Pyridine-derivatives

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. 98400-69-2, name is 4-(Boc-Amino)pyridine, molecular formula is C10H14N2O2, 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. Recommanded Product: 98400-69-2

Preparation 55 : 4-[N-(tert-Butyloxycarbonyl)amino]-3-pyridine-carboxaldehyde; The title compound was synthesized via a known method from 4-[N-(tert- butyloxycarbonyl)amino]pyridine (M.C. Venuti et al., J. Med. Chem., 1988, 31, 2136-2145. delta? (CDCl3): 1.55 (9H, s), 8.34 (IH, d), 8.59 (IH, d), 8.76 (IH, s), 9.98 (IH, s), 10.43 (IH, br s); m/z (ES+) = 223.01 [M+H]+; RT = 3.01 min.

With the rapid development of chemical substances, we look forward to future research findings about 98400-69-2.

Reference:
Patent; PROSIDION LIMITED; WO2006/59164; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1101120-05-1, 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 1101120-05-1 as follows.

General procedure: These were made using NaHCO3 or 2,6-lutidine as detailed below, unless otherwise stated. Methylhydrazine sulfate (1.2 equiv) and NaHCO3 (5 equiv) were added to a solution of 3-formylpyrazolo[1,5-a]pyridine-5-carbonitrile (2) (1 equiv) in MeOH (5 mL). After all of the aldehyde was consumed, sulfonyl chloride or acyl chloride (1.3 equiv) was added and the reaction mixture stirred for a further 30 min. The solvent was removed in vacuo and the residue taken up in CH2Cl2 and water. The layers were separated and the aqueous phase extracted with CH2Cl2, then the combined organic layers were dried (Na2SO4) and the solvent removed in vacuo. Chromatography or trituration then afforded the hydrazides. Alternatively, methylhydrazine sulfate (1.2 equiv) and 2,6-lutidine (5 equiv) were added to a solution of 2 (1 equiv) in MeOH (5 mL). After all of the aldehyde was consumed, sulfonyl chloride or acyl chloride (1.3 equiv) was added and the reaction mixture stirred for a further 30 min. The hydrazide was then filtered off, washed with MeOH and dried.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1101120-05-1, its application will become more common.

Reference:
Article; Kendall, Jackie D.; Giddens, Anna C.; Tsang, Kit Yee; Frederick, Raphael; Marshall, Elaine S.; Singh, Ripudaman; Lill, Claire L.; Lee, Woo-Jeong; Kolekar, Sharada; Chao, Mindy; Malik, Alisha; Yu, Shuqiao; Chaussade, Claire; Buchanan, Christina; Rewcastle, Gordon W.; Baguley, Bruce C.; Flanagan, Jack U.; Jamieson, Stephen M.F.; Denny, William A.; Shepherd, Peter R.; Bioorganic and Medicinal Chemistry; vol. 20; 1; (2012); p. 58 – 68;,
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. 6283-81-4, name is Ethyl 3-oxo-3-(pyridin-3-yl)propanoate. A new synthetic method of this compound is introduced below., COA of Formula: C10H11NO3

To 3-oxo-3-pyridin-3-yl-propionic acid ethyl ester (500 mg, 3.57 mmol) in AcOH was added ethylhydrazine oxalate (231.9 mg, 3.86 mmol) and the mixture refluxed for 16 h. After which, the AcOH was evaporated and crude mass neutralized with aq. Na2CO3 solution. Following extraction with EtOAc, the organic phase was washed with brine, dried over Na2SO4 and concentrated. The crude material was purified by column chromatography using 2% MeOH-DCM as an eluent to give 2-ethyl-5-pyridin-3-yl-2H-pyrazol-3-ol (110 mg, 22.5%) as a yellow solid.

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, 6283-81-4, Ethyl 3-oxo-3-(pyridin-3-yl)propanoate.

Reference:
Patent; Hoffmann-La Roche Inc.; Alam, Muzaffar; Du Bois, Daisy Jo; Hawley, Ronald Charles; Minatti, Ana Elena; Kennedy-Smith, Joshua; Thakkar, Kshitij Chhabilbhai; Wilhelm, Robert Stephen; US2013/158066; (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. 6188-23-4, name is 6-Bromoimidazo[1,2-a]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 6-Bromoimidazo[1,2-a]pyridine

B. 3-Nitro-6-bromoimidazo [1,2-a] pyridine A solution of 24 gms. (.122 mole) of 6-bromoimidazo [1,2-a] pyridine in 80 ml. of concentrated sulfuric acid is treated dropwise with 24 ml. of concentrated nitric acid while maintaining a temperature of 15 C. with external cooling. When the addition is complete, the reaction mixture is stirred at room temperature for 1/2 hour and poured onto 450 gm. of ice. The ph of the mixture is adjusted to ph 4 with aqueous potassium hydroxide and the resultant solids are collected by filtration. The filter cake is washed with water and dried. Recrystallization from methylene chloride-hexane yields pure 3-nitro 6-bromoimidazo [1,2-a] pyridine m.p. 160-161 C.

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, 6188-23-4, 6-Bromoimidazo[1,2-a]pyridine.

Reference:
Patent; Merck & Co., Inc.; US4096264; (1978); 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. 910543-72-5, name is 3-Amino-5-bromo-1-methylpyridin-2(1H)-one. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H7BrN2O

To a solution of (6-Chloro-pyridin-3-yl)-(4-methyl-piperazin-l-yl)-methanone (2.0Og, 7.46 mmol) in 10 mL dimethylformamide was added 3-Amino-5-bromo-l -methyl- lH-pyridin-2-one (1.8Og, 8.95mmol) and sodium hydiride (537mg, 22.4mmol). After stirring for 18 hours, this was quenched with water. This was extracted with ethylacetate. The ethylacetate layer was dired over anhydrous sodium sulfate, concentrated in vacuo, and purified by flash chromatography (gradient elution 0 to 5% methanol/DCM) to yield 5-Bromo-l-methyl-3-[5-(4-methyl- piperazine-l-carbonyl)-pyridin-2-ylamino]-lH-pyridin-2-one (900mg, 1.94mmol). MS (ESI) 406.0 (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, 910543-72-5, 3-Amino-5-bromo-1-methylpyridin-2(1H)-one.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/98144; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 148760-75-2, 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 148760-75-2, name is tert-Butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of tert-butyl 1H-pyrrolo[3,2-c]pyridine-1-carboxylate (2.55 g) in the mixture solvent of glycol monomethyl ether (40 mL) and AcOH (1 mL) was added a catalytic amount of Pd(OH)2/C. The suspension was heated at 70 C. for 24 h under H2 (2.0 MPa) and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column (eluting agent: 10:1 (v/v) CH2Cl2/MeOH) to give the product as viscous liquid (2.64 g, 100.00%).

According to the analysis of related databases, 148760-75-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 118175-10-3, 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 118175-10-3 as follows.

(Reference Example 4) 2-Hydroxymethyl-4-(3-methoxypropoxy)-3-methylpyridine (5.0 g (23.7 mmol)) was dissolved in dichloromethane (40 ml), and thionyl chloride (4.23 g (35.6 mmol)) was added dropwise thereto so that the temperature did not exceed 25C. Following stirring at room temperature, disappearance of the raw materials was confirmed by TLC, and 2-chloromethyl-4-(3-methoxypropoxy)-3-methylpyridine (6.23 g) was obtained by concentrating under a reduced pressure (yield: 99.0%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,118175-10-3, its application will become more common.

Reference:
Patent; Eisai R&D Management Co., Ltd.; EP1775292; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 15862-46-1, 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.15862-46-1, name is N-(5-Bromopyridin-3-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.

Intermediate 61 : N-(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl)acetamide To a suspension of A/-(5-bromopyridin-3-yl)acetamide (for a preparation see Intermediate 60, 563 mg, 2.62 mmol), 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi(1 ,3,2-dioxaborolane) (1330 mg, 5.24 mmol) and potassium acetate (771 mg, 7.85 mmol) in 1 ,4-dioxane (8 mL) in a microwave vial, was added PdC idppf) (192 mg, 0.262 mmol). The vial was sealed and the mixture was heated in a microwave at 100C for 1 h. The mixture was dissolved in ethyl acetate and filtered through a Celite cartridge (10 g). The solvent was evaporated under reduced pressure to give A/-(5-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)pyridin-3-yl)acetamide as a brown oil (1.77 g, 258 %). This crude material was used in the next step without further purification: 100 % conversion assumed therefore maximum purity of crude material is 39 %. LCMS (2 min, High pH): Rt = 0.47 min, MH+ 263

The chemical industry reduces the impact on the environment during synthesis 15862-46-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; BAMBOROUGH, Paul; BARKER, Michael David; BIT, Rino Antonio; BROWN, John Alexander; CAMPBELL, Matthew; GARTON, Neil Stuart; LINDON, Matthew J; SHIPLEY, Tracy Jane; THEODOULOU, Natalie Hope; WELLAWAY, Christopher Roland; WESTAWAY, Susan Marie; WO2014/140077; (2014); 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. 128372-89-4, name is tert-Butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate, molecular formula is C10H15NO3, 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. Safety of tert-Butyl 2-oxo-5,6-dihydropyridine-1(2H)-carboxylate

General procedure: A dried Schlenk flask was charged with arylboronic acid (3, 0.4 mmol), [Rh(L1)(OH)]2 (L1=(S,S)-Ph-thpe, 3.8 mg, 0.005 mmol), KHF2 (3.2 mg, 0.04 mmol), and 1 mL of anhydrous toluene under argon. The resulting mixture was stirred at room temperature for 30 min. 1-N-Boc-2-oxo-5,6-dihydropyridine (2c, 39.4 mg, 0.2 mmol) in toluene (1 mL) was added. Seven minutes later, 0.1 mL of isopropanol was added. After being stirred at room temperature for 2 h, the reaction was quenched with saturated aq NH4Cl, extracted with ethyl acetate (20 mL×3), and the combined organic phases were washed with brine, dried with anhydrous Na2SO4, filtered, and concentrated. The residue was purified by silica gel (300-400 mesh) column chromatography to afford 4.

With the rapid development of chemical substances, we look forward to future research findings about 128372-89-4.

Reference:
Article; He, Zhi-Tao; Wei, Ya-Bing; Yu, Hong-Jie; Sun, Cai-Yun; Feng, Chen-Guo; Tian, Ping; Lin, Guo-Qiang; Tetrahedron; vol. 68; 45; (2012); p. 9186 – 9191;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 109-04-6, 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. 109-04-6, name is 2-Bromopyridine, molecular formula is C5H4BrN, 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.

1 ml (10.5 mmol) of 2-bromopyridine in 80 ml of anhydrous THF is cooled to -78 C. under a stream of argon, 9.4 ml (15 mmol) of 1.6N n-BuLi in hexane are added thereto and the mixture is stirred for 30 minutes. 3.2 ml (12 mmol) of tributyltin chloride are thus added and the mixture is stirred, still at -78 C., for 2 hours and afterwards at -20 C. for 3 hours. It is poured into an aqueous NH4Cl solution and extracted with ethyl acetate. The organic phase is dried and the solvent is evaporated. The residue is purified by chromatography on a column of silica gel, elution being carried out with a cyclohexane/ethyl acetate=9/1 mixture, 2.5 g of 2-(tributyltin)pyridine thus being obtained in the form of a yellow oil. 0.31 g of the product thus obtained is dissolved in 5 ml of toluene, and 0.13 ml (0.92 mmol) of 2-(4-bromophenyl)ethanol and 49 mg (0.042 mmol) of tetrakis(triphenylphosphine)Pd are added thereto. The mixture is heated at reflux under a stream of argon for 6 hours. The mixture is poured into water, extraction is carried out with ethyl acetate, the organic phase is dried and the solvent is evaporated. The residue is purified by chromatography on a column of silica gel, elution being carried out with a cyclohexane/ethyl acetate=1/1 and subsequently 4/6 mixture, the title product thus being obtained.

According to the analysis of related databases, 109-04-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Baroni, Marco; Bourrie, Bernard; Casellas, Pierre; Puleo, Letizia; US2005/4132; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem