Tag: M.W:100-200

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. 886365-00-0, name is 2,5-Dichloro-4-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H5Cl2N

2,5-Dichloro-4-methylpyridine (7 g, 43.2 mmol), 2-methyl-8-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzofuro[2,3-b]pyridine (13.36 g, 43.2 mmol), and potassium carbonate (11.94 g, 86 mmol) were suspended in a mixture of DME (180 ml) and water (10 ml) under nitrogen at room temperature. Tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4) (0.499 g, 0.432 mmol) was added as one portion, the reaction mixture was degassed and heated at 100 C. for 14 hours under nitrogen. The reaction mixture was then cooled down to room temperature and the organic phase was separated and filtered. Ethanol (100 ml) was added as one portion and the resulting mixture was stirred, then the white precipitate was filtered off. The remaining solution was evaporated and the residue was subjected to column chromatography on silica gel column, eluted with heptanes/DCM 1/1 (v/v), then heptanes/EtOAc 4/1 (v/v) to yield a white solid, which was combined with the white precipitate. The combined solids were recrystallized from DCM/heptanes, yielding 8-(5-chloro-4-methylpyridin-2-yl)-2-methylbenzofuro[2,3-b]pyridine (11 g, 83% yield).

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, 886365-00-0, 2,5-Dichloro-4-methylpyridine.

Reference:
Patent; Universal Display Corporation; TSAI, Jui-Yi; DYATKIN, Alexey Borisovich; YEAGER, Walter; XIA, Chuanjun; (238 pag.)US2018/102487; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 79055-59-7, 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 79055-59-7, name is 2-Bromo-6-methylpyridin-4-amine. This compound has unique chemical properties. The synthetic route is as follows.

Ethyl 4-[[(lR)-2,2-difluoro-l-methyl-propyl]sulfamoyl]-3-fluoro-l -methyl-pyrrole -2- carboxylate (250 mg, 0.73 mmol) and 2-bromo-6-methylpyridin-4-amine (163.91 mg, (0748) 0.88 mmol) in THF (3.91 mL, 0.89 g/mL, 48.32 mmol) was stirred at room temperature and then lithium bis(trimethylsilyl)amide in THF (2.19 mL, 1 M, 2.19 mmol) was added at once. (0749) The mixture was stirred for 1 hour and then quenched with NH4CI and extracted with EtOAc. The combined extracts were concentrated and the obtained crude was purified by silica gel column chromatography using gradient elution from heptane to EtOAc. (100:0 to 0: 100). The desired fractions were concentrated in vacuo and the obtained oil was crystallised out of iPrOH. The crystals were collected and dried in a vacuum oven at 55C yielding compound 157 (252 mg) of compound 157 as a white powder. 1H NMR (400 MHz, DMSO-d6) delta ppm 1.07 (d, J=7.0 Hz, 3 H), 1.57 (t, J=19.1 Hz, 3 H), 2.41 (s, 3 H), 3.47 – 3.64 (m, 1 H), 3.80 (s, 3 H), 7.49 – 7.53 (m, 1 H), 7.55 (d, J=4.4 Hz, 1 H), 7.77 (br. s, 1 H), 8.22 (br. s., 1 H), 10.44 (br. s., 1 H). Method B: Rt: 1.00 min. m/z: 483.0 (M-H)~ Exact mass: 484.0.

According to the analysis of related databases, 79055-59-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN SCIENCES IRELAND UC; VANDYCK, Koen; HACHE, Geerwin Yvonne Paul; LAST, Stefaan Julien; ROMBOUTS, Geert; VERSCHUEREN, Wim Gaston; RABOISSON, Pierre Jean-Marie Bernard; WO2015/118057; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 92992-85-3, Adding some certain compound to certain chemical reactions, such as: 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine,molecular formula is C7H8BrN, 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 92992-85-3.

To a mixture of 2-methylpiperazine-1-carboxylic acid tert-butyl ester (2 g),2-bromo-3,5-dimethylpyridine (1.95 g),tris(dibenzylideneacetone)dipalladium(0)(183 mg),rac-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (250 mg) and tert-butoxy sodium (1.3 g) was added toluene (33 mL) and the mixture was stirred with heating under reflux for 8 hr. The reaction mixture was cooled and filtered through celite. The filtrate was evaporated and the obtained residue was purified by column chromatography (hexane:ethyl acetate)to give 4-(3,5-dimethylpyridin-2-yl)-2-methylpiperazine-1-carboxylic acid tert-butyl ester (1.61 g). MS(ESI)m/z:206(M+H)+

According to the analysis of related databases, 92992-85-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Mitsubishi Tanabe Pharma Corporation; ISHIBUCHI, Seigo; SARUTA, Kunio; HAMADA, Maiko; MATOBA, Nobuatsu; MATSUDAIRA, Tetsuji; SEKI, Maki; TARAO, Akiko; HONJO, Takashi; OGATA, Shingo; KAWATA, Atsushi; MOROKUMA, Kenji; FUJIE, Naoto; AOYAMA, Yukio; (251 pag.)EP3321256; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 850663-54-6, 4-Chloro-5-nitropyridin-2(1H)-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, SDS of cas: 850663-54-6, blongs to pyridine-derivatives compound. SDS of cas: 850663-54-6

A mixture of 4-chloro-2-hydroxy-5-nitropyridine (3.00 g, 17.2 mmol), phenylboronic acid (2.51 g, 20.6 mmol), PdC12(dppf)-CH2Cl2adduct (1.40 g, 1.72 mmol), and potassium carbonate (4.75 g, 34.4 mmol) in THF (100 mL) was heated at 85 C for 16 h. The product mixture was cooled and partitioned between water and ethyl acetate (3x). The combined organic layers were dried over Na2504, filtered and concentrated. The residue was purified by flash column chromatography (5i02 cartridge), eluting withMeOH/CH2C12 (0-10%) to afford the title compound. MS: m/z = 217 (M + 1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,850663-54-6, 4-Chloro-5-nitropyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; STUMP, Craig A.; CHEN, Yi Heng; LIU, Ping; MENG, Dongfang; WU, Jane; LI, Chun Sing; QI, Zhiqi; (163 pag.)WO2016/161572; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 887266-57-1, 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.887266-57-1, name is 3-Fluoro-2-hydrazinylpyridine, molecular formula is C5H6FN3, molecular weight is 127.1196, as common compound, the synthetic route is as follows.

This compound is prepared essentially as described in Chem. Ber. (1985) 118:741-752 andFarmaco (1990) 45: 167-186. A mixture of 3,5-diethoxy-penta-2,4-dienoic acid ethyl ester (2.4 g, 11.2 mmol) and (3-fluoro-pyridin-2-yl)hydrazine (1.4 g, 11.0 mmol) in EtOH (30 niL) and concentrated HCl (6 mL) is heated at 900C for 2 hours. The solvent is removed, and the residue is neutralized with saturated NaHCO3 and extracted with DCM. The solution is dried and evaporated, and the residue is column purified (EtOAc:hexane=2: l) to give 103. 1H NMR delta (CDCl3) 1.13 (t, 3H), 3.97 (s, 2H), 4.04 (q, 2H), 6.42 (s, IH), 7.30-7.38 (m, IH), 7.64 (td, IH), 7.72 (s, IH), 8.28 (d, IH).

The chemical industry reduces the impact on the environment during synthesis 887266-57-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NEUROGEN CORPORATION; WO2006/52546; (2006); A2;,
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. 156072-84-3, name is 5-Chloro-2-cyano-3-methylpyridine. A new synthetic method of this compound is introduced below., Product Details of 156072-84-3

To a solution of 5-chloro-3-methylpicolinonitrile (24.0 g, 157 mmol) in EtOH (100 mL) was added NaOH 5. ON (110 ml, 550 mmol). The resulting mixture was refluxed at 90 C for 18 h. After cooling to RT, the reaction mixture was conentrated, diluted with water and the pH of the solution was adjusted to 4 by addition of 5N HC1. The solid that precipitated was filtered and set aside. The filtrate was extracted with EtOAc (2X). The aqueous layer was again acidified with 5N HC1 to pH 4 and extracted with EtOAc (2X). The EtOAc extracts were combined, dried, and concentrated. The solid obtained from all the workup steps were combined and dried in a high vac oven at 40 C for 12 h to give the title compound 5-chloro-3-methylpicolinic acid (24.1 g, 140 mmol, 89 % yield). LC/MS (ESf ) m/z = 172.0 (M+H)+; H NMR (400 MHz, CHLOROFORM -J) delta ppm 11.29 (br. s., 1 H), 8.41 (d, J=1.76 Hz, 1 H), 7.73 (d, J=1.76 Hz, 1 H), 2.75 (s, 3 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, 156072-84-3, 5-Chloro-2-cyano-3-methylpyridine.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
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 1256825-86-1, name is Methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C9H8N2O2

To a suspension of methyl 1H-pyrrolo[2,3-b]pyridine-6-carboxylate (200 mg; may be prepared as described in intermediate 169) in MeOH (10 ml) was added lithium borohydride (74 mg) and the reaction mixture was stirred at room temperature for 30 min. Lithium borohydride (74 mg) was added and the mixture was heated at 5O0C for 15 hr. Lithium borohydride (148 mg) and the mixture was heated at 5O0C for 24 hr. Lithium borohydride (small amounts portionwise over six hours, approximately 300 mg) was added and the mixture was heated at 5O0C for 72 hr. Lithium borohydride (small amounts portionwise over six hours, approximately 300 mg) was added and the mixture was heated at 5O0C for 24 hr. The reaction mixture was cooled and left at RT for 2 days. The solvent was evaporated and the residue dissolved in aqueous hydrochloric acid (2 N, 20 ml). The aqueous was washed with EtOAc (2 x 30 ml). The aqueous was basified with 12.5 N aqueous sodium hydroxide to pH 14 and then extracted with DCM (3 x 25 ml). The organic layer was dried over magnesium sulfate, filtered and evaporated to give an off-white solid (42mg). This was purified by MDAP to afford the title compound (32 mg) as a white solid. 1H NMR (CD3OD) delta: 4.74 (2H, s), 6.45 (1 H, d), 7.22 (1 H, d), 7.33 (1 H, d), 7.97 (1 H, d). Retention time 0.57 min (LC/MS method 4).

With the rapid development of chemical substances, we look forward to future research findings about 1256825-86-1.

Reference:
Patent; GLAXO GROUP LIMITED; BLUNT, Richard; EATHERTON, Andrew John; GARZYA, Vincenzo; HEALY, Mark Patrick; MYATT, James; PORTER, Roderick Alan; WO2011/12622; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 131747-62-1, 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. 131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde. A new synthetic method of this compound is introduced below.

To a solution of 165 (100 mg, 0.518 mmol) in toluene 15 ml was added 66 (99.7 mg, 0569 mmol). PTSA (196.8 mg 1.03 mmol) was added to the reaction mass, which was then stirred at 120 C. for 12 h. The reaction mass was diluted with ethyl acetate and washed with water (3×25 ml.). The organic layer was dried over sodium sulphate and concentrated to get the crude, which was used in the next step with out 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,131747-62-1, its application will become more common.

Reference:
Patent; Vankayalapati, Hariprasad; Yerramreddy, Venkatakrishnareddy; US2015/72980; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 709652-82-4, 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.709652-82-4, name is 2-Amino-5-bromonicotinonitrile, molecular formula is C6H4BrN3, molecular weight is 198.0201, as common compound, the synthetic route is as follows.

To 2-amino-5-bromonicotinonitrile (0.785 g, 3.96 mmol), triethylamine (0.553 mL, 3.96 mmol) and 4-dimethylaminoyridine (20 mg, 0.164 mmol) in CH2CI2 (25 mL) was added di-fe f-butyl- dicarbonate (2.16 g, 9.91 mmol) and the resulting mixture stirred at room temperature for 18h. Evaporated to dryness in vacuo and triturated in heptane (25 mL) for 72h. The resulting precipitate was filtered and washed with heptane (10 mL) to give imidodicarbonic acid, 2-[5- bromo-3-(cyano)-2-pyridinyl]-, 1 ,3-bis(1 , -dimethylethyl) ester as a beige solid (1.1 g, 70% yield). 1 H NMR (400 Mhz, CDCI3, 298K) 1.51 (s, 18H) 8.16 (d, 1 H) 8.77 (d, 1 H). LCMS: [M+H]+=398/400.1 , Rt (4)= 1.43 min.

The chemical industry reduces the impact on the environment during synthesis 709652-82-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HOeGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frederic; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frederic; WO2013/88404; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 868551-30-8 , The common heterocyclic compound, 868551-30-8, name is Methyl 4-methyl-5-nitropicolinate, molecular formula is C8H8N2O4, 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 methyl 4-methyl-5-nitropyridine-2-carboxylate (3.5g, 17.8mmol), dimethylformamide dimethylacetal (DMF-DMA) (3.6ml, 1.5eq) in acetonitrile (35mL) was heated in a microwave at 140C for 20 min. The solvent was removed. The residue (5.1 g) was carried onto the next step without further purification.

The synthetic route of 868551-30-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; WO2005/103003; (2005); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem