Extracurricular laboratory: Synthetic route of 6-Chloro-5-(trifluoromethyl)pyridin-3-amine

With the rapid development of chemical substances, we look forward to future research findings about 99368-68-0.

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 99368-68-0, name is 6-Chloro-5-(trifluoromethyl)pyridin-3-amine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 6-Chloro-5-(trifluoromethyl)pyridin-3-amine

D. lambda/-(5-bromo-3-(trifluoromethyl)pyridin-2-yl)acetamideA mixture of 6-chloro-5-(trifluoromethyl)pyridin-3-amine (2.95 mmol, 0.58 g) and 30% HBr in acetic acid (6 ml) in a sealed tube was heated at 1000C overnight. The crude mixture was poured into ice water, the pH was set to10 with 2N aqueous NaOH and extracted withCHCI3.The solvent was removed under reduced pressure to afford 0.680 g (82% of yield) of the expected product.ESI/MS (m/e, %): 281.96 (100.0%), 283.96 (97.3%).

With the rapid development of chemical substances, we look forward to future research findings about 99368-68-0.

Reference:
Patent; LABORATORIOS ALMIRALL, S.A.; WO2009/21696; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 169205-95-2

With the rapid development of chemical substances, we look forward to future research findings about 169205-95-2.

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 169205-95-2, name is 2-(Methylthio)oxazolo[4,5-b]pyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(Methylthio)oxazolo[4,5-b]pyridine

10161] 3-Methyl-2-methylthiooxazolopyridinium tosylateprepared by heating the corresponding 2-methylthioox- azolopyridines (M. Y. Chu-Moyer and R. l3erger, J. Org. Chem., 60, 5721-5725 (1995)) with one equivalent of methyl tosylate at 100-110 C. for one hout Derivatives preparedsimilarly include:

With the rapid development of chemical substances, we look forward to future research findings about 169205-95-2.

Reference:
Patent; LIFE TECHNOLOGIES CORPORATION; LEUNG, Wai-Yee; CHEUNG, Ching-Ying; YUE, Stephen; US2015/218380; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 3-(Trifluoromethyl)pyridine-2-carboxaldehyde

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 131747-62-1, 3-(Trifluoromethyl)pyridine-2-carboxaldehyde.

Related Products of 131747-62-1, 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 131747-62-1, name is 3-(Trifluoromethyl)pyridine-2-carboxaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

Step 1. (S^-l-Methyl-N-iiS-itrifluoromethy pyridin-l-y methylene)- propane-2-sulfinamideTo a solution of 3-(trifluoromethyl)picolinaldehyde (Frontier Scientific, 9.80 g, 56.0 mmol) and DCM (50 mL) was added (5)-2-methylpropane-2-sulfin- amide (AK Scientific, 10.3 g, 85.0 mmol) and copper(II) sulfate (35.3 g, 221 mmol). After 1.5 h at rt, the reaction was filtered through a pad of Celite brand filter agent and the pad of Celite filter agent was rinsed with DCM. The filtrate was concentrated in vacuo to give a dark green oil. The oil thus obtained was loaded onto a silica gel column and eluted with 30% EtOAc in hexanes to give (5 E)-2-methyl-N-((3-(trifluoromethyl)pyridin-2-yl)methylene)propane-2- sulfmamide (13.2 g, 47.5 mmol, 85.0 % yield), as a golden oil. 1H NMR (300 MHz, CDCls) delta ppm 9.02 (d, J= 4.3 Hz, 1H), 8.70 (d, J= 1.3 Hz, 1H), 8.38 (d, J = 7.7 Hz, 1H), 7.79 (dd, J= 7.9, 4.8 Hz, 1H), 1.18 (s, 9H). MS (ESI pos. ion) m/z: 279.1 (M+H).

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 131747-62-1, 3-(Trifluoromethyl)pyridine-2-carboxaldehyde.

Reference:
Patent; AMGEN INC.; BROWN, James; CHEN, Jian J.; GORE, Vijay Keshav; HARRIED, Scott; HORNE, Daniel B.; KALLER, Matthew R.; LIU, Qingyian; MONENSCHEIN, Holger; NGUYEN, Thomas T.; NISHIMURA, Nobuko; ZHONG, Wenge; WO2012/177896; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 62002-31-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

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.62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, molecular formula is C6H11Cl2N3, molecular weight is 196.08, as common compound, the synthetic route is as follows.category: pyridine-derivatives

At 0 C., EDC (0.45 g, 2.4 mmol) was added to a solution of tert-butylacetic acid (0.30 mL, 2.3 mmol), and 1-hydroxy-7-azabenzotriazole (0.32 g, 2.4 mmol) in dichloromethane (30 mL). The reaction mixture was stirred for 20 min at 0 C. 4,5,6,7-tetrahydroimidazo[4,5-c]pyridine dihydrochloride (0.50 g, 2.4 mmol) was added. Ethyldiisopropylamine (0.40 mL, 2.4 mmol) was added. The reaction mixture was stirred for 16 h at room temperature. The reaction mixture was diluted with ethyl acetate (100 mL) and washed with 10% aqueous sodium hydrogen sulfate solution (100 mL). A 1 N solution of sodium hydroxide was added to the aqueous solution until pH 12 was obtained. It was extracted with ethyl acetate (2*100 mL). These organic extracts were dried over magnesium sulfate. The solvent was removed in vacuo. The crude product was purified by flash chromatography on silica (40 g), using dichloromethane/methanol/25% aqueous ammonia (100:10:1) as eluent to give 125 mg of the title compound. 1H NMR (CDCl3, 2 rotamers): delta 1.03 and 1.10 (both s, together 9H); 2.35 and 2.40 (both s, together 2H); 2.68 and 2.78 (both t, together 2H); 3.80 and 3.95 (both t, together 2H); 4.55 and 4.70 (both s, together 2H); 7.53 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride, and friends who are interested can also refer to it.

Reference:
Patent; Novo Nordisk A/S; US6908926; (2005); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 1802-20-6

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1802-20-6, its application will become more common.

Electric Literature of 1802-20-6, 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 1802-20-6 as follows.

EXAMPLE 112 Bromine (2.3 mL, 44.6 mmol) was added dropwise to a suspension of the 6-aminonicotinic acid Compound 112a (5.08 g, 36.8 mmol) in water (20 mL) at 4 C. After the completion of the addition, the cooling bath was removed and the reaction mixture was stirred at room temperature for 4.5 h. Saturated Na2S2O5 was added slowly to the stirred mixture. The solid was collected through filtration, washed with water, and dried under vacuum overnight to give 9.30 g of 6-amino-5-bromonicotinic acid along with 3,5-dibromo-2-aminopyridine in 1:1 ration as a greenish solid; MS (ES) m/z: 217 (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,1802-20-6, its application will become more common.

Reference:
Patent; Kuo, Gee-Hong; Connolly, Peter J.; Prouty, Catherine; DeAngelis, Alan; Wang, Aihua; Jolliffe, Linda; Middleton, Steve; Emanuel, Stuart; US2003/60629; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 14916-63-3

The synthetic route of 14916-63-3 has been constantly updated, and we look forward to future research findings.

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. 14916-63-3, name is 6-Nitropyridin-2-amine, the common compound, a new synthetic route is introduced below. Formula: C5H5N3O2

Dichloromethane (10 ml) was added to a 50 ml reaction flask.2-Amino-6-nitropyridine (200 mg, 1.4 mmol) Starting material 1And 3-bromo-2-oxo-propionic acid ethyl ester (280 ml, 1.4 mmol),Magnetic stirring at room temperature for 1-2h,Concentrate under reduced pressure to remove the solvent,The residue is dissolved in 10 ml of ethanol (specifically anhydrous ethanol) and heated to reflux for 3 h.TLC detected the reaction was complete.After the reaction solution was naturally cooled to room temperature, it was concentrated under reduced pressure to remove the ethanol.The residue was washed with saturated sodium hydrogencarbonate solution, the aqueous layer was extracted with dichloromethane, the organic layer solution was dried over anhydrous sodium sulfate overnight, suction filtered and concentrated, and the residue was separated using silica gel column chromatography.Yellow solid, which is Intermediate 2.

The synthetic route of 14916-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; (9 pag.)CN107652308; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 2,6-Dimethyl-3-hydroxypyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1122-43-6, its application will become more common.

Electric Literature of 1122-43-6, 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. 1122-43-6, name is 2,6-Dimethyl-3-hydroxypyridine. A new synthetic method of this compound is introduced below.

Compound 34C (50 mg, 0.14 mmol), potassium carbonate (39 mg, 0.28 mmol), and2,6-dimethylpyridin-3-ol (51 mg, 0.42 mmol) were stirred in DMF (2.5 mL). The reaction was purged with nitrogen, sealed in a vial, and then heated in a microwave reactor at 190C for eight minutes on high absorbance. The crude reaction mixture was concentrated in vacuo, redissolved in DCM, and washed with water. The organic phase was dried (Na2SO4) and concentrated in vacuo. The crude reaction mixture was purified using a silica gel cartridge with DCM/methanol (95/5) to provide compound 103 as an off white solid (60 mg, 96%). LCMS: 445.2 (MH’).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1122-43-6, its application will become more common.

Reference:
Patent; SCHERING CORPORATION; WO2009/55331; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 22918-01-0

According to the analysis of related databases, 22918-01-0, the application of this compound in the production field has become more and more popular.

Related Products of 22918-01-0, Adding some certain compound to certain chemical reactions, such as: 22918-01-0, name is 2-Bromo-4-chloropyridine,molecular formula is C5H3BrClN, 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 22918-01-0.

Example 103a 2-Bromo-4-chloronicotinaldehyde 103a To a solution of 2-bromo-4-chloropyridine (1.6 g, 8.0 mmol) in anhydrous tetrahydrofuran (40 mL) cooled at -70 C. was added the solution of lithium diisopropyl-amide (5.0 mL, 10.0 mmol, 2.0 M) over a period of 5 minutes and stirred at -70 C. for another 1h. Anhydrous DMF (1.3 g) was introduced over a period of 3 minutes and the mixture was stirred for another 30 minutes. It was then quenched with saturated NH4Cl (30 mL) and extracted with ethyl acetate (20 mL*3). The combined organic layer was dried over anhydrous Mg2SO4, filtered, and evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with petroleum ether/ethyl acetate (20:1) to afford 103a as a yellow solid (900 mg, 48%). 1H NMR (500 MHz, DMSO-d6) delta 10.21 (s, 1H), 8.52 (d, J=5.5 Hz, 1H), 7.79 (d, J=5.0 Hz, 1H).

According to the analysis of related databases, 22918-01-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; Crawford, James John; Ortwine, Daniel Fred; Wei, BinQing; Young, Wendy B.; US2013/116246; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 896139-85-8

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, 896139-85-8, Imidazo[1,2-a]pyridin-7-ol.

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. 896139-85-8, name is Imidazo[1,2-a]pyridin-7-ol. A new synthetic method of this compound is introduced below., Recommanded Product: Imidazo[1,2-a]pyridin-7-ol

To a solution of intermediate 1 (500 mg, 1 .54 mmol, 1 .0 eq) and Imidazo[l,2-a]pyridin- 7-ol (248.6 mg, 1.85 mmol, 1.2 eq) in THF (20 mL) was added tributylphosphane (624.9 mg, 3.1 mmol, 2.0 eq) and (NE)-N-(piperidine-l-carbonylimino)piperidine-l- carboxamide (779 mg, 3.1 mmol, 2.0 eq) . The mixture was stirred at 15 C for 15 hrs. The solvent was removed. The residue was purified by flash column on silica gel (ISCO; 12 g SepaFlash Silica Flash Column, Eluent from 0% to 3% MeOH / DCM gradient 30 mL/min) and intermediate 78 (240 mg, 33.7% yield) was obtained as a light 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, 896139-85-8, Imidazo[1,2-a]pyridin-7-ol.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WU, Tongfei; BREHMER, Dirk; BEKE, Lijs; BOECKX, An; DIELS, Gaston Stanislas Marcella; LAWSON, Edward Charles; MEERPOEL, Lieven; PANDE, Vineet; PARADE, Marcus Cornelis Bernardus Catharina; SCHEPENS, Wim Bert Griet; SUN, Weimei; THURING, Johannes Wilhelmus John F.; VIELLEVOYE, Marcel; (186 pag.)WO2018/65365; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

A new synthetic route of 63237-88-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, 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, HPLC of Formula: C8H6N2O2, blongs to pyridine-derivatives compound. HPLC of Formula: C8H6N2O2

General procedure: A solution of P(OMe)3 (1.5mmol) in DCM (10mL) was cooled with an ice bath, then I2 (1.5mmol) was added. After the solid iodine was completely dissolved, corresponding acid (1.2mmol) and Et3N (3.0mmol) were added in sequential order, and the solution was stirred for 15min in a cooling bath. Intermediate 5 (1.0mmol) was added and the mixture was stirred for 15min. After removing the cooling bath, the reaction mixture was stirred for 3.5hat room temperature, then diluted with saturated aqueous NaHCO3 and extracted with DCM (10mL) three times. The combined organic layer was sequentially washed with water and brine, dried with anhydrous Na2SO4, and concentrated in vacuo. The crude was purified by column chromatography with DCM/methanol (100:1 to 50:1, v/v) to give the product as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63237-88-7, Pyrazolo[1,5-a]pyridine-2-carboxylic acid, and friends who are interested can also refer to it.

Reference:
Article; Bai, Renren; Shi, Qi; Liang, Zhongxing; Yoon, Younghyoun; Han, Yiran; Feng, Amber; Liu, Shuangping; Oum, Yoonhyeun; Yun, C. Chris; Shim, Hyunsuk; European Journal of Medicinal Chemistry; vol. 126; (2017); p. 464 – 475;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem