Day: July 19, 2021

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 571189-49-6, name is 5-(4-Methylpiperazin-1-yl)pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 5-(4-Methylpiperazin-1-yl)pyridin-2-amine

5-(4-Methylpiperazin-1-yl)pyridin-2-amine (35.6 mg, 0.185 mmol) was taken up in dry1 ,4-dioxane (2 mL) under argon. tert-Butyl 1 -(2-chloropyrimidin-4-yl)-2-oxo- 1,3 – diazaspiro[4.Sjdecane-3-carboxylate (4) (65 mg, 0.18 mmol) was added followed by cesiumcarbonate (0.173 g, 0.532 mmol) and rac-2,2?-bis(diphenylphosphino)-l,l?-binaphthyl (11.0 mg, 0.0177 mmol). Finally, palladium acetate (3.98 mg, 0.0177 mmol) was added and the mixture was sparged with argon for 20 mm, the flask fitted with a condenser and the reaction mixture heated at 100 C for 30 minutes. The reaction mixture was cooled to ambient temperature, filtered through a pad of Celite rinsing with ethyl acetate and the solvent wasremoved in vacuo to afford a dark yellow foam. Addition of water caused the product to precipitate. The solids were removed by filtration and washed with water. Drying under nitrogen affords 52 mg (56% yield) of the desired product 5 as a dark yellow solid.MS (ESI+) for C27H38N803 m/z 523.6 (M+H)5

With the rapid development of chemical substances, we look forward to future research findings about 571189-49-6.

Reference:
Patent; G1 THERAPEUTICS, INC.; STRUM, Jay, Copeland; GASTON, Ricky, D.; GADWOOD, Robert, C.; (177 pag.)WO2018/5533; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 58584-92-2, 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 58584-92-2 as follows.

To a 0.3 M solution of amino acid (1 equiv) in anhydrous THF, under an inert atmosphere, was added thionyl chloride (3.3 equiv) in a dropwise fashion. The reaction mixture was stirred at room temperature for 2 hours. After this time the reaction was concentrated in vacuo to give a crude yellow solid residue. The crude solid was dissolved in THF (equal to initial reaction volume) and concentrated in vacuo again to give a yellow solid residue. The residue was dissolved once more in THF and concentrated as before to give a solid residue which was then dissolved in THF (to give a solution of 0.3M) and ammonia gas bubbled through the solution for 1 hour. The resultant precipitate was removed by filtration and the filtrate concentrated in vacuo to give a yellow precipitate which was triturated with water at 50 0C then dried to give the title compound (typically 90-95 %) yield and suitably clean enough to be used without any further purification.2-Amino-6-chloronicotinamide – X=N, Y=C, Z=C: (92 % yield, 93 % purity) m/z (LC-MS, ESP): 172 [M+H]+ R/T = 3.19 min

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,58584-92-2, its application will become more common.

Reference:
Patent; KUDOS PHARMACEUTICALS LIMITED; WO2008/23161; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1056162-06-1, 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. 1056162-06-1, name is (2-(Trifluoromethyl)pyridin-3-yl)methanamine, molecular formula is C7H7F3N2, 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 4-chloro-N-isopropyl-1 ,8-naphthyridin-2-amine (150 mg, 676.6 umol, 1 eq) and [2-(trifluoromethyl)-3-pyridyl]methanamine (1.2 g, 6.8 mmol, 10 eq) was stirred at 180C for 0.5 hour under microwave and N2. TLC (EtOAc) showed that 4~chloro- N-isopropyl-1 ,8-naphthyridin-2-amine was consumed completely and several new spots. LCMS showed that several peaks and 20% of desired product. To the mixture was added water (40 mL) and extracted with EtOAc (40 mL*2). The organic layers were washed with brine (40 mL), dried over NaaSCU and concentrated. The residue was purified by prep-TLC (EtOAc). Then the crude product was further purified by prep-HPLC (Column: Phenomenex Synergi C18 150*30mm*4um; Condition: water(0.225%FA)-ACN). The salt product was basified by strong basic anion exchange resin. Then the residue was purified by prep-TLC (Dichloromethane: Methanol 10: 1) to obtain N2-isopropyi-N4-[[2-(trifluoromethyi)-3- pyridyl]methyl]-1 ,8-naphthyridine-2,4-diamine (5.4 mg, 15 umo, 2% yield) as a light yellow solid.

According to the analysis of related databases, 1056162-06-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LIVERPOOL SCHOOL OF TROPICAL MEDICINE; THE UNIVERSITY OF LIVERPOOL; EISAI R&D MANAGEMENT CO., LTD.; WARD, Stephen A.; TAYLOR, Mark J.; O’NEILL, Paul M.; HONG, Weiqian David; BENAYOUD, Farid; (300 pag.)WO2018/134685; (2018); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 85838-94-4, name is tert-Butyl 5,6-dihydropyridine-1(2H)-carboxylate, the common compound, a new synthetic route is introduced below. Recommanded Product: 85838-94-4

To a solution of 0.50 g (2.73 mmol) of tert-butyl 3,6-dihydro-2H-pyridine-i-carboxylate in 30 mL of DCM was added 0.92 g (4.09 mmol) of mCPBA. The resultant solution was stirred at 20C for 18 h. TLCindicated that the reaction was complete. The reaction was diluted with DCM, washed with aq. NaHCO3, aq. Na2S2O3 and brine, dried over Na2SO4, filtered and concentrated. The residue was purified by column chromatography (PE/EA, 5/i, R1= 0.2) to give 0.43 g of tert-butyl 7-oxa-4-azabicyclo[4.i.0]heptane-4- carboxylate as a colorless oil.MS (+ESI): 144.1 [M+H].?H NMR (400 MHz, CDC13) ppm: 4.09-3.58 (m, 2H), 3.57-3.02 (m, 4H), 2.18-1.84 (m, 2H), 1.47 (s,9H).

The synthetic route of 85838-94-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASILEA PHARMACEUTICA AG; POHLMANN, Jens; STIEGER, Martin; REINELT, Stefan; LANE, Heidi; (286 pag.)WO2016/128465; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 66572-56-3, 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. 66572-56-3, name is 2-Bromoisonicotinic acid. A new synthetic method of this compound is introduced below.

HATU (45.17 g, 118.81 mmol) was added to a mixture of 2-bromopyridine-4- carboxylic acid (20 g, 99.01 mmol), DIPEA (69 mL, 396.03 mmol), and DMF (150 mL) at rt. The mixture was stirred for 45 min, and then 2-methylpropanamidine hydrochloride (14.57 g, 118.8 mmol) was added. The mixture was stirred for 3 h, poured into H20 (2 L), and then extracted with EtOAc (500 mL c 3). The combined organic layers were dried over Na2S04, filtered, concentrated, and then purified by silica gel chromatography (petroleum ether/EtOAc = 1/1) to give 2-brom o-N-( 1 -i m i no-2-m ethyl propyl )i soni coti nam i de (9 g, 34%) as a white solid. LCMS: 270.0 [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,66572-56-3, its application will become more common.

Reference:
Patent; METACRINE, INC.; SMITH, Nicholas D.; GOVEK, Steven P.; LAI, Andiliy G.; (0 pag.)WO2020/61118; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 155377-05-2, 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 155377-05-2, name is Methyl 6-(trifluoromethyl)picolinate. This compound has unique chemical properties. The synthetic route is as follows.

The biuret (13 g, 126.3 mmol) was dissolved in 300 mL of ethylene glycol dimethyl ether.Sodium hydride (42 g, 1053 mmol) was added portionwise and stirred at 50 C for 1 h.Add 6-(trifluoromethyl)-picolinic acid methyl ester (21.6 g, 105.3 mmol),heatingThe reaction was carried out at 85 C for 16 h.The reaction solution was poured into water, the pH was adjusted with concentrated hydrochloric acid, filtered, and the filter cake was dried.The title compound was obtained.

According to the analysis of related databases, 155377-05-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Zhao Liwen; Zhang Jin; Chen Cheng; Xu Chenglong; Wang Cheng; (19 pag.)CN110054616; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 56187-37-2, 2-(3,5-Dichloro-4-oxopyridin-1(4H)-yl)acetic 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

200ml of toluene and 2-iodophenylboronic acid (0.21mol) were added to a clean reaction flask, then compound IV210.93g (1.06mol) was added, and then compound III327.21g (0.95mol) was slowly added, and the reaction was refluxed for 5-6h, After the reaction, cooled to room temperature, transferred to purified water, separated the solid and filtered, washed with purified water, recrystallized with ethanol, and dried under vacuum to obtain 484.55 g of cefoxidone (I), with a molar yield of 93% and a purity of 99.9 %,Maximum single impurity 0.04%

The synthetic route of 56187-37-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Luoxin Pharmaceutical Group Hengxin Pharmaceutical Co., Ltd.; Shandong Luoxin Pharmaceutical Group Co., Ltd.; Shandong Yuxin Pharmaceutical Co., Ltd.; Liu Zhenteng; Liang Zhen; Liu Jiang; Liu Qingli; Zhang Jiwen; (6 pag.)CN110563750; (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. 952-92-1, name is 1-Benzyl-1,4-dihydronicotinamide. A new synthetic method of this compound is introduced below., Computed Properties of C13H14N2O

General procedure: To the solution of HEH or BNAH (0.1 mmol) in ethanol or acetonitrile (2 mL) wasadded polysulfide 1 (0.2 mmol). The solution was incubated at r.t. or 37 C for 20 h(for HEH) or 5 h (for BNAH) under dark. After removing the solvent under reducedpressure, the yield of product 2 or 3 were determined by 1H-NMR.

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, 952-92-1, 1-Benzyl-1,4-dihydronicotinamide.

Reference:
Article; Peng, Bo; Liu, Chunrong; Li, Zhen; Day, Jacob J.; Lu, Yun; Lefer, David J.; Xian, Ming; Bioorganic and Medicinal Chemistry Letters; vol. 27; 3; (2017); p. 542 – 545;,
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. 944937-53-5, name is 6-Bromo-1H-pyrrolo[3,2-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. name: 6-Bromo-1H-pyrrolo[3,2-b]pyridine

To an ice-cooled suspension of 6-bromo- 1H-pyffolo[3,2-b]pyridine (7.0 g, 35 mmol)in N,N-dimethylformamide (100 mL) was slowly added a solution of sodium hydride (2.12 g,88.28 mmol, 60% in mineral oil) in N,N-dimethylformamide (20 mL). After 30 mm at 0 C,a solution of 2-(1-chloroethyl)pyridine (5.0 g, 35 mmol) in N,N-dimethylformamide (20 mL)was slowly added. The mixture was then warmed to room temperature. After 16 h, saturatedaqueous ammonium chloride solution (20 mL) was slowly added to the reaction mixture, and the resulting solution was concentrated in vacuo. The resulting residue was purified by flash column chromatography (1 0-30% ethyl acetate in petroleum ether) to afford 6-bromo- 1 -(1 -(pyridin-2-yl)ethyl)- 1 H-pyrrolo [3,2-b] pyridine (6.0 g, 56% yield). 1 H NMR(400 MHz, Chloroform-d) oe: 8.61 (d, I = 4.4 Hz, 1 H), 8.47 (d, I = 2.0 Hz, 1 H), 7.70 (s, 1 H),7.62-7.57 (m, 2 H), 7.21 -7.18 (m, 1 H), 6.81-6.76 (m, 2 H), 5.66-5.61 (m, 1 H), 2.00 (d, I = 7.2 Hz, 3 H).

With the rapid development of chemical substances, we look forward to future research findings about 944937-53-5.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; LYSSIKATOS, Joseph P.; LIU, Wen; SIU, Michael; ESTRADA, Anthony; PATEL, Snahel; LIANG, Guibai; HUESTIS, Malcolm; CHEN, Kevin; WO2015/91889; (2015); 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. 65189-15-3, name is 5,6-Dichloronicotinonitrile, molecular formula is C6H2Cl2N2, 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. Quality Control of 5,6-Dichloronicotinonitrile

b) 5,6-Dichloro-pyridine-3-amidoxime The title compound was prepared from 5,6-dichloro-pyridine-3-carbonitrile (257 mg, 1.485 mmol) and 50 wt % hydroxylamine (96.0 muL, 1.57 mmol) similar to Example 36c, and yielded 234 mg (76%) of product as a light yellow solid. 1H NMR (DMSO-d6): 10.11 (s, 1H), 8.66 (d, J=2.20 Hz, 1H), 8.29 (d, J=1.93 Hz, 1H), 6.12 (s, 2H).

With the rapid development of chemical substances, we look forward to future research findings about 65189-15-3.

Reference:
Patent; Cai, Sui Xiong; Zhang, Han-Zhong; Drewe, John A.; Reddy, P. Sanjeeva; Kasibhatla, Shailaja; Kuemmerle, Jared Daniel; Ollis, Kristin P.; US2003/45546; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem