Day: June 21, 2021

Application of 152684-26-9, 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 152684-26-9 as follows.

tert-butyl (2- ( (5-methoxy-6-nitropyridin-3-yl) (methyl) amino) ethyl) (methyl) carbamate(22b) A mixture of 5-bromo-3-methoxy-2-nitropyridine (22a) (2.8 g, 12.02 mmol) , tert-butyl methyl (2- (methylamino) ethyl) carbamate (2.67 g, 13.22 mmol) , Pd (OAc)2(0.27 g, 1.20 mmol) , Xantphos (0.69 g, 1.20 mmol) and Cs2CO3(11.7 g, 35.91 mmol) in toluene (56 mL) was stirred at 100 under nitrogen for 2.5 h. The mixture was cooled to r.t., quenched with water (200 mL) and extracted with EA (3×50 mL) . The extracts were washed with brine, dried over Na2SO4, concentrated and purified by column chromatography on silica gel eluting with 50ethyl acetate in hexanes to give tert-butyl (2- ( (5-methoxy-6-nitropyridin-3-yl) (methyl) amino) ethyl) (methyl) carbamate (22b) as yellow solid (3.0 g, 73) . MS-ESI (m/z) : 341 [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,152684-26-9, its application will become more common.

Reference:
Patent; SHANGHAI FOCHON PHARMACEUTICAL CO LTD; LI, Tongshuang; ZHAO, Xingdong; TIAN, Qiang; ZHANG, Weipeng; LIU, Hongbin; WANG, Xianlong; TAN, Haohan; TAN, Rui; LIU, Qihong; JIANG, Lihua; LIU, Yanxin; LINGHU, Li; LIN, Min; SUN, Jing; WANG, Weibo; WO2015/188777; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 62089-74-1, 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.62089-74-1, name is 1-(Pyridin-4-ylmethyl)piperazine, molecular formula is C10H15N3, molecular weight is 177.25, as common compound, the synthetic route is as follows.

Example 200 {4-Chloro-3-[2-(2,4-Dichloro-Phenyl)-Ethoxy]-5-Methoxy-Phenyl}-(4-Pyridin-4-Ylmethyl-Piperazin-1-Yl)-Methanone 0.050 g (0.13 mmol) of 4-Chloro-3-[2-(2,4-dichloro-phenyl)-ethoxy]-5-methoxy-benzoic acid was dissolved in 3 ml of DMF and treated with 0.061 g (0.53 mmol) of NEM and 0.043 g (0.13 mmol) of TOTU and 0.024 g (0.13 mmol) of 1-Pyridin-4-ylmethyl-piperazine. The solution was stirred for 16 h at RT. The solvent was removed under reduced pressure. The residue was purified by preparative RP-HPLC eluding with a gradient of 0 to 100% acetonitrile in water (+0.01% trifluoroacetic acid). After lyophilization the product was obtained as its trifluoroacetate salt.

Statistics shows that 62089-74-1 is playing an increasingly important role. we look forward to future research findings about 1-(Pyridin-4-ylmethyl)piperazine.

Reference:
Patent; Nazare, Marc; Will, David William; Peyman, Anuschirwan; Matter, Hans; Zoller, Gerhard; Gerlach, Uwe; US2002/198195; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 55758-32-2, 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. 55758-32-2, name is 6-Fluoropyridin-3-ol. A new synthetic method of this compound is introduced below.

To a 0 0C suspension Of Cs2COs (18.73 g, 57.48 mmol) in 150 mL DMF was added 6-fluoropyridin-3- ol (5.0 g, 44.21 mmol). The cloudy brown mixture was stirred for 15 minutes, then 1-bromo- 2-methoxyethane (6.232 mL, 66.32 mmol) was added. The reaction mixture was heated in a 110 0C sand bath and stirred for 17 hours, after which it was cooled to ambient temperature and the DMF was removed in vacuo. The resulting residue was combined with saturated NH4Cl and the mixture was extracted with DCM. The combined extracts were dried (Na2SO4), filtered, and concentrated. The crude material was purified on silica gel (5-50% ethyl acetate in hexanes gradient) to give the desired product (7.00 g, 92.50 % yield) as a clear, colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55758-32-2, 6-Fluoropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; CELESTE, Laura L.; DAVIS, T. Gregg; DELISLE, Robert Kirk; GRESCHUK, Julie Marie; GROSS, Stefan, D.; HICKEN, Erik, James; JACKSON, Leila, J.; LYSSIKATOS, Joseph, P.; KALLAN, Nicholas C.; MARMSATER, Fredrik, P.; MUNSON, Mark, C.; PHENEGER, Jed; RAST, Bryson; ROBINSON, John, E.; SCHLACHTER, Stephen T.; TOPALOV, George T.; WRIGHT, A. Dale; ZHAO, Qian; WO2010/22076; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 65-22-5, Adding some certain compound to certain chemical reactions, such as: 65-22-5, name is 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride,molecular formula is C8H10ClNO3, 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 65-22-5.

A solution of pyridoxal hydrochloride (10 mmol) in methanol was added to a methanolic solution of NEt3 (10 mmol in 10 ml). The mixture was stirred for 10 min. Then, a methanolic solution of 4-methyl-orthophenylenediamine (5 mmol in 5 ml) was slowly added to the reaction mixture. The obtained mixture was stirred for 5 h at room temperature. Then, the obtained orange solid was filtered off, washed with cold methanol, and dried in air to give the H2L Schiff base (Yield: 92%, Dec.; 232.6 C, the molecular ion peaks, m/z (M+) = 420).

According to the analysis of related databases, 65-22-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Yavari; Beyramabadi; Morsali; Bozorgmehr; Journal of Structural Chemistry; vol. 59; 5; (2018); p. 1102 – 1113; Zh. Strukt. Khim.; vol. 59; 5; (2017); p. 1144 – 1154,11;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 101990-73-2, 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. 101990-73-2, name is 2-Chloro-4-(chloromethyl)pyridine. A new synthetic method of this compound is introduced below.

Preparation of ethyl 5~rr(2-chloropyridin-4-yl)methyll(formyl)aminol-l- methyl- 1 H-pyrazole-4-carboxylateA solution of crude ethyl 5-(formylamino)-l -methyl- 1 H-pyrazole-4-carboxylate (3.0Og, 15.21mmol) from step 1 in dichloromethane (30ml) was treated with diazabicyclo(5.4.0)undec-7-ene (3.41ml, 22.82mmol) and allowed to stir at room temperature for 30 minutes. 2-Chloro-4-chloromethylpyridine (4.93g, 30.43mmol) was added, and the reaction mixture was allowed to stir at room temperature for 16 h. The reaction mixture was then diluted with DCM and washed with concentrated NaHCO3 solution, followed by water, then brine. The organic layer was dried over Na2SO4 and concentrated in vacuo. The crude residue was washed with ether, and the ether washings were concentrated and triturated with hexanes. The residue was again concentrated yielding 3.93g (80.1%) product as a thin oil.1R NMR (300 MHz, CD3CN) ? 8.30 (d, IH), 8.23 (s, IH), 7.85 (s, IH), 7.33 (s, IH), 7.22 (d, IH), 4.80 (bs, 2H), 4.17 (q, 2H), 3.67 (s, 3H), 1.23 (t, 3H); ES-MS m/z 323.1 [M+H]+, HPLC RT (min) 2.31.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101990-73-2, 2-Chloro-4-(chloromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMACEUTICALS CORPORATION; WO2006/133006; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 103041-38-9, 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 103041-38-9, name is Ethyl 3-(pyridin-2-ylamino)propanoate. This compound has unique chemical properties. The synthetic route is as follows.

c) Ethyl 3-{[{1-(methylamino)-2-nitrophen-4-yl}carbonyl](pyridyn-2-yl)aminolpropanoate hydrochloride [Show Image] 50 g (0.25 mol) of 4-(methylamino)-3-nitrobenzoic acid as obtained in step (a) were suspended in a mixture of 459.2 g of thionyl chloride and 3 mL of N,N-dimethylformamide. The mixture was stirred at reflux temperature for 45 minutes. Excess thionyl chloride was removed by vacuum distillation. The residue was dissolved in 300 mL of toluene, which was subsequently removed by vacuum distillation to remove completely any residual thionyl chloride. The brownish crystalline residue obtained was dissolved in 280 mL of tetrahydrofuran at 60C. At this point, 35.1 g of triethylamine were added to the solution. Then, a solution of 45 g (0.23 mol) of ethyl 3-(2-pyridylamino)propanoate as obtained in step (b) in 95 mL of tetrahydrofuran was added dropwise over the reaction mixture, keeping the temperature at about 30C. The resulting mixture was stirred overnight at room temperature. Solvent was removed by vacuum distillation, and the residue was dissolved in 1 L of dichloromethane. The resulting solution was washed with 500 mL of water, 500 mL of 2M hydrochloric acid, 500 mL of saturated sodium bicarbonate and 500 mL of water. The organic phase was dried with anhydrous sodium sulfate and concentrated under vacuum. The residue was dissolved with 600 mL of ethyl acetate, and dry hydrogen chloride was bubbled into the solution until precipitation was completed. The solid was isolated by filtration and dried to obtain 63 g of the title compound, which was recrystallized in a mixture of 450 mL of ethanol and 50 mL of acetonitrile at reflux temperature. After cooling to 10C, solid was isolated by filtration and dried to yield 44.7 g of ethyl 3-{[{1-(methylamino)-2-nitrophen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate hydrochloride as a yellow solid. Yield: 47.2 %. Purity (HPLC, method 1): 97.6 %.

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 103041-38-9, Ethyl 3-(pyridin-2-ylamino)propanoate.

Reference:
Patent; Medichem, S.A.; EP2522662; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 78686-79-0, Adding some certain compound to certain chemical reactions, such as: 78686-79-0, name is Methyl 5-bromo-2-chloronicotinate,molecular formula is C7H5BrClNO2, 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 78686-79-0.

To a mixture of NaBH4 (5.8 g, 152. 6 mmol, 4 eq) and anhydrous CaCl2 (16.9 g, 152. 6 mmol) in dry DCM (100 mL) at 0C, was added slowly methyl 5-bromo-2-chloronicotinate (9.5 g, 38.15 mmol). The resulting mixture was stirred at room temperature for 12h. Water was added to the reaction mixture at 0C. The organic layer was separated, dried over sodium sulfate, and concentrated in vacuo, to afford 6.8 g (crude) of (5-bromo-2-chloropyridin-3- yl)methanol, which was used in the next step without further purification. LCMS [M+H]+ 223.1.

According to the analysis of related databases, 78686-79-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; BONNEFOUS, Celine; JULIEN, Jackaline, D.; WO2011/103202; (2011); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 183741-80-2, tert-Butyl (6-methoxypyridin-3-yl)carbamate, 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, 183741-80-2, blongs to pyridine-derivatives compound. Formula: C11H16N2O3

[0614] Procedure: To a stirred solution of tert-butyl (6-methoxypyridin-3-yl)carbamate (7 g, 31.231 mmol) and tetramethylethylenediamine (14.05 mL , 93.640 mmol) in ether (140 mL) was added n-BuLi (46.82 mL, 3 eq, 2M solution in cyclohexane) at -78 C and the mixture was stirred at-10 C for 3 h. After re-cooling to- 78 C, dry carbon dioxide gas was bubbled and stirred for 5 min. The resulting suspension was allowed to room temperature and diluted with water. Organic layer separated and washed with dil. ammonium hydroxide solution. The combined aq. layer was acidified to pH 6 with dil. HCl. The resulting precipitate was filtered, dried under vacuum to afford 5-((tert-butoxycarbonyl)amino)-2-methoxyisonicotinic acid as off white solid (7.2 g, 85.99 %).1HNMR (400 MHz, DMSO-d6): delta 9.37 (bs, 1H), 8.67 (s, 1H), 7.11-(s, 1H), 3.84 (s, 3H), 1.44 (s, 9H). LC-MS (ES) m/z = 269.1 [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,183741-80-2, its application will become more common.

Reference:
Patent; MAVUPHARMA, INC.; GALLATIN, William Michael; ODINGO, Joshua; DIETSCH, Gregory N.; FLORIO, Vincent; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; (273 pag.)WO2019/46778; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1452-63-7, 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 1452-63-7, name is Picolinohydrazide. This compound has unique chemical properties. The synthetic route is as follows.

N-picolinoyl-N0-benzothioylhydrazide (Hpbth) was prepared byadding a methanol solution of carboxymethyl dithiobenzoate(2.12 g, 10 mmol) dropwise to 1 N NaOH solution of picolinic acidhydrazide (1.37 g, 10 mmol). The reaction mixture was stirred continuouslyfor 1 h and acidified with dil. acetic acid. The precipitateobtained was filtered off, washed with water, dried under reducedpressure and recrystallized from a mixture of MeOHACHCl3 (50:50v/v) [16]. Yield: 75%; m.p. 184 C. Found: C, 60.73; H, 4.31; N,16.30; S, 12.47%. Calc. for C13H11N3SO (257.31): C, 60.70; H, 4.28;N, 16.33; S, 12.44%. IR (cm1, KBr): m(NAH) 3236; m(CO) 1661;m(NAN) 1075; m(CS) 921. 1H NMR (DMSO-d6; d ppm): 10.63,10.05 (s,2H, NH), 8.68 (C1H), 7.90 (C2H), 7.92 (C3H), 8.044 (C4H),7.65 (C9H), 7.36 (C10H), 7.34 (C11H), 7.22 (C12H), 7.50 (C13H),13C NMR (DMSO-d6; d ppm): 190.71 (CS), 163.07 (CO), 147.53(C1), 131.17 (C2), 137.53 (C3), 131.72 (C4), 149.08 (C5), 138.05(C8), 129.16 (C9, C13), 127.97 (C10, C12), 131.06 (C11).

According to the analysis of related databases, 1452-63-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Kushawaha; Dani; Bharty; Chaudhari; Sharma; Kharwar; Singh; Journal of Molecular Structure; vol. 1063; 1; (2014); p. 60 – 69;,
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. 77992-44-0, name is (5-Bromopyridin-2-yl)hydrazine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 77992-44-0

General procedure: A mixture of 2-hydrazinylpyridine (0.5 mmol), imidazolium chloride (0.05 mmol) in DMF (2.0 mL) was stirred at 153 for 3-16 hours. The reaction was monitored by TLC. Upon completion, DMF was removed by rotary evaporator and the residue was applied for purification by flash column chromatography on silica gel to afford the desired product.

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, 77992-44-0, (5-Bromopyridin-2-yl)hydrazine.

Reference:
Article; Liu, Lingfeng; Qiao, Chunhua; Shen, Bei; Xu, Yiwen; Tetrahedron Letters; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem