Tag: M.W:100-200

Application of 19235-89-3, Adding some certain compound to certain chemical reactions, such as: 19235-89-3, name is 4-Chloropyridine-2-carbonitrile,molecular formula is C6H3ClN2, 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 19235-89-3.

To a stirred solution of cyclohexanol (2.84 g, 3.00 mL, 2.84 mmol) in 1-methyl-2-pyrrolidinone (20 mL) was added sodium hydride (1.19 g of 60% dispersion, 29.8 mmol) in small portions over 5 minutes. After stirring for an additional 5 minutes, 2-chloro-4-cyanopyridine (3.75 g, 27.0 mmol) was added and the resulting red-brown solution was heated at 100 C. for 10 minutes. The reaction mixture then was poured onto ice. The mixture was diluted with water and extracted with ether. The combined organic phases were washed with water and brine, dried (magnesium sulfate) and concentrated to provide a yellow oil. Flash chromatography over silica (hexanes/ethyl acetate) afforded 4.17 g (76%) of the desired product as a cloudy oil which solidified on standing: 1H NMR (CDCl3) delta 8.44 (d, J=5.8 Hz, 1H), 7.17 (d, J=2.4 Hz, 1H), 6.95 (dd, J=2.4, 5.8 Hz, 1H), 4.40-4.33 (m, 1H), 1.98-1.95 (m, 2H), 1.82-1.79 (m, 2H), 1.60-1.52 (m, 3H), 1.45-1.32 (m, 3H) ppm. 13C NMR (CDCl3) delta 164.3, 152.2, 135.0, 117.3, 116.4, 113.9, 76.4, 31.1, 25.2, 23.4 ppm.

According to the analysis of related databases, 19235-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Genzyme Corporation; US2005/176761; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 59290-81-2, 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. 59290-81-2, name is 2-Methyl-5-nitro-3-pyridinecarboxylic acid. A new synthetic method of this compound is introduced below.

Example 6a 2-methyl-5-nitro-N-phenylnicotinamide To a solution of 2-methyl-5-nitronicotinic acid (364 mg, 2 mmol), aniline (186 mg, 2 mmol) and DIEA (774 mg, 6 mmol) in DMF (6 mL) is added HATU (798 mg, 2.1 mmol). The reaction mixture is stirred at room temperature for 2 hours. The solvent is removed by rotary evaporation and the crude product is purified by silica gel flash chromatography, eluted with 40% ethyl acetate in hexane to afford-methyl-5-nitro-N-phenylnicotinamide as a light green solid. MS m/z 258.1 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,59290-81-2, its application will become more common.

Reference:
Patent; Novartis AG; Cheng, Dai; Han, Dong; Zhang, Guobao; Wan, Yongqin; Xie, Yun Feng; Jiang, Jiqing; Gao, Wenqi; Pan, Shifeng; US9216964; (2015); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1254473-66-9, 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 1254473-66-9 as follows.

Acetyl chloride (41.99g, 534.88mmol) was added dropwise to a solution of 1E 1-(3,5-dichloropyridine-4-)ethanol(85.60g, 445.74mol), triethylamine (90.21g, 891.47mmol) in dichloromethane (1.5L) at 20C, and the mixture was stirredat 20C for 1 hour. When TLC showed the completion of the reaction, the solvent was evaporated under reduced pressureand the residue was purified by column chromatography to give the title compound (as a colorless oil, 57.10g, yield54.7%). 1H NMR (400 MHz, CHLOROFORM-d) ppm 8.44 (s, 2H), 6.25 (q, J=6.8 Hz, 1H), 2.09 (s, 3H), 1.63 (d, J=7.2Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1254473-66-9, its application will become more common.

Reference:
Patent; Harbin Zhenbao Pharmaceutical Co., Ltd.; Medshine Discovery Inc.; CHEN, Shuhui; CHEN, Zhengxia; DAI, Meibi; XIE, Cheng; LI, Peng; ZHANG, Yang; LIANG, Guibai; WANG, Qiang; LIAO, Jiangpeng; SUN, Fei; HU, Guoping; LI, Jian; (166 pag.)EP3333157; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89510-90-7 , The common heterocyclic compound, 89510-90-7, name is 2-Chloro-5-fluoro-4-pyridinamine, molecular formula is C5H4ClFN2, 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.

A solution of 2-chloro-5-fluoropyridin-4-amine (900mg, 6.41 mmol, 1 eq) in Morpholine (9ml_) was irradiated under microwave at 180C for 90min in 30ml_ vial. TLC analysis indicated formation of polar spot. Then, the reaction mixture was cooled to RT and poured on ice-waterto give a off white precipitate; which was purified by column chromatography (Silica gel 100-200mesh) using 40% EtOAc in petroleum ether as an eluent to give 5-fluoro-2- morpholinopyridin-4-amine (720mg, 57.14% yield) as an off-white solid. LC- MS: m/z 198.0 (M+ H).

The synthetic route of 89510-90-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1083197-78-7, 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. 1083197-78-7, name is 4-(Trifluoromethyl)nicotinaldehyde. A new synthetic method of this compound is introduced below.

4-(trifluoromethyl)nicotinaldehyde was added to a solution of l,2-diamino-4,5- difluoropyridinium 2,4,6-trimethylbenzenesulfonate (47-4; 0.2 g, 0.000579 mol) in ethanol (20 mL) while stirring, followed by the addition of l,8-diazabicyclo[5.4.0]undec- 7-ene. The reaction mixture was stirred for 12 h at RT. It was then concentrated under vacuum, diluted with water (50 mL) and extracted with ethyl acetate (2 x 50 mL). The collected organic parts were concentrated under vacuum to afford the crude product, which was purified by silica gel column chromatography to afford the title compounds. 1H NMR (400 MHz, DMSO) delta 8.20 (s, 1 H), 9.09-9.06 (m, 1 H), 9.03-9.02 (d, J = 4 Hz, 1 H), 7.99-7.77 (d, J = 8 Hz, 1 H), 7.61-7.55 (m, 1 H). HPLC purity- 99.13%, MS (M+1): 301.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1083197-78-7, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BENNETT, D. Jonathan; CAI, Jaiqiang; CARSWELL, Emma; COOKE, Andrew; HOYT, Scott, B.; LONDON, Clare; MACLEAN, John; RATCLIFFE, Paul; TAYLOR, Jerry Andrew; XIONG, Yusheng; SAMANTA, Swapan Kumar; KULKARNI, Bheemashankar, A.; WO2013/43520; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 139585-48-1, 2-Chloro-5-methoxypyridine, 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: 139585-48-1, blongs to pyridine-derivatives compound. SDS of cas: 139585-48-1

To a mixture of 2-chloro-5-methoxy-pyridine (6.0 g, 42 mmol) in THF (50 mL) was added lithium diisopropylamide (2.0 M in THF, 42 mL, 83.6 mmol) dropwise at -78 C. The reaction mixture was stirred at -78 C for 1 hour. A.A-di methyl formamide (5.0 mL, 83.6 mmol) was added to the reaction mixture at -78 C, and the mixture was stirred for 1 hour. Saturated NH4Cl solution (100 mL) was added to the reaction mixture. The solution was extracted with EtOAc (200 mL c 2). The combined organic layers were dried over anhydrous Na^SCL and concentrated. The residue was purified by column chromatography on silica gel (0- 25 % EtOAc in petroleum ether) to afford the title compound (5.5 g, 77 %) as a white solid. ‘H NMR (400 MHz, CDCl3) d 10.41 (s, 1H), 8.27 (s, 1H), 7.59 (s, 1H), 4.03 (s, 3H).

The synthetic route of 139585-48-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GENENTECH, INC.; F. HOFFMANN-LA ROCHE AG; CUNNINGHAM, Christian; BEROZA, Paul Powell; CRAWFORD, James John; LEE, Wendy; RENE, Olivier; ZBIEG, Jason Robert; LIAO, Jiangpeng; WANG, Tao; YU, Chen; (208 pag.)WO2020/51099; (2020); 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.94170-15-7, name is 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, molecular formula is C7H7NO2, molecular weight is 137.14, as common compound, the synthetic route is as follows.Application In Synthesis of 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde

7-(1,1-dioxotetrahydro-2H-thiopyran-4-yl)-2-((3S,4S)-4-isobutylpyrrolidin-3-yl)pyrrolo[2,1-f][1,2,4]triazin-4(3H)-one (81.64 mg) was dissolved in DCM (4 mL).4-Aldehyde-1-methylpyridine-2(1H)-one (34.23 mg, 0.25 mmol) and sodium triacetoxyborohydride (110.2 mg, 0.52 mmol),Stir at room temperature overnight.TLC monitors the reaction completely,Add saturated aqueous sodium bicarbonate (5 mL),Extracted with DCM (3 x 10 mL),Organic phase merger,Washed (2 × 5mL),Dry over anhydrous sodium sulfate,filter,concentrate,The crude product was separated by preparative thin layer chromatography (DCM:MeOH = 10:1)A white solid 7-(1,1-dioxotetrahydro-2H-thiopyran-4-yl)-2-((3S,4S)-4-isobutyl-1-((1-methyl-) 2-oxo-1,2-dihydropyridin-4-yl)methyl)pyrrolidin-3-yl)pyrrolo[2,1-f][1,2,4]triazine-4(3H)-ketone(4.0 mg, yield: 3.7%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94170-15-7, 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Wang Lin; Yang Xiaoju; Tian Yuwei; (46 pag.)CN108341819; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 94170-15-7, 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, 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, Quality Control of 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, blongs to pyridine-derivatives compound. Quality Control of 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde

Intermediate 1-10 (134.73 mg, 0.39 mmol) was dissolved in DCM (6 mL)4-Aldehyde-1-methylpyridine-2(1H)-one (64.2 mg, 0.468 mmol) and NaBH(OAc)3 (206.6 mg, 0.975 mmol),Stir at room temperatureThe reaction is complete,Add saturated aqueous sodium bicarbonate (5 mL),Extracted with DCM (3 x 10 mL),Combine the organic phase,Wash with water (2 × 5mL),Dry over anhydrous sodium sulfate,Filtered, concentrated,The crude product was purified by preparative HPLC to give a white solid(10.0 mg, yield: 5.5%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,94170-15-7, 1-Methyl-2-oxo-1,2-dihydropyridine-4-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; Nanjing Yaojie Good Health Biological Technology Co., Ltd.; Wu Yongqian; Wang Lin; Yang Xiaoju; Tian Yuwei; (46 pag.)CN108341819; (2018); A;,
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.1346148-32-0, name is Methyl 5-fluoro-3-methylpicolinate, molecular formula is C8H8FNO2, molecular weight is 169.153, as common compound, the synthetic route is as follows.Recommanded Product: Methyl 5-fluoro-3-methylpicolinate

b) 5-Fluoro-3-methyl-pyridine-2-carboxylic acid To a solution of 5-fluoro-3-methyl-pyridine-2-carboxylic acid methyl ester (1.28 g) in MeOH (6 ml) was added at 22 C. a solution of lithium hydroxide mono hydrate (636 mg) in water (3 ml) and stiring was continued for 16 h. The mixture was diluted with water, the MeOH was evaporated at reduced pressure and the pH was adjusted to 1 using 1 N aqueous HCl. The aqueous layer was extracted with AcOEt, the organic layer was dried, evaporated and the residue was crystallized from AcOEt/n-heptane to give the title compound (1.02 g) as a pale yellow solid. MS: m/z=153.7 [M-H]-.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1346148-32-0, Methyl 5-fluoro-3-methylpicolinate, and friends who are interested can also refer to it.

Reference:
Patent; Banner, David; Guba, Wolfgang; Hilpert, Hans; Humm, Roland; Mauser, Harald; Mayweg, Alexander V.; Narquizian, Robert; Power, Eoin; Rogers-Evans, Mark; Rombach, Didier; Woltering, Thomas; Wostl, Wolfgang; US2011/312937; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 64951-08-2, 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 64951-08-2, name is Imidazo[1,2-a]pyridine-2-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows.

Imidazo[l,2-a]pyridine-2-carboxylic acid (500 mg, 3.1 mmol) was dissolved in ethanol (20 ml) and platinium oxide (100 mg) was added, and the mixture hydrogenated at 4 bar overnight. The mixture was filtered, and the filtrate evaporated to dryness to afford the sub-title compound (500 mg, 97%). 1H NMR (400 MHz, DMSO-J6) delta 7.63 (s, IH), 3.96 (t, 2H), 2.70 (t, 2H), 1.85 (m, 4H).

According to the analysis of related databases, 64951-08-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/108750; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem