Day: January 19, 2021

Synthetic Route of 68325-15-5, 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 68325-15-5, name is 3-Chloro-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 1.39 g of 3-chloro-isonicotinonitrile, 1.10 g of 2,2,2- trifluoroethanol and 5 mL of DMF, 0.40 g of 60% sodium hydride (oily) was added under ice cooling, followed by stirring for 20 minutes, heating to room temperature and further stirring for 7.5 hours. After ice cooling again, 0.20 g of 60% sodium hydride (oily) was added, followed by heating to room temperature and further stirring for 15 hours. Under ice cooling, water was added and the precipitated crystal was washed with water, collected by filtration and then dried under reduced pressure to obtain 1.63 g of 3-(2,2,2-trifiuoroethoxy)- isonicotinonitrile.1 H-NMR (CDC13 ) delta : 8.53-8.52(br m, IH), 8.5 l(d, J=4.9Hz, IH), 7.53(dd, J=4.9, 0.6Hz, IH), 4.62(q, J=7.7Hz, 2H)

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 68325-15-5, 3-Chloro-4-cyanopyridine.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; OTSUKI, Junko; WO2011/49220; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13534-99-1, 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. 13534-99-1, name is 2-Amino-3-bromopyridine. A new synthetic method of this compound is introduced below.

The compound 14-1 (200 mg) was dissolved in a mixed solvent of tetrahydrofuran (1.2 ml) and triethylamine (7 ml). Ethynyl (trimethyl) silane (227 mg) , copper (I) iodide (8.8 mg) and dichloropalladium- triphenyl phosphine (32.5 mg) were added and the mixture was sealed in a tube. After stirring the mixture at 900C for 22 hours, the reaction mixture was added to water to terminate the reaction. The aqueous layer was extracted with ethyl acetate, and the organic layer was washed with brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The resulting crude product was purified by silica gel column chromatography to obtain the title compound (244 mg) . IH NMR (400 MHz, CDCl3) (ppm) : 0.26 (s, 9H), 5.08 (br. s., 2H), 6.62 (br. s., IH), 7.54d, J=7.2 Hz, IH), 8.05 (br. s. , IH) .

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-99-1, 2-Amino-3-bromopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Eisai R&D Management CO., LTD.; MOTOKI, Takafumi; KANEKO, Toshihiko; YAMAMOTO, Noboru; KHAN, Afzal; WO2010/13794; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1604-14-4, 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. 1604-14-4, name is 2,6-Dichloro-isonicotinic acid ethyl ester, molecular formula is C8H7Cl2NO2, 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 7E (2,6-dichloropyridin-4-yl)methanol To a solution of EXAMPLE 7D (3.1 g, 14.2 mmol) in ethanol (100 mL) at 0C was added sodium triacetoxyborohydride (2.7 g, 71.1 mmol) in portions and the mixture was heated at 80C for 3 hours. The mixture was concentrated and the residue was diluted with water (20 mL). I N Hydrochloric acid was added to quench excess sodiumtriacetoxyborohydride and then the mixture was neutralized with saturated aqueous sodium carbonate. The mixture was extracted with dichloromethane (3 x 20 mL) and the combined organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered and concentrated. The residue was recrystallized from methanol to give the title compound. MS: 178 (M + H+).

According to the analysis of related databases, 1604-14-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; ZHAO, Zhongqiang; CHAI, Dikun; YANG, Leifu; GAO, Yingxiang; WO2012/97682; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.53277-47-7, name is Methyl 2-chloro-6-methylnicotinate, molecular formula is C8H8ClNO2, molecular weight is 185.61, as common compound, the synthetic route is as follows.Quality Control of Methyl 2-chloro-6-methylnicotinate

Methyl 6-bromomethyl-2-chloronicotinate Methyl 2-chloro-6-methyinicofinate from Example F1 (5.70 g, 30.8 mmol) was reacted following the method of Example of A1. The product was purified by flash chromatography on silica (eluant EtOAC:pet. ether 20:80); yield 4.8 g (58%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53277-47-7, Methyl 2-chloro-6-methylnicotinate, and friends who are interested can also refer to it.

Reference:
Patent; Ashworth, Doreen; Pitt, Gary R W; Hudson, Peter; Yea, Christopher; Franklin, Richard J; Semple, Graeme; Jenkins, David Paul; US2004/38962; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 3167-49-5, 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. 3167-49-5, name is 6-Aminonicotinic acid. A new synthetic method of this compound is introduced below.

[1148] A mixture of bromoacetaldehyde diethylacetal (8.0 ml, 52.5 mmol), H2O (60 ml), and conc. HCl (2.6 ml) is heated to 90 C. with an oil bath for 2 h. 6-aminonicotinic acid (2.5 g, 18.1 mmol) and sodium bicarbonate (4.3 g, 50.7 mmol) are added to the solution at rt, followed by heating the resulting mixture to 60 C. with an oil bath for 30 min. Upon cooling to rt a white ppt. is formed. The resulting off white solid is recrystallized from H2O/EtOH/Et2O to afford white crystals (2.3 g, 10.6 mmol, 59%) for imidazo[1,2-a]pyridine-6-carboxylic acid. HRMS (FAB) calcd for C8H6N2O2+H 163.0508, found 163.0492.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3167-49-5, 6-Aminonicotinic acid, and friends who are interested can also refer to it.

Reference:
Patent; Rogers, Bruce N.; Piotrowski, David W.; Walker, Daniel Patrick; Jacobsen, Eric Jon; Acker, Brad A.; Wishka, Donn G.; Groppi JR., Vincent E.; US2003/236264; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89466-18-2 ,Some common heterocyclic compound, 89466-18-2, molecular formula is C6H7BrN2O, 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.

Acetic anhydride (11.3 mL, 120 mmol) was added dropwise to formic acid (17.0 mL, 450 mmol) then stirred at room temperature for 24 minutes. The formic acid and acetic anhydride mixture was added to 6-bromo-2-methoxypyridin-3- amine (Y1) in 50 mL of THF via cannula. The reaction was stirred at room temperature for 30 minutes. An additional 10 mL of THF was used to aid the transfer. The reaction was stirred at room temperature for 2h. The reaction was quenched with 140 mL of ice cold water. This solution was then filtered leaving a white solid. The solid was rinsed with additional water, dried on the filter, then left under vacuum overnight to yield 5.04g (70%) of the formamide (Y2). 1H NMR (CDCI3 400 MHz) delta 8.45-8.43 (m, 2H), 7.61 (br s, 1 H), 7.08 (d, J = 8.0 Hz, 1 H), 4.03 (s, 3H). MS: M+1 = 231.0.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,89466-18-2, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; ZHU, Zhaoning; GREENLEE, William, J.; LI, Hongmei; VICAREL, Monica, L.; QIN, Jun; DHONDI, Pawan, Kumar; HUANG, Xianhai; PALANI, Anandan; LIU, Xiaoxiang; SUN, Zhong-Yue; JOSIEN, Hubert B.; XU, Ruo; COLE, David, James; BURNETT, Duane, A.; BENNETT, Chad, E.; MCCRACKEN, Troy, M.; MACCOSS, Malcolm; WO2010/56722; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 67346-74-1, 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. 67346-74-1, name is 3-Ethynylpyridin-2-amine. A new synthetic method of this compound is introduced below.

Reference Example 48 3-(3-(5-p-Tolyloxy-thiophen-2-ylmethyl)-isoxazol-5-yl)-pyridin-2-ylamine; To a tetrahydrofuran (7.00 mL) solution of (5-p-tolyloxy-thiophen-2-yl)-acetohydroximoyl chloride (191 mg, 0.678 mmol) described in Manufacturing Example 48-1-5 and 3-ethynyl-pyridin-2-ylamine (40.0 mg, 0.339 mmol) described in Manufacturing Example 1-2-3 was added triethylamine (189 muL, 1.36 mmol) at room temperature, which was stirred for 4 hours at room temperature. Water was added to the reaction solution at room temperature, which was then extracted with ethyl acetate. The organic layer was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate_heptane=1:3) to obtain the title compound (2.03 mg, 1.65percent).1H-NMR Spectrum (DMSO-d6) delta (ppm): 2.32 (3H, s), 4.14 (2H, s), 5.54 (2H, brs), 6.34-6.36 (1H, m), 6.40 (1H, s), 6.62-6.63 (1H, m), 6.73-6.77 (1H, m), 6.98-7.00 (2H, m), 7.11-7.13 (2H, m), 7.76-7.78 (1H, m), 8.14-8.15 (1H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,67346-74-1, 3-Ethynylpyridin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); 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 62150-45-2, name is 4-Bromopyridine-2-carbonitrile. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4-Bromopyridine-2-carbonitrile

Step 1. 4-[1-(4-Chlorobenzyl)-1H-pyrazol-4-yl]pyridine-2-carbonitrile 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (0.60 g, 3.1 mmol, Aldrich) in DMF (16 mL) was treated with 1-(bromomethyl)-4-chlorobenzene (0.70 g, 3.4 mmol, Aldrich) and K2CO3 (1.3 g, 9.3 mmol). After stirring for 2 hours, the mixture was partitioned between water and EtOAc. The organic layer was washed with water, followed by brine, dried over Na2SO4, filtered, and concentrated. The crude product (0.90 g, 2.8 mmol) was combined with 4-bromopyridine-2-carbonitrile (0.45 g, 2.4 mmol, Synthonix), CsF (1 g, 6 mmol), and 4-(di-tert-butylphosphino)-N,N-dimethylaniline-dichloropalladium (2:1) (0.15 g, 0.22 mmol, Aldrich) in 1,4-dioxane (6 mL, 70 mmol) and water (1 mL, 70 mmol). The mixture was degassed and heated to 100¡ã C. for 10 minutes. Upon cooling to room temperature, the mixture was partitioned between water and EtOAc. The organic layer was washed with brine, dried over Na2SO4, filtered, and concentrated. The product was purified by flash chromatography, eluting with a gradient from 0-70percent EtOAc in hexanes. Yield: 0.38 g, 44percent.

With the rapid development of chemical substances, we look forward to future research findings about 62150-45-2.

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

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. 143468-13-7, name is 6-Bromo-1H-pyrrolo[2,3-b]pyridine, molecular formula is C7H5BrN2, 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 6-Bromo-1H-pyrrolo[2,3-b]pyridine

General procedure: To a degassed 3.5:1 mixture of dimethoxyethane and water (2mL), compound 5 (0.5mmol), the appropriate boronic acid (1mmol), PdCl2(dppf)CH2Cl2 (0.025mmol) and sodium bicarbonate (1.5mmol) were added under nitrogen. The mixture was heated for 1-4h. The layers were separated and the organic phase was evaporated. Purification by flash chromatography gave the desired compounds. Following this procedure compounds 1m-n, 6b-e, 6g-h, 6j, 6l-m, 11, 15 were prepared.

With the rapid development of chemical substances, we look forward to future research findings about 143468-13-7.

Reference:
Article; Cincinelli, Raffaella; Musso, Loana; Merlini, Lucio; Giannini, Giuseppe; Vesci, Loredana; Milazzo, Ferdinando M.; Carenini, Nives; Perego, Paola; Penco, Sergio; Artali, Roberto; Zunino, Franco; Pisano, Claudio; Dallavalle, Sabrina; Bioorganic and Medicinal Chemistry; vol. 22; 3; (2014); p. 1089 – 1103;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 39856-50-3, 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.39856-50-3, name is 5-Bromo-2-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.

To a solution of 5-bromo-2-nitropyridine (40.0 g,197 mmol) in DMSO (150 mL) were added 1-Bocpiperazine(47.4 g, 252 mmol) and DIPEA (38 mL,219 mmol) . The reaction mixture was heated at 80 C for11 h. The reaction mixture was poured into ice-water andthen extracted with EtOAc. The combined extracts werewashed with water and brine. The organic layer was driedover Na2SO4, filtered, and concentrated under reducedpressure. Purification by column chromatography (1:9methanol/ dichloromethane) gave 1-Boc- 4-(6-nitro-pyridin-3-yl)-piperazine (49.9 g, 82%) as yellow solid. 1H NMR(400 MHz, CDCl3): delta 8.11 (d, J = 9.1 Hz, 1H), 8.08 (d, J =2.7 Hz, 1H), 7.18 (dd, J = 9.1, 2.8 Hz, 1H), 3.65-3.56 (m,4H), 3.48-3.38 (m, 4H), 1.45 (s, 9H).

Statistics shows that 39856-50-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-nitropyridine.

Reference:
Article; Guo, Qingxiang; Li, Yongtao; Zhang, Chao; Huang, Zhi; Wang, Xin; Nie, Yongwei; Li, Yao; Liu, Yanhua; Yang, Shengyong; Xiang, Rong; Fan, Yan; Medicinal Chemistry Research; vol. 27; 6; (2018); p. 1666 – 1678;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem