light greenish after warm up to room temperature. The reaction mixture was treated with hexanes and water, the organic phase was removed, and the aqueous phase was extracted with hexanes (2 x -20 ml). The combined organic phases were dried over MgS04 and the solvent was removed by rotary evaporation to give greenish- brownish oil which partially solidified on standing. This crude product was purified by column chromatography (200 ml of silica gel, hexanes :CH2C12 mixtures (2: 1, 1 : 1 : and then 1 :2) as eluants). The solvents were removed from combined fractions and the product was obtained as off-white solid (1.04 g, 60.1%). UV-vis (CH2C12) max, nm226, 244, 268. HRMS (EI) calculated for Ci0H4F2I2N2 443.8432; found 443.8417. 1H NMR (CDC13, 400 MHz): delta 8.01 (d, J= 5.2 Hz, 2H), 7.82 (d, J= 5.2 Hz, 2H); 13C{1H} NMR (CDCI3, 100 MHz): delta 159.28 (d, J (C-F) = 242.8 Hz, quaternary C), 148.5 (d, J(C-F) = 15.62 Hz, CH), 132.1 (d, J(C-F) = 4.6 Hz, CH), 125.0 (dd, J (C-F) = 33.4 Hz, 4.1 Hz), 114.5 (d, J(C-F) = 1.7 Hz). Anal. Calc. for Ci0H4F2I2N2: C, 27.05; H, 0.91; N, 6.31. Found: C, 27.52; H, 0.84;

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 113975-22-7, 2-Fluoro-3-iodopyridine.

Reference:
Patent; GEORGIA TECH RESEARCH CORPORATION; GETMANENKO, Yulia A.; MARDER, Seth; HWANG, Do Kyung; KIPPELEN, Bernard; WO2013/23108; (2013); A1;; ; Patent; GEORGIA TECH RESEARCH CORPORATION; GETMANENKO, Yulia A.; MARDER, Seth; HWANG, Do Kyung; KIPPELEN, Bernard; WO2013/23106; (2013); 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

Application of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile, molecular formula is C6H2BrN3O2, 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 asolution of tetrabutyl-ammonium fluoride (TBAF, 51.2 g, 197.4 mmol, 1.5eq) in DMF (100 mL), 4 A Molecular sieves powder (30 g) were added. The resulting mixture was stirred for 30 minutes. The mixture was filtered and the filtrate was transferred into a 1000 mL reaction flask. A solution of compound 88 (30 g,131.6 mmol, l .Oe q) in DMF (50 mL) was added to the above solution via a addition funnel over 10 minutes, while maintaining the internal temperature below -15C. After stirring for 20 minutes, 2 N HC1 (60 mL) was added over 5 minutes. After aging for1 hour, the mixture was cooled to 2.5C and filtered. The filtration cake was washed by DMF/water (10% (v/v), 2 x 36 mL). The filtrate was combined and concentrated in vacuo. The resulting residue was re-crystallized from 2-propanol (50 mL) to afford the desired compound 89 (13 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 573675-25-9, 5-Bromo-3-nitropicolinonitrile.

Reference:
Patent; TIBOTEC PHARMACEUTICALS; VANDYCK, Koen; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2012/13643; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 849937-96-8, 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.849937-96-8, name is 5-Bromo-2,4-dichloropyridine, molecular formula is C5H2BrCl2N, molecular weight is 226.8861, as common compound, the synthetic route is as follows.

To a stirred solution of 5-bromo-2,4-dichloropyridine (3.0 g, 13.22 mmol),isopropylamine (1.7 mL, 19.83 mmol), and Hunig?s Base (11.6 mL, 66.1 mmol) in DMF(5 mL) at room temperature was then heated at 120 C behind a safety shield for 4 hours,at which point it was judged to be complete by LCMS. The reaction mixture was diluted with ethyl acetate and washed 10% LiC1 (3x). The organic layer was dried over Na2SO4, filtered and concentrated to afford the crude product. The product was purified by column chromatography (hexanes/EtOAc) to afford 5 -bromo-2-chloro-N-isopropylpyridin-4-amine (1.29 g, 37% yield) as a colorless oil. LCMS m/z 249.0 (M+H).

Statistics shows that 849937-96-8 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2,4-dichloropyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; DUNCIA, John V.; GARDNER, Daniel S.; HYNES, John; MACOR, John E.; SANTELLA, Joseph B.; WU, Hong; NAIR, Satheesh Kesavan; PAIDI, Venkatram Reddy; SARKUNAM, Kandhasamy; SISTLA, Ramesh Kumar; POLIMERA, Subba Rao; (72 pag.)WO2016/210037; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 800401-67-6, Adding some certain compound to certain chemical reactions, such as: 800401-67-6, name is Ethyl 5-chloro-1H-pyrrolo[2,3-c]pyridine-2-carboxylate,molecular formula is C10H9ClN2O2, 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 800401-67-6.

Step 3: synthesis of ethyl 5-chloro-l-(4-fluorobutyl)-lH-pyrrolo[2,3-c]pyridine-2- carboxylate 10-cTo a solution of ethyl 5-chloro-lH-pyrrolo[2,3-c]pyridine-2-carboxylate 10-b (1.9 g, 8.458 mmoles) in acetonitrile (85 mL) was added cesium carbonate (3.306 g, 1.2 eq). This mixture was stirred at room temperature for one hour and then l-bromo-4- fluorobutane (1.089 g, 1.2 eq) was added and stirring at 60C continued overnight. The reaction mixture was filtered over a glass filter and the filtrate was evaporated to dryness. The residue was taken up in dichloromethane and washed with water twice. The organic layer was dried over MgS04, filtered and evaporated. The residue was recrystallised from diisopropylether. The crystals were collected by filtration and dried in vacuo to give 2.19 g (87% yield) of the targeted compound 10-c. m/z = 299 (M+H)+.

According to the analysis of related databases, 800401-67-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN R&D IRELAND; COOYMANS, Ludwig Paul; DEMIN, Samuel Dominique; HU, Lili; JONCKERS, Tim Hugo Maria; RABOISSON, Pierre Jean-Marie Bernard; TAHRI, Abdellah; VENDEVILLE, Sandrine Marie Helene; WO2012/80450; (2012); 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

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

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

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

Electric Literature of 524955-09-7, 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 524955-09-7, name is 3-Chloro-4-(pyridin-2-ylmethoxy)aniline. This compound has unique chemical properties. The synthetic route is as follows.

0.500 g (2.14 mmol) of 3-chloro-4-(pyridin-2-ylmethoxy)aniline, 0.317 g (2.14 mmol) of 2,4-dichloropyrimidine, 0.499 g (4.28 mmol)Triethylamine and 5 mL of ethanol were added to the reaction flask and refluxed at 79 C for 6 h.After the reaction, it was cooled to room temperature. The solvent was removed by steaming under reduced pressure.Add 10mL of water,Extract with ethyl acetate (3 x 15 mL) and combine the organic phases.The organic phase is dried over anhydrous sodium sulfate and concentrated.Separated by silica gel column chromatography (dichloromethane: ethyl acetate = 1:20, V/V).Obtained as a pale yellow solid 2-(3-chloro-4-(pyridin-2-ylmethoxy)phenylamino)-4-chloropyrimidine0.496 g, the yield is 67%.

According to the analysis of related databases, 524955-09-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shaanxi Normal University; Li Baolin; Hao Yunxia; Zhang Yaling; Li Xiabing; Wang Wei; (22 pag.)CN109516959; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem