Pyridine-derivatives

Reference of 1211580-54-9, 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. 1211580-54-9, name is 4-Bromo-2-(difluoromethyl)pyridine. A new synthetic method of this compound is introduced below.

[0208] Step 2: (R)-benzyl 7-(3-(2-(difluoromethyl)pyridin-4-yl)-l-trityl- lH-indazol-5-yl)-6-oxo-2,7-diazaspiro[4.4]nonane-2-carboxylate : To a stirred solution of 4-bromo-2-(difluoromethyl)pyridine (0.520 g, 2.51 mmol) and bis(pinacolato)diboron (1.270 g, 5.02 mmol) in 1,4-dioxane (15 mL), was added potassium acetate (0.740 g, 7.53 mmol). The solution was degassed for 15 mins. [Iota, – bis(diphenylphosphino)ferrocene]dichloropalladium (II) DCM complex (0.102 g, 0.125 mmol) was added. The mixture was degassed for 10 mins followed by refluxing for 3 h. The mixture was cooled to rt and (i?)-benzyl 7-(3-iodo-l -trityl-lH-indazol-5-yl)-6-oxo- 2,7-diazaspiro[4.4]nonane-2-carboxylate (Intermediate 7) (1.523 g, 2.009 mmol) in ethanol: toluene: water (1 : 1 : 1, 15 mL) was added followed by potassium carbonate (1.733 g, 12.56 mmol). The solution was degassed for 20 mins. Tetrakis(triphenylphosphine)palladium(0) (0.145 g, 0.125 mmol) was added. The mixture was degassed for 10 mins followed by refluxing for 3 h. The mixture was cooled to rt and filtered through a Celite pad. To the filtrate was added cold water, and the mixture was extracted with ethyl acetate (3 X 50 mL). The combined organic layers were washed with water (30 mL) and brine (20 mL), dried over sodium sulfate, filtered and concentrated. The crude compound was purified by column chromatography (100-200 silica) using 50% ethyl acetate in hexane as eluent to afford (i?)-benzyl 7-(3-(2- (difluoromethyl)pyridin-4-yl)-l -trityl-lH-indazol-5-yl)-6-oxo-2,7-diazaspiro[4.4]nonane- 2-carboxylate (0.500 g, 0.658 mmol, 33% yield ) as an off white solid . XH NMR (400 MHz, DMSO-de) delta 8.81 (d, J= 5.1Hz, 1H), 8.37 (d, J = 1.5 Hz, 1H), 8.09-8.00 (m, 2H), 7.50 (br d, J = 9.5 Hz, 1H), 7.43-7.27 (m, 14H), 7.20 (dd, J = 1.8, 7.7 Hz, 7H), 6.49 (d, J = 9.2 Hz, 1H), 5.08 (d, J = 3.3 Hz, 2H), 3.91 (br t, J = 6.4 Hz, 2H), 3.66-3.36 (m, 4H), 2.22-2.03 (m, 3H), 1.97 (br d, J = 4.8 Hz, 1H). LCMS : 260.44 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1211580-54-9, 4-Bromo-2-(difluoromethyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; KALYRA PHARMACEUTICALS, INC.; HUANG, Peter Qinhua; KAHRAMAN, Mehmet; SLEE, Deborah, Helen; BUNKER, Kevin, Duane; HOPKINS, Chad, Daniel; PINCHMAN, Joseph, Robert; ABRAHAM, Sunny; SIT, Rakesh, Kumar; SEVERANCE, Daniel, Lee; (248 pag.)WO2016/161160; (2016); 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. 89166-98-3, name is 3,4,5-Trichloropyridin-2-ol. This compound has unique chemical properties. The synthetic route is as follows. name: 3,4,5-Trichloropyridin-2-ol

Add 0.1 mol of 3,5,6,-trichloropyridinol, 150 ml of ethanol, 0.4 mol of ammonium formate, 0.2 g of Pd/C catalyst, stir and reflux to reflux at 65 C for 5 hours, and analyze the reaction process by thin layer chromatography. . Cool, filter, and filter cake with a small amount of ethanol. The mother liquor and the washing liquid were combined, concentrated, and the product was distilled under reduced pressure by an oil pump, and the yield was 87.3%. The filter cake is washed with water to remove inorganic salts, and the recovered palladium/carbon catalyst can be recycled.

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, 89166-98-3, 3,4,5-Trichloropyridin-2-ol.

Reference:
Patent; Zhejiang Sci-Tech University; Hong Xiaoping; Zhu Jintao; Meng Jing; (5 pag.)CN109836372; (2019); A;,
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. 82671-02-1, name is 2,6-Dichloro-5-fluoronicotinonitrile. A new synthetic method of this compound is introduced below., Computed Properties of C6HCl2FN2

Preparation 46; C- .-methylamine; Add to a Parr Bottle 2,6 dichloro-3-cyano-5-fluoropyridine (5g, 26.18mmol), ethanol (50ml), concentrated hydrochloric acid (4. 3ml) and 10% Pd-C (0. 5g). Place on a Parr Shaker Appartus under 36 psig hydrogen for 6 hours at ambient temperature. Add potassium acetate (10.28g, 104. 72mmol) and continue under 48 psig hydrogen overnight at ambient temperature. Filter the reaction over Celite and concentrate the filtrate under vacuum to a residue. Add to the residue THF (100ml). Filter the solid, and concentrate the filtrate under vacuum to give (5-Fluoro-pyridin-3-yl)-methylamine as a clear oil (6g). ‘H NMR (DMSO): 8.6 (d, 2H), 8.0 (d, 1H), 4.2 (s, 2H). MS (ES+) = 127.5

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, 82671-02-1, 2,6-Dichloro-5-fluoronicotinonitrile.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/66126; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 98549-88-3, 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 98549-88-3 as follows.

To a mixture of methyl 2,4-difluoro benzoate (1.0 g) in 1,4-dioxane (20 mL), 5-hydroxypyrrolo[2,3-b]pyridine (779 mg) and K3P04 (1.47 g) were added at 34C and heated to90C. The reaction mixture is stirred at the same temperature for 23 hours. K3P04 (396mg) was added at 90C to the reaction mixture and stirred for another 24 hours at thesame temperature. Cooled the reaction mixture to 32C and filtered on a celite bed.Washed the celite bed with ethyl acetate (20 mL) and evaporated the solvent in the filtrateto obtain crude product. The crude product was purified by column chromatography using60-120 silica gel mesh and 10-50% ethyl acetate- hexane as eluent to obtain the titlecompound as white solid. Yield: 588 mg; Purity by HPLC: 98.73%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,98549-88-3, its application will become more common.

Reference:
Patent; DR. REDDY?S LABORATORIES LIMITED; PEDDIREDDY, Subba Reddy; KOTTUR, Mohan Kumar; JURUPULA, Ramprasad; BAIG, Mohammed Azeezulla; CHAKKA, Ramesh; THIPPARABOINA, Rajesh; PEDDY, Vishweshwar; RAO, Pallavi; ORUGANTI, Srinivas; DAHANUKAR, Vilas Hareshwar; (88 pag.)WO2017/212431; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 34392-85-3 ,Some common heterocyclic compound, 34392-85-3, molecular formula is C6H7ClN2O, 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.

3-Amino-2-chloro-6-methoxypyridine (500 mg, 3.17 mmol) dissolved/suspended in conc. hydrochloric acid (10 mL) was stirred at -5 C. while a solution of sodium nitrite (1.09 g, 15.82 mmol) in water (5 mL) was added dropwise over 10 min. The mixture was stirred for a further 10 min before copper chloride (3.13 g, 31.65 mmol) was added portionwise over 5 min. The dark effervescing mixture was stirred at -5 C. for 20 min and then the cooling bath was removed and the mixture stirred at ambient temperature for 3 h. The mixture was diluted with water (100 mL), basified to pH 10-11 by addition of 5N sodium hydroxide (aq.) and extracted with diethyl ether (3 50 mL). The combined extracts were washed with brine, dried (MgSO4) and concentrated in vacuo. The crude product was purified by chromatography on silica gel with EtOAc:heptane (1:9, v/v) as eluent to afford the product as a pale yellow oil (229 mg, 41%).Data for 2,3-dichloro-6-methoxypyridine: MS (ESI) m/z: 178 ([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,34392-85-3, its application will become more common.

Reference:
Patent; N.V. Organon; US2007/112019; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 4487-59-6, 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. 4487-59-6, name is 2-Bromo-5-nitropyridine, molecular formula is C5H3BrN2O2, 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 2-bromo-5-nitropyridine (12.0 g, 59.1 mmol, CAS No.: 4487-59-6) and copper (I) cyanide (7.94 g, 88.7 mmol) in N,N-dimethylformamide (50 mL) was heated under reflux for 16 hours. After being cooled down to room temperature, the reaction mixture was poured into water and then extracted with ethyl acetate (100 mL x 3). The combined organiclayer was washed with brine, and then dried over sodium sulfate and filtered. The filtrate was concentrated in vacuo to afford 8.0 g of 5-nitropyridine-2-carbonitrile (yield was 90.8%).

According to the analysis of related databases, 4487-59-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; WANG, Lisha; YUN, Hongying; ZHANG, Weixing; ZHENG, Xiufang; WO2015/22301; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 911434-05-4, 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. 911434-05-4, name is 5-Bromo-2-methyl-3-nitropyridine, molecular formula is C6H5BrN2O2, 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.

To a stirred mixture of iron filings (5 g, 89.29 mmol, 3.88 equiv) and ammonium chloride (1 g, 18,70 mmol, 0.81 equiv) in ethanol (66 mL) and water (33 mL) was added a solution of 5-bromo-2- methyl-3-nitropyridine (5 g, 23.04 mmol, 1 .00 equiv) in ethanol (50 mL) dropwise at 90 C. The reaction mixture was stirred for 1 0 min at 90 C and then cooled to rt. The solid material was removed by filtration. The filtrate was concentrated under vacuum and the residue was purified on a si lica gel column eluted with ethyl acetate/petroleum ether ( 1 :2) to yield 1 .6 g (37%) of the title compound as a yellow solid. LC/MS (Method I, ESI). RT= 0.81 min, m z =- 187.0; 189.0 [M+H]

According to the analysis of related databases, 911434-05-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); 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. 52568-28-2, name is 2-(Pyridin-2-yl)propan-2-amine. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 52568-28-2

General procedure: To a solution of the acid (1 equiv.) in DCM (0.2 M) were added EDCI (1.2 equiv.), HOBt (1.2 equiv.), DIPEA (1.2 equiv.) at 0 C. After the mixture was stirred for 10 min, the amine (1.2 equiv.) was added. The reaction was stirred overnight at room temperature. Then water was added and the mixture was extracted with DCM. The combined organic layer was washed with saturated NaHCO3, brine, dried over Na2SO4 and concentrated. The crude product was purified by flash column chromatography on silica gel to give 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, 52568-28-2, 2-(Pyridin-2-yl)propan-2-amine.

Reference:
Article; Wang, Haifeng; Niu, Youhong; Zhang, Guoying; Ye, Xin-Shan; Tetrahedron Letters; vol. 57; 41; (2016); p. 4544 – 4548;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 53636-65-0, 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. 53636-65-0, name is 5-Methylpyridine-2,3-dicarboxylic acid, molecular formula is C8H7NO4, 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.

EXAMPLE 44 Preparation of 5-chloromethyl-2,3-pyridinedicarboxylic acid anhydride STR107 A solution of 75.0 g (0.41 m) of 5-methyl-2,3-pyridinedicarboxylic acid in 500 mL of 1,2-dimethoxyethane is treated with 125 g acetic anhydride (1.2 m) and 81 g pyridine (1.02 m). The resulting solution is stirred for 18 hours at room temperature. The solution is stripped in vacuo to leave 70.3 g (100%) of 5-methyl-2,3-pyridinedicarboxylic acid anhydride.

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 53636-65-0, 5-Methylpyridine-2,3-dicarboxylic acid.

Reference:
Patent; American Cyanamid Company; US5334576; (1994); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem