Tag: M.W:100-200

Related Products of 71670-70-7, 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. 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride, molecular formula is C7H9Cl2N, 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.

A mixture of 7-chloro-N-((1S,2S)-2-hydroxycyclohexyl)-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (Intermediate 17), (270 mg), 2-(chloromethyl)-5-methylpyridine hydrochloride (180 mg) and cesium carbonate (689 mg) in DMF (3 mL) was stirred at rt overnight. The crude product was purified by prep. LCMS then azeotroped with DCM to remove the residual AcOH to give the desired compound (141 mg). LCMS: m/z 399.20 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 1.04-1.67 (m, 4H) 1.79 (d, J=9.2 Hz, 2H) 1.97-2.21 (m, 2H) 2.32 (s, 3H) 3.56 (td, J=9.9, 4.5 Hz, 1H) 3.79-4.00 (m, 1H) 5.61-5.98 (m, 2H) 6.69 (d, J=8.0 Hz, 1H) 7.17 (d, J=5.1 Hz, 1H) 7.41 (d, J=7.7 Hz, 1H) 8.14 (s, 1H) 8.35 (d, J=5.1 Hz, 1H) 8.41 (s, 1H) 9.04 (d, J=6.5 Hz, 1H)

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 71670-70-7, 2-(Chloromethyl)-5-methylpyridine hydrochloride.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; PAYNE, Andrew; CASTRO PINEIRO, Jose Luis; BIRCH, Louise Michelle; KHAN, Afzal; BRAUNTON, Alan James; KITULAGODA, James Edward; SOEJIMA, Motohiro; WO2015/49574; (2015); 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.1132-37-2, name is Dipyridin-2-ylmethane, molecular formula is C11H10N2, molecular weight is 170.2105, as common compound, the synthetic route is as follows.Computed Properties of C11H10N2

General procedure: In a dry flamed Schlenk tube under argon atmosphere, iridium dimers (1 eq.) and N^N ligands (2.2 eq.)were introduced in degassed 2:1 mixture of dichloromethane/methanol (8 mL). The reaction mixturewas stirred at 50 C for 6 h. After cooling down the solution to room temperature, excess of KPF6 (10eq.) was added affording a precipitate. The inorganic solid was filtered off and the filtrate wasevaporated. The solid was washed on a frit with diethyl ether (3×5 ml) and dried under vacuum to affordpure cationic iridium [Ir(C^N)2(N^N)][PF6] complexes.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1132-37-2, Dipyridin-2-ylmethane, and friends who are interested can also refer to it.

Reference:
Article; Sauvageot, Elodie; Lafite, Pierre; Duverger, Eric; Marion, Ronan; Hamel, Matthieu; Gaillard, Sylvain; Renaud, Jean-Luc; Daniellou, Richard; Journal of Organometallic Chemistry; vol. 808; (2016); p. 122 – 127;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 38427-94-0, 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.38427-94-0, name is tert-Butyl pyridin-2-ylcarbamate, molecular formula is C10H14N2O2, molecular weight is 194.23, as common compound, the synthetic route is as follows.

(3-Formyl-pyridin-2-yl)-carbamic Acid tert-Butyl Ester (5-2) tert-Butyllithium (1.7 M, 14.5 mL, 24.6 mmol, 2.39 equiv) was added to a solution of pyridin-2-yl-carbamic acid tert-butyl ester (5-1, 2.00 g, 10.3 mmol, 1 equiv) in ethyl ether (100 mL) at -78 C., and the resulting mixture was warmed to 0 C. and stirred for 1 h. N,N-Dimethylformamide (8.00 mL, 103 mmol, 10.0 equiv) was added with rapid stirring. The mixture was stirred at 0 C. for 10 min, then partitioned between half-saturated aqueous ammonium chloride solution (100 mL). The aqueous layer was further extracted with ethyl acetate (100 mL), and the combined organic layers were dried over sodium sulfate and concentrated. The residue was purified by flash column chromatography (40% ethyl acetate in hexanes) to afford (3-formyl-pyridin-2-yl)-carbamic acid tert-butyl ester (5-2) as a white solid. 1H NMR (300 MHz, CDCl3) delta 10.18 (br s, 1H), 9.91 (s, 1H), 8.64 (dd, 1H, J=4.9, 2.9 Hz), 7.98 (dd, 1H, J=7.6, 2.0 Hz), 7.12 (dd, 1H, J=7.6, 4.9 Hz), 1.55 (s, 9H); TLC (40% EtOAc/hexanes), Rf=0.41.

The chemical industry reduces the impact on the environment during synthesis 38427-94-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Merck & Co., Inc.; US6479512; (2002); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 4684-94-0 , The common heterocyclic compound, 4684-94-0, name is 6-Chloropicolinic acid, molecular formula is C6H4ClNO2, 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.

DMF (200 ml) was added to a 500 mL three-necked flask equipped with a thermometer, followed by the addition of m-trifluoromethylphenol.(0.26 mol, 42.2 g), potassium carbonate (0.266 mol, 37.2 g), 2-chloro-6-carboxypyridine (0.2 mol, 31.6 g) andCuprous chloride (1.0 g), warmed to 140 C, reacted for 8.0 h, cooled to room temperature, and poured into 600 ml of ice water.The pH of the brine was adjusted to 3, and the solid was precipitated, suction filtered, washed with water, and dried to give a white solid. Yield: 75%.

The synthetic route of 4684-94-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hebei University; Li Wan; Yang Zihui; Yang Fenglin; (6 pag.)CN108794390; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 156072-84-3, 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 156072-84-3 as follows.

(5-chloro-3-methylpyridin-2-yl)methanamine5-chloro-3-methylpyridine-2-carbonitrile (0.50 g; 3.28 mmol; 1.00 eq.) was dissolved in 7M ammonia/methanol (16 ml) and ethanol (16 ml) with Raney Ni which had been rinsed with ethanol 3×. The reaction was charged with H2 and stirred vigorously. After 21 h, the reaction was filtered through Celite, evaporated to a reddish-blue residue of (5-chloro-3-methylpyridin-2-yl)methanamine which was carried on without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,156072-84-3, its application will become more common.

Reference:
Patent; Global Blood Therapeutics, Inc.; Li, Zhe; Xu, Qing; Yu, Chul; Yee, Calvin; Gwaltney,, II, Stephen L.; Metcalf, Brian W.; Richards, Steven; Lardy, Matthew A.; Setti, Lina; Sham, Hing; US2015/315198; (2015); 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. 112110-07-3, name is 5-(Trifluoromethyl)pyridin-3-amine, the common compound, a new synthetic route is introduced below. Safety of 5-(Trifluoromethyl)pyridin-3-amine

To a stirred solution of Example 30A (100 mg, 0.62 mmol) and triethylamine (75 mg, 0.74 mmol) at0 C in dichloromethane (5 ml) is added ethyl malonyl chloride (108 mg, 0.65 mmol) dropwise over 15 minutes. The solution is allowed to warm to room temperature, and stirring is continued overnight (18 h). The crude reaction solution is concentrated in vacuo and the residue is purified by preparativeRP-HPLC (acetonitrile/water 1: 9 to 9: 1 gradient) to afford a colourless oil. Yield: 144.4 mg(85% of th.)HPLC (method 5): Rt = 3.80 min. , max 196 nm, 244 nm MS (ESIpos):m/z = 277[M+H] +H-NMR (300MHz, CDC13) :8 = 9.74 (s, 1H); 8.81 (s, 1H); 8.64 (s, 1H) ; 8.47 (s,1H) ; 4.30 (q, 2H); 3.53 (s, 2H);1. 35 (t, 3H) ppm.

The synthetic route of 112110-07-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/20410; (2004); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 100367-55-3 , The common heterocyclic compound, 100367-55-3, name is 5-Nitropicolinonitrile, molecular formula is C6H3N3O2, 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 mixture of X1 (149 mg, 1.0 mmol), NaOCH3 5.4 mg (0.1 mmol) and 10.0 mL CH3OH was placed in the 50 mL flask and reacted at 40 C for 1 h. Then methylaminoacetaldehyde dimethyl acetal 105.0 mg (1.0 mmol) and CH3COOH 0.5 mL were added into the reaction mixture refluxed for 30 min. After that CH3OH 5.0 mL and CH3COOH 1.0 mL were added to and refluxed for another 4.5 h. Then pH of the resulting mixture was adjusted to 10. The resulting precipitates were collected by filtration and washed with water (30 mL x 2) to give the crude material. The resulting crude material was purified by recrystallization with methanol to afford compound X2 133.0 mg (70.0 %). mp: 202-203 C. 1H NMR (300 MHz,DMSO-d6): delta 7.23 (s, 1H, CH-imidazole), 7.40 (s, 1H, CH-imidazole), 8.23 (d, 1H, 3-H, J = 8.8 Hz), 8.64 (dd, 1H, 4-H, J = 2.6 Hz and J = 8.8 Hz), 9.36 (d, 1H, 6-H, J = 2.6 Hz), 13.2 (s, 1H, NH-imidazole). IR (KBr): 3153, 3109, 1600, 1579, 1471, 1383, 1118, 858 cm-1.

The synthetic route of 100367-55-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jiao, Yu; Xin, Bo-Tao; Zhang, Yanmin; Wu, Jianbing; Lu, Xiaolin; Zheng, Ying; Tang, Weifang; Zhou, Xiang; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 170 – 183;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 2369-19-9, 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 2369-19-9, name is 2-Fluoro-5-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of diisopropylamine (252 mL, 1.80 mmol) in anhydrous tetrahydrofuran (5 mL) was added under argon at 20 C, a 2.5 M solution of n-butyllithium in hexanes (719 mL, 1.80 mmol). After stirring at 20 C for 30 min, the reaction was cooled to 78 C, then a solution of 2-fluoro-5-methylpyridine (14) [27] (200 mg, 1.80 mmol) in anhydrous tetrahydrofuran (1 mL) was added over 10 min. The reaction was stirred at 78 C for 3.5 h, then a solution of iodine (457 mg, 1.80 mmol) in anhydrous tetrahydrofuran (1 mL) was added. The mixture was stirred at 78 C for additional 1 h, before quenching with a solution of water (2 mL) and tetrahydrofuran (10 mL). After warming to 0 C, the mixture was diluted with water (50 mL) and sodium bisulfite was added until a colorless solution was obtained. After extraction with dichloromethane (3 x 30 mL), the combined organic layers were dried over magnesium sulfate, filtered and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (dichloromethane/cyclohexane, 5/5, v/v) to give 2-fluoro-3-iodo-5-methylpyridine (15) (275 mg, 1.16 mmol) as a colorless solid. Yield 65%; Rf (SiO2, dichloromethane/cyclohexane, 5/5, v/v) 0.21; mp 40-45 C; IR (KBr) nu 1049, 1379, 1446, 2930 cm-1; 1H NMR (200 MHz, CDCl3) delta 2.28 (s, 3H, CH3), 7.95 (m, 2H, H-4, H-6); 13C NMR (50 MHz, CDCl3) delta 17.0 (CH3), 75.4 (d, 2JC-F = 44 Hz, C-3), 132.7 (d, 4JC-F = 5 Hz, C-5), 146.8 (d, 3JC-F = 13 Hz, C-6), 150.4 (C-4), 160.4 (d, 1JC-F = 232 Hz, C-2); 19F NMR (470 Mz, CDCl3) 61.7; ESI-MS m/z 237.89 [M+H]+.

According to the analysis of related databases, 2369-19-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Billaud, Emilie M.F.; Maisonial-Besset, Aurelie; Rbah-Vidal, Latifa; Vidal, Aurelien; Besse, Sophie; Bequignat, Jean-Baptiste; Decombat, Caroline; Degoul, Francoise; Audin, Laurent; Deloye, Jean-Bernard; Dolle, Frederic; Kuhnast, Bertrand; Madelmont, Jean-Claude; Tarrit, Sebastien; Galmier, Marie-Josephe; Borel, Michele; Auzeloux, Philippe; Miot-Noirault, Elisabeth; Chezal, Jean-Michel; European Journal of Medicinal Chemistry; vol. 92; (2015); p. 818 – 838;,
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 6515-09-9, name is 2,3,6-Trichloropyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H2Cl3N

In a 1000 ml stainless steel autoclave, 50 g of 2,3,6-trichloropyridine was added.300g of methanol, 35g of triethylamine, and then added 0.05g of 10% palladium carbon.First replace the air in the kettle three times with nitrogen, and then replace it three times with hydrogen.Pressurize to 4.0Mpa and control the temperature at 45~50C.The reaction speed was set to 300 rpm/min, and hydrogen was continuously added during the reaction.The reaction pressure was maintained at 3.0 to 4.0 MPa, and the reaction was stopped after 4 hours of reaction.Cooling, sampling for liquid phase quantitative detection and analysis,The conversion rate of raw material 2,3,6-trichloropyridine is 96.5%.The selectivity to 2,3-dichloropyridine was 86.7%. After filtering the reaction solution,After rectifying and removing the reaction solvent, after adding a moisture layer,The organic phase was subjected to rectification to obtain 33.1 g of a white 2,3-dichloropyridine product.The product purity is 99.5%.

With the rapid development of chemical substances, we look forward to future research findings about 6515-09-9.

Reference:
Patent; Chongqing Zhong Bang Technology Co., Ltd.; Wang Ping; Lai Ming; Mu Xinbin; Jiang Cheng; Li Xueping; (5 pag.)CN109280026; (2019); A;,
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. 884495-30-1, name is 5-Fluoro-2-methoxyisonicotinic acid. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 5-Fluoro-2-methoxyisonicotinic acid

(5-Fluoro-2-methoxy-pyridin-4-yl)methanol, used as starting material was prepared as follows:-Borane-tetrahydrofuran complex (1M solution in THF, 52.6 ml, 52.6 mmol) was added slowly to a solution of 5-fluoro-2-methoxy-pyridine-4-carboxylic acid (2 g, 11.7 mmol) in THF (100 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2.5 h. The solvent was then evaporated and the residue was stirred in methanol (40 ml) for 16 h. The solvent was evaporated and the residue was purified on a silica isolute column, eluting with 0-1% MeOH in DCM to afford (5-fluoro-2-methoxy-pyridin-4-yl)methanol as a white solid (1.42 g, 77% yield).1H NMR (399.902 MHz, CDCl3) delta 3.90 (s, 3H), 4.76 (s, 2H), 6.84-6.87 (m, 1H), 7.92 (d, 1H). MS: m/z 158 (MH+); (5-Fluoro-2-methoxy-pyridin-4-yl)methanol, used as starting material, was prepared as follows:-Borane-tetrahydrofuran complex (IM solution in THF, 52.6 ml, 52.6 mmol) was added slowly to a solution of 5-fluoro-2-methoxy-pyridine-4-carboxylic acid (2 g, 11.7 mmol) in THF (100 ml) under nitrogen. The reaction mixture was stirred at room temperature for 2.5 h. The solvent was evaporated and the residue was stirred in methanol (40 ml) for 18 h. The solvent was evaporated and the crude product was purified by silica column chromatography, eluting with 0-1% MeOH in DCM. Pure product fractions were combined and evaporated to afford (5-fluoro-2-methoxypyridin-4-yl)methanol as a white solid (1.42 g, 77%).1H NMR (399.902 MHz, CDCl3) delta 3.90 (s, 3H), 4.76 (s, 2H), 6.84-6.87 (m, 1H), 7.92 (d, 1H); m/z (ES+) [M+H]+=158.

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, 884495-30-1, 5-Fluoro-2-methoxyisonicotinic acid.

Reference:
Patent; ASTRAZENECA AB; US2008/4302; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem