Month: September 2021

Adding a certain compound to certain chemical reactions, such as: 1263280-06-3, 5-Bromo-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, 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: 5-Bromo-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromo-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one

To a stirred solution of compound I (0.050 g, 0.207 mmol ) in propionitrile (4 ml) and DMF (1 ml) were added compound B( 0.047 g,0.207 mmol ),Pd(OAc)2( 0.004 g,0.0207 mmol ), P(o-tol)3 (0.011 g, 0.04 mmol )and DIPEA (0.053g, 0.4mm01 ) .The total reaction mass was purged with argon and heated at reflux temperature for 16 h. Reaction mass cooled to room temperature and concentrated under vacuum. Crude reaction mass was purified by column chromatography by eluting with 60% ethyl acetate in pet ether to afford the desired compound VT-02-00066 (0.017g). ? NMR (400 MHz, CDC13) 8.5 (s,lH ), 8.28(s,lH ), 7.6-7.63(d, J=1.2 Hz ,1H ),7.6(s,lH), 7.5(d, J= 8.0 Hz ,1H ) , 7.42 (d, J= 8.0Hz ,1H), 7.3 (m,2H), 6.85 (d, J= 2.0Hz ,1H ), 3.2 (d, J= 4.4Hz ,3H ), 1.44 (s,6H). MS(ESI): m/z 392(M+H)+

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1263280-06-3, 5-Bromo-3,3-dimethyl-1H-pyrrolo[2,3-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; VITAS PHARMA RESEARCH PRIVATE LIMITED; RANGARAJAN, Radha; KUMAR, Rajinder; PRABHAKAR, B V; CHANDRASEKHAR, P; MALLIKARJUNA, P; BANERJEE, Ankita; WO2013/42035; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 17282-40-5, Adding some certain compound to certain chemical reactions, such as: 17282-40-5, name is 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide,molecular formula is C9H12BrNO2, 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 17282-40-5.

General procedure: Mixture of ethyl acetoacetate(1, 211 mg, 0.153 mmol), hydrazine (2, 81 mg, 0.153), 7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde (4a, 406 mg,0.153 mmol), 1-(2-ethoxy-2-oxoethyl)pyridinium ylide (4, 272mg, 0.153 mmol), 0.1 equivalents of trimethylamine (16 mg,0.015 mmol) in15 mL EtOH were refluxed in a pre-heated oilbath (80 C) under the blanket of nitrogen for 30 min till the completion of reaction (TLC, 20 % dicholromethane in hexanes; Rf = 0.3). The reaction mixture was diluted with dichloromethane (10 mL) and the organic solution was washed with water (20 mL) and brine (20 mL) and dried over anhydrousNa2SO4. Column chromatographic purification on silica gelwith increasing amount of dichlormethane in hexanes provided 8a as a free flowing solid in about 88 % yield. Analytical samples were obtained through from the recrystallization in EtOH.

According to the analysis of related databases, 17282-40-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Tangeti, Venkata Swamy; Vasundhara; Satyanarayana; Pavan Kumar, Kaja Srinivas; Asian Journal of Chemistry; vol. 29; 7; (2017); p. 1525 – 1532;,
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. 127561-18-6, name is 1-(6-(Trifluoromethyl)pyridin-2-yl)piperazine, the common compound, a new synthetic route is introduced below. Quality Control of 1-(6-(Trifluoromethyl)pyridin-2-yl)piperazine

A solution of 4-fluorophenyl /V-5-[(zPatent; CENTAURUS THERAPEUTICS; ROMERO, Donna, L.; BLITZER, Jeremy; (242 pag.)WO2019/140188; (2019); 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. 19755-53-4, name is 2-Bromo-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-Bromo-3-nitropyridine

Example 16; 1-(2-(benzo[b]thiophen-2-yl)pyridin-3-yl)-3-(4-(trifluoromethoxy)phenyl)urea; 16a. 2-(benzo[b]thiophen-2-yl)-3-nitropyridine; To a solution of 2-bromo-3-nitropyridine (75 mg, 0.371 mmol) in DME (3 mL) was added benzofuran boronic acid (132 mg, 0.802 mmol), followed by Pd(PPh3)4 (35 mg, 0.03 mmol) and K2CO3 (145 mg, 1.05 mmol). The reaction mixture was stirred at 80 C. for 16 h. The mixture was filtered and washed with CH2Cl2 (10 mL). The solvent was evaporated under reduced pressure and purified by column chromatography using 0 to 80% EtOAc in hexane over 40 min as eluting gradient to afford 16a (38 mg, 40%) as a yellowish powder. MS (ES) m/z 257 [M+H]+.

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, 19755-53-4, 2-Bromo-3-nitropyridine.

Reference:
Patent; Bristol-Myers Squibb Company; US2006/293336; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 85838-94-4, name is tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate, molecular formula is C10H17NO2, 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. HPLC of Formula: C10H17NO2

To a solution of tert-butyl5,6-dihydropyridine-1(2H)-carboxylate (0.3627 g, 1.979 mmol) in CH2Ch (5 ml) at ooc was5 added a solution of mCPBA (0.53 g, 3.07 mmol) in CH2Cb (5 ml). The resulting reactionmixture was allowed to warm to rt and stirred over the weekend. The reaction was partitionedbetween EtOAc and 5% Na2S20 3. After separation of layers, the organic layer was washed withsat. NaHC03. brine, dried over anhydrous MgS0 4, filtered and concentrated to give the titlecompound as colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about 85838-94-4.

Reference:
Patent; MERCK SHARP & DOHME CORP.; CHOBANIAN, Harry; PIO, Barbara; GUO, Yan; DING, Fa-Xiang; DONG, Shuzhi; WALSH, Shawn, P.; JIANG, Jinlong; KIM, Dooseop; WO2015/95097; (2015); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6959-47-3, 2-(Chloromethyl)pyridine hydrochloride, 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: 2-(Chloromethyl)pyridine hydrochloride, blongs to pyridine-derivatives compound. Recommanded Product: 2-(Chloromethyl)pyridine hydrochloride

The ligand L1 was synthesized via previously reported procedure[23]. A solution of potassium carbonate (2.55 g, 18.45 mmol)in 10 mL water was dropwise added to the aqueous solution of 2-(chloromethyl)-pyridine hydrochloride (1.5 g, 9.15 mmol in10 mL). After about 30 min. of stirring at room temperature, thereaction mixture was extracted with dichloromethane(3 20 mL). The combined organic extracts were dried over anhydroussodium sulfate. The solution was filtered and the solvent wasremoved under vacuum. The resulted residue was then dissolvedin dichloromethane (10 mL). The dichloromethane solution of 2-chloromethyl-pyridine was added dropwise to a solution of N,N0-dimethylethylenediamine (0.471 mL, 5.34 mmol) in dichloromethane(15 mL). After this addition, 10 mL of aqueous sodiumhydroxide (1 M) was added slowly and the reaction mixture wasstirred for next 60 h at room temperature. After stirring was finished,another fraction of sodium hydroxide (10 mL, 1 M) wasadded rapidly. The reaction mixture was extracted with dichloromethane(3 25 mL) and combined organic portion was dried overanhydrous sodium sulfate. Evaporation of solvent led to isolationof the ligand L1 as a dark orange oil. (1.13 g, Yield 79%) 1H NMR(500 MHz, Methanol-d4) d 7.27 (m, 2H, pyridine ring), 7.50 (d,2H, pyridine ring), 7.76 (m, 2H, pyridine ring), 8.45 (d, 2H, pyridinering), 3.68 (s, 4H, -N-CH2-Py), 2.63 (s, 4H, -CH2-CH2-), 2.26 (s, 6H,N-CH3). IR (cm1): 2945, 2789, 1589, 1569, 1472, 1432, 1360,1304, 1146, 1090, 1031, 994, 635, 614, 418.

The synthetic route of 6959-47-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Singh, Nirupama; Niklas, Jens; Poluektov, Oleg; Van Heuvelen, Katherine M.; Mukherjee, Anusree; Inorganica Chimica Acta; vol. 455; (2017); p. 221 – 230;,
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. 62150-45-2, name is 4-Bromopyridine-2-carbonitrile. A new synthetic method of this compound is introduced below., Application In Synthesis of 4-Bromopyridine-2-carbonitrile

Step 1. 5-Chloro-3,4′-bipyridine-2-carbonitrile A degassed mixture of 4-bromopyridine-2-carbonitrile (0.99 g, 5.4 mmol, Synthonix), (5-chloropyridin-3-yl)boronic acid (0.847 g, 5.38 mmol, Aldrich), CsF (2.4 g, 16 mmol), and 4-(di-tert-butylphosphino)-N,N-dimethylaniline-dichloropalladium (2:1) (0.38 g, 0.54 mmol, Aldrich) in 1,4-dioxane (10 mL) and water (3 mL) was heated to 90-105° C. for 2.5 hours. The reaction mixture was filtered and the volume was reduced via rotary evaporation. The mixture was diluted with water and extracted with EtOAc. The combined organic extracts were washed sequentially with water and brine, dried over sodium sulfate, filtered, and concentrated. The resulting solid was triturated with MTBE (5 mL). The solid product was isolated by filtration and air dried. Yield: 0.95 g, 82percent. LCMS (M+H)+: 216.0/218.0.

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, 62150-45-2, 4-Bromopyridine-2-carbonitrile.

Reference:
Patent; Incyte Corporation; Sparks, Richard B.; Shepard, Stacey; Combs, Andrew P.; Buesking, Andrew W.; Shao, Lixin; Wang, Haisheng; Falahatpisheh, Nikoo; (158 pag.)US2017/190689; (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. 504-24-5, name is 4-Aminopyridine. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H6N2

Example 25A 2,2-dimethyl-N-pyridin-4-ylpropanamide A mixture of 4-aminopyridine (10 g, 106 mmol) and pivaloyl chloride (12.9 g, 107 mmol) in 200 mL dichloromethane was cooled to 0 C. and treated slowly with triethylamine (10.9 g, 108 mmol), warmed to room temperature, stirred overnight, and diluted with water. The aqueous layer was extracted three times with dichloromethane and the combined extracts were washed with brine, dried (Na2SO4), filtered, and concentrated. The product was recrystallized from toluene to provide the desired product (14 g, 74%).

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, 504-24-5, 4-Aminopyridine.

Reference:
Patent; Li, Qun; Woods, Keith W.; Zhu, Gui-Dong; Fischer, John P.; Gong, Jianchun; Li, Tongmei; Gandhi, Virajkumar; Thomas, Sheela A.; Packard, Garrick K.; Song, Xiaohong; Abrams, Jason N.; Diebold, Robert B.; Dinges, Jurgen; Hutchins, Charles W.; Stoll, Vincent S.; Rosenberg, Saul H.; Giranda, Vincent L.; US2003/199511; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1206977-80-1, 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 1206977-80-1 as follows.

[0098] As shown in step 3-ii of Scheme 3, an excess of sodium metal was dissolved into 20 mL anhydrous methanol and 2-chloro-3-(difluoromethoxy)pyridine (2.O g, 11.1 mmol ) in anhydrous methanol was added. The reaction mixture was stirred in a sealed vessel at 1000C for 6 hours. The volatiles were removed under reduced pressure and the residue was partitioned between EtOAc and brine. The brine was extracted with EtOAc and the combined organics were dried over Na2SO4, filtered, and the volatiles removed under reduced pressure. The product was purified by silica gel chromatography (DCM) to yield 3-(difluoromethoxy)- 2-methoxypyridine as a colorless oil (Compound 1007, 1.1 g, 56% yield: ESMS (M+H) 176.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1206977-80-1, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; ARONOV, Alex; BANDARAGE, Upul, Keerthi; COTTRELL, Kevin; DAVIES, Robert; KRUEGER, Elaine; LEDEBOER, Mark; LEDFORD, Brian; LE TIRAN, Arnaud; LIAO, Yusheng; MESSERSMITH, David; WANG, Tiansheng; XU, Jinwang; WO2010/96389; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 120277-69-2, 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. 120277-69-2, name is 3-Bromo-5-(chloromethyl)pyridine. A new synthetic method of this compound is introduced below.

To a suspension of sodium hydride (60% in mineral oil, 0.044 g, 1.09 mmol) in DMF (2 mL) was added pyrrolidin-2-one (0.081 g, 0.945 mmol) and the reaction mixture was stirred at room temperature for 20 min. Then, 3-bromo-5-chloromethyl-pyridine (0.15 g, 0.727 mmol) was added and the resulting suspension was heated at 60 C. over night. The mixture was quenched with water (2 mL) and extracted with EtOAc (2×10 mL). Combined organics were dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by silica gel flash chromatography eluting with a 0 to 5% MeOH-DCM gradient to give the title compound (0.217 g, 87%) as a white solid. MS: 251.1, 257.1 (M+H+)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,120277-69-2, 3-Bromo-5-(chloromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Aebi, Johannes; Amrein, Kurt; Hornsperger, Benoit; Knust, Henner; Kuhn, Bernd; Liu, Yongfu; Maerki, Hans P.; Mayweg, Alexander V.; Mohr, Peter; Tan, Xuefei; Zhou, Mingwei; US2013/72679; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem