Tag: M.W:200-300

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.112197-15-6, name is 3-Iodo-2-methoxypyridine, molecular formula is C6H6INO, molecular weight is 235.02, as common compound, the synthetic route is as follows.Recommanded Product: 112197-15-6

To a stirred, cooled (0C) solution of 2,2,6,6-tetramethylpiperidine (0.25 mL, 1.5 mmol) in THF (2-3 mL) were successively added BuLi (about 1.6 M hexanes solution, 1.5 mmol) and, 5 min later, ZnCl2*TMEDA (0.13 g, 0.50 mmol). The mixture was stirred for 15 min at 0C before introduction of the substrate (1.0 mmol) at 0-10C. After 2 h at room temperature, a solution of I2 (0.38 g, 1.5 mmol) in THF (4 mL) was added. The mixture was stirred overnight before addition of an aqueous saturated solution of Na2S2O3 (4 mL) and extraction with AcOEt (3×20 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. To the crude iodide were added Cs2CO3 (0.65 g, 2.0 mmol), Cu powder (13 mg, 0.20 mmol), the azole (1.5 mmol) and MeCN (5 mL) and the resulting mixture was heated under reflux for 24 h. Filtration over Celite, washing with AcOEt, removal of the solvent and purification by chromatography on silica gel (the eluent is given in the product description) led to the compound described below. 2-Methoxy-3-(1-pyrazolyl)pyridine (1c). The general procedure 1 using 2-methoxypyridine (1a, 0.11 mL) and pyrazole (0.10 mL) gave 1c (eluent: heptane-AcOEt 80:20) in 32% yield as a pale yellow oil: IR (ATR): 752, 795, 933, 1016, 1045, 1105, 1189, 1251, 1304, 1394, 1415, 1471, 1521, 1593, 1736, 2956 cm-1; 1H NMR (CDCl3) d 4.04 (s, 3H), 6.42 (dd, 1H, J 2.5 and 1.8 Hz), 7.00 (dd, 1H,J 7.6 and 5.0 Hz), 7.70 (d, 1H, J 1.4 Hz), 8.07-8.13 (m, 2H), 8.21 (dd,1H, J 2.5 and 0.5 Hz); 13C NMR (CDCl3) d 54.0 (CH3), 106.8 (CH),117.4 (CH), 124.8 (C), 131.3 (CH), 131.8 (CH), 140.8 (CH), 144.3 (CH),154.9 (C); HRMS (ESI): calcd for C9H9N3NaO ([M+Na]) 198.0643, found 198.0641.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,112197-15-6, 3-Iodo-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Article; Hedidi, Madani; Erb, William; Bentabed-Ababsa, Ghenia; Chevallier, Floris; Picot, Laurent; Thiery, Valerie; Bach, Stephane; Ruchaud, Sandrine; Roisnel, Thierry; Dorcet, Vincent; Mongin, Florence; Tetrahedron; vol. 72; 41; (2016); p. 6467 – 6476;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile. A new synthetic method of this compound is introduced below.

Under nitrogen atmosphere, a solution of 5-bromo-3-fluoro-pyridine-2-carbonitrile (1.005 g, 5.00 mmol) in dry N,N-dimethylformamide (15 ml) was cooled to -50C and to this was added dropwise a freshly prepared solution of sodium ethanethiolate (0.429 g, 5.10 mmol) in dry N,N-dimethylformamide (5 ml). After stirring at -50C for 30 minutes, the cooling bath was removed and the mixture was allowed to warm to room temperature. Water and brine were added and the aqueous mixture was extracted with ethyl acetate. After separation, the organic layer was washed twice with brine, dried over sodium sulfate and concentrated. The crude product was purified over silica by flash column chromatography (0 to 40% gradient of ethyl acetate in heptane) to afford the title compound (0.93 g) as a solid. GCMS (method 3): 242/244 (M)+, retention time 6.33 min. H-NMR (CDCI3, ppm) 1.41 (3H), 3.06 (2H), 7.82 (1 H), 8.49 (1 H). Alternative preparation method: Under nitrogen atmosphere, a solution of 5-bromo-3-nitro-pyridine-2- carbonitrile (45.35 g, 199 mmol) in dry N,N-dimethylformamide (500 ml) was cooled to -50C and to this was added dropwise a freshly prepared solution of sodium ethanethiolate (17.4 g, 207 mmol) in dry N,N-dimethylformamide (200 ml) (not a completely clear solution). After complete addition, stirring was continued at -50C for 30 minutes. Water and brine were added and the cooling bath was removed. The aqueous mixture was extracted with ethyl acetate. After separation, the water layer was extracted with ethyl acetate once more. The combined the organic layers were washed twice with brine, dried over sodium sulfate and concentrated. The crude product was purified over silica by flash column chromatography (0 to 25% gradient of ethyl acetate in heptane) to afford the title compound (33.9 g) as a solid. LCMS (method 1 ): 243/245 (M+H)+; retention time: 0.95 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,573675-25-9, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; MUEHLEBACH, Michel; JUNG, Pierre, Joseph, Marcel; EDMUNDS, Andrew; EMERY, Daniel; BUCHHOLZ, Anke; (145 pag.)WO2017/16910; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 5470-17-7, name is 3-Bromo-2-chloro-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 3-Bromo-2-chloro-5-nitropyridine

(1) 3-Bromo-2-chloro-5-nitropyridine (2.38g) in N, N- dimethylformamide (10) 4- piperidinol (2.23g) was added and the solution at 60 0.5 hour to it stirred. Water was added to the reaction solution, the precipitated solid was filtered and collected to give a yellow solid (2.83g).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 5470-17-7, 3-Bromo-2-chloro-5-nitropyridine.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; Watanabe, Masayuki; Furukawa, Hiroyuki; Hamada, Maiko; Fuji, Naoto; Ushio, Hiroyuki; Takashima, Toru; (81 pag.)KR2015/2661; (2015); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 571188-59-5, name is tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 571188-59-5

5)Synthesis of Compound 18: 490mg 4-(6-amino-pyridin-3-yl)piperazine-1-carboxylic acid tert-butyl ester was added to 15ml of anhydroustoluene. The system was cooled to 0 C. 1.05eq LiHMDS was added dropwise. Aftercompletion of the dropwise addition, reaction was continued for 30min at roomtemperature. After the completion of the reaction, the system was cooled to 0 C. A solution of 5ml toluene containing 300mg ofCompound 17 was added dropwise. After the completion of the dropwise addition,the reaction was warmed to room temperature and reacted for 40min. After thecompletion of the reaction, the system was cooled to 0 C, and saturated NH4Clsolution was added to quench the reaction. After liquid separation, the organicphase was concentrated. Ethyl acetate was added and the system was filtered togive 470mg yellow solid as Compound 18.

With the rapid development of chemical substances, we look forward to future research findings about 571188-59-5.

Reference:
Patent; Tetranov Biopharm, LLC; Wu, Yusheng; Niu, Chengshan; Zou, Dapeng; Zhang, Sen; Guo, Ruiyun; Li, Jingya; (24 pag.)CN104447739; (2016); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1052714-46-1, 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 1052714-46-1, name is 6-Bromo-5-fluoropicolinic acid. This compound has unique chemical properties. The synthetic route is as follows.

Synthesis of methyl 6-bromo-5-fluoropicolinate To a solution of 6-bromo-5-fluoropicolinic acid (1.0 equiv.) in methanol (0.2 M) was added H2SO4 (4.2 equiv.) and the reaction was stirred at room temperature for two hours. Upon completion of the reaction as monitored by LC/MS, the reaction was diluted with ethyl acetate and quenched slowly with saturated aqueous NaHC03. The reaction was poured into a separatory funnel and extracted with ethyl acetate. The organic phase was dried with magnesium sulfate, filtered, and concentrated in vacuo to provide methyl 6-bromo-5-fiuoropicolinate as a white solid (>99%). LC/MS = 233.9/235.9 (M+H), Rt = 0.69 min.

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 1052714-46-1, 6-Bromo-5-fluoropicolinic acid.

Reference:
Patent; NOVARTIS AG; BURGER, Matthew; DRUMM III, Joseph; NISHIGUCHI, Gisele; RICO, Alice; SIMMONS, Robert Lowell; TAFT, Benjamin; TANNER, Huw; WO2013/175388; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 952-92-1, name is 1-Benzyl-1,4-dihydronicotinamide. A new synthetic method of this compound is introduced below., Computed Properties of C13H14N2O

General procedure: To the solution of HEH or BNAH (0.1 mmol) in ethanol or acetonitrile (2 mL) wasadded polysulfide 1 (0.2 mmol). The solution was incubated at r.t. or 37 C for 20 h(for HEH) or 5 h (for BNAH) under dark. After removing the solvent under reducedpressure, the yield of product 2 or 3 were determined by 1H-NMR.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 952-92-1, 1-Benzyl-1,4-dihydronicotinamide.

Reference:
Article; Peng, Bo; Liu, Chunrong; Li, Zhen; Day, Jacob J.; Lu, Yun; Lefer, David J.; Xian, Ming; Bioorganic and Medicinal Chemistry Letters; vol. 27; 3; (2017); p. 542 – 545;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 56187-37-2, 2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetic 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

200ml of toluene and 2-iodophenylboronic acid (0.21mol) were added to a clean reaction flask, then compound IV210.93g (1.06mol) was added, and then compound III327.21g (0.95mol) was slowly added, and the reaction was refluxed for 5-6h, After the reaction, cooled to room temperature, transferred to purified water, separated the solid and filtered, washed with purified water, recrystallized with ethanol, and dried under vacuum to obtain 484.55 g of cefoxidone (I), with a molar yield of 93% and a purity of 99.9 %,Maximum single impurity 0.04%

The synthetic route of 56187-37-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Liang Zhen; Liu Jiang; Liu Qingli; Zhang Jiwen; (6 pag.)CN110563750; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 155377-05-2, 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 155377-05-2, name is Methyl 6-(trifluoromethyl)picolinate. This compound has unique chemical properties. The synthetic route is as follows.

The biuret (13 g, 126.3 mmol) was dissolved in 300 mL of ethylene glycol dimethyl ether.Sodium hydride (42 g, 1053 mmol) was added portionwise and stirred at 50 C for 1 h.Add 6-(trifluoromethyl)-picolinic acid methyl ester (21.6 g, 105.3 mmol),heatingThe reaction was carried out at 85 C for 16 h.The reaction solution was poured into water, the pH was adjusted with concentrated hydrochloric acid, filtered, and the filter cake was dried.The title compound was obtained.

According to the analysis of related databases, 155377-05-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Zhao Liwen; Zhang Jin; Chen Cheng; Xu Chenglong; Wang Cheng; (19 pag.)CN110054616; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 66572-56-3, 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. 66572-56-3, name is 2-Bromoisonicotinic acid. A new synthetic method of this compound is introduced below.

HATU (45.17 g, 118.81 mmol) was added to a mixture of 2-bromopyridine-4- carboxylic acid (20 g, 99.01 mmol), DIPEA (69 mL, 396.03 mmol), and DMF (150 mL) at rt. The mixture was stirred for 45 min, and then 2-methylpropanamidine hydrochloride (14.57 g, 118.8 mmol) was added. The mixture was stirred for 3 h, poured into H20 (2 L), and then extracted with EtOAc (500 mL c 3). The combined organic layers were dried over Na2S04, filtered, concentrated, and then purified by silica gel chromatography (petroleum ether/EtOAc = 1/1) to give 2-brom o-N-( 1 -i m i no-2-m ethyl propyl )i soni coti nam i de (9 g, 34%) as a white solid. LCMS: 270.0 [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,66572-56-3, its application will become more common.

Reference:
Patent; METACRINE, INC.; SMITH, Nicholas D.; GOVEK, Steven P.; LAI, Andiliy G.; (0 pag.)WO2020/61118; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 918516-27-5, 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. 918516-27-5, name is 5-(4-Chlorophenyl)-1H-pyrrolo[2,3-b]pyridine, molecular formula is C13H9ClN2, 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.

General procedure: 7-Azaindole derivatives (4.2 mmol) were added to a stirredsuspension of AlCl3 (21.0 mmol, 2.80 g) in DCM (40 mL) placed at icebath. After the mixture was stirred at room temperature for 0.5 h,acetyl chloride (21.0 mmol, 1.49 mL) was added dropwise and theresulting mixture was reacted for 12 h at room temperature. MeOH(20 mL) was added cautiously to quench the reaction, the solventswere removed under reduced vacuum. Then the residue was dissolvedin 40 mL water,1N NaOH (aq) was added to adjust the pH upto 5, and extracted with ethyl acetate (15mL 3). The combinedorganic phase was dried over anhydride sodium sulfate andconcentrated under reduced vacuum. The residue was further purifiedby column chromatography on silica gel using PE/EA as eluentto afford the corresponding acylated product

According to the analysis of related databases, 918516-27-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Liu, Bin; Yuan, Xia; Xu, Bo; Zhang, Han; Li, Ridong; Wang, Xin; Ge, Zemei; Li, Runtao; European Journal of Medicinal Chemistry; vol. 170; (2019); p. 1 – 15;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem