Category: pyridine-derivatives

Application of 709652-82-4, Adding some certain compound to certain chemical reactions, such as: 709652-82-4, name is 2-Amino-5-bromonicotinonitrile,molecular formula is C6H4BrN3, 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 709652-82-4.

8.2 Boronate 10: Compound 9 (50 g, 0.224 mol),bis (pinacolato) diboron (85.6 g, 0.337 mol), KOAc (44.1 g, 0.449 mol) and Pd (dppf) Cl2. CH2C12 (2.77 g, 3.4 mmol) were charged into a flask. Dioxane (400 mL) was added. Thereaction mixture was stirred at 100C for 2 hr under Ar. When LC-MS indicated that the reaction was completed, the mixture was cooled to room temperature. The mixture was filtered through diatomite, concentrated, diluted with a mixture of ethyl acetate and hexane in 3/1 ratio (1000 mL) , filtered through silica gel (300-400 mesh) , concentrated, crystallized and dried to give boronate 10 (32 g, 66%) as a white solid

According to the analysis of related databases, 709652-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; ABUDUSAIMI, Mamuti; YE, Fangguo; SUN, Jiangqin; MIYAMOTO, Hisashi; CHENG, Jay-Fei; OKA, Daisuke; WO2013/29548; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 29241-65-4, 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. 29241-65-4, name is 5-Bromo-2-chloronicotinic acid. A new synthetic method of this compound is introduced below.

Preparation 1775-Bromo-2-chloronicotinamide To a suspension of 5-bromo-2-chloronicotinic acid (20 g, 84.6 mmol) and oxalyl chloride (12.9 g,101.5 mmol) in DCM (500 mL) was added DMF (618 mg, 8.46 mmol) at room temperature. Thereaction effervesced and was stirred for 3 hours before concentrating to half volume in vacuo. The resulting solution was added carefully to a solution of 7N methanolic ammonia (50 mL) in DCM (200 mL) at -10C, and the reaction was stirred for 18 hours at room temperature. The reaction was concentrated in vacuo, diluted with EtOAc (1 L), washed with water (500 mL), dried over sodium sulphate and concentrated in vacuo. The residue was triturated with cold DCM (200mL) to afford the title compound as a colourless solid (16.3 g, 82%). 1H NMR (400 MHz, DMSO-d6): O ppm 7.81 (s, 1H), 8.08 (s, 1H), 8.21 (d, 1H), 8.63 (d, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,29241-65-4, its application will become more common.

Reference:
Patent; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (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. 936342-91-5, name is 5-Bromo-2-(chloromethyl)pyridine hydrochloride, molecular formula is C6H6BrCl2N, 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. Recommanded Product: 5-Bromo-2-(chloromethyl)pyridine hydrochloride

Manufacturing Example 54-1-3 5-Bromo-2-phenoxymethyl-pyridine; To an N,N-dimethylformamide (40.0 mL) solution of phenol (1.92 g, 20.4 mmol) was added sodium hydride (815 mg, 20.4 mmol, 60percent in oil) on an ice bath (0° C.) under nitrogen atmosphere, which was stirred for 20 minutes at room temperature. To the reaction solution was then added a mixture of 5-bromo2-chloromethyl-pyridine hydrochloride (4.2 g, 20.4 mmol) described in Manufacturing Example 54-1-2 and triethylamine (28.0 mL, 20.4 mmol), which was stirred first for 30 minutes at room temperature and then for 45 minutes at 70° C. Water and ethyl acetate were added to the reaction mixture, and the organic layer was extracted with ethyl acetate. This organic layer was washed with water and saturated aqueous sodium chloride, dried over anhydrous magnesium sulfate, and filtered. The solvent was evaporated from the filtrate under a reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate_heptane=1:10) to obtain the title compound (4.40 g, 81.7percent).1H-NMR Spectrum (CDCl3) delta (ppm): 5.15 (2H, s), 6.95-6.99 (3H, m), 7.25-7.31 (2H, m), 7.42-7.45 (1H, m), 7.81-7.83 (1H, m), 8.64-8.65 (1H, m).

With the rapid development of chemical substances, we look forward to future research findings about 936342-91-5.

Reference:
Patent; Tanaka, Keigo; Yamamoto, Eiichi; Watanabe, Naoaki; US2009/82403; (2009); 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.23056-47-5, name is 2-Bromo-4-methyl-5-nitropyridine, molecular formula is C6H5BrN2O2, molecular weight is 217.02, as common compound, the synthetic route is as follows.Computed Properties of C6H5BrN2O2

Intermediate 6.1 : 2-bromo-5-nitro-pyridine-4-carboxylic acid To a solution of 2-bromo-4-methyl-5-nitropyridine (10 g, 46.5 mmol) in H2S04 (100 mL) was added Cr03 (15.5 g, 153 mmol) in portions at 0C. The reaction solution was stirred at 0C for 1 h and then warmed to ambient for 16 h. Then the solution was poured into a mixture of ice and water (300 mL), stirred at room temperature for 1 h, filtered to get a white solid, this target compound was used for the next step without any further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,23056-47-5, 2-Bromo-4-methyl-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; LEO PHARMA A/S; SOERENSEN, Morten Dahl; LARSEN, Jens Christian Hoejland; NOERREMARK, Bjarne; LIANG, Xifu; HUANG, Guoxiang; CHEN, Jinzhong; WO2013/82756; (2013); A1;,
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. 19235-89-3, name is 4-Chloropyridine-2-carbonitrile. A new synthetic method of this compound is introduced below., HPLC of Formula: C6H3ClN2

Reference Example 111 2-Cyano-4-methylthiopyridine 4-Chloro-2-cyanopyridine (2.18 g, 15.7 mmol) and sodium thiomethoxide (2.20 g, 31.4 mmol) were dissolved in THF (100 ml), and the mixture was refluxed for 2 hrs.. The reaction mixture was combined with ethyl acetate and water.. The organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate.. The solvent was evaporated to give the titled compound (2.36 g, 99 %) as pale yellow crystals.1H-NMR (CDCl3) delta: 2.53 (3H, s), 7.25-7.27 (1H, m), 7.45(1H, s), 8.46 (1H, d, J = 5.3 Hz). IR(KBr): 2233, 1574, 1537, 1462, 1386, 1292, 1099, 987, 962, 844 cm-1.

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, 19235-89-3, 4-Chloropyridine-2-carbonitrile.

Reference:
Patent; Takeda Chemical Industries, Ltd.; EP1424336; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 670253-37-9, 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.670253-37-9, name is 4-Chloro-5-iodopyridin-2-amine, molecular formula is C5H4ClIN2, molecular weight is 254.46, as common compound, the synthetic route is as follows.

General procedure: A mixture of 30 (500mg, 2.67mmol), Zn(CN)2 (188mg, 1.60mmol), Pd2(dba)3 (122mg, 0.13mmol), and dppf (148mg, 0.27mmol) was added degassed DMF/ H2O (99:1, 3.1mL). The reaction mixture was heated using conventional heating at 120C for 24h. The resulting mixture was cooled to rt, and sat. aq. NH4Cl/ conc. NH3/H2O (4:1:4, 10mL) was added resulting in precipitation. The mixture was cooled to 0C and filtered. The precipitate was washed with sat. aq. NH4Cl/conc. NH3/H2O (4:1:4, 10mL) and H2O at 5C and dried under vacuum affording the product as dark orange solid (279mg, 78%).

The chemical industry reduces the impact on the environment during synthesis 670253-37-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Petersen, Jette G.; S°rensen, Troels; Damgaard, Maria; Nielsen, Birgitte; Jensen, Anders A.; Balle, Thomas; Bergmann, Rikke; Fr°lund, Bente; European Journal of Medicinal Chemistry; vol. 84; (2014); p. 404 – 416;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1033203-41-6 ,Some common heterocyclic compound, 1033203-41-6, molecular formula is C5H6BrN3, 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 6-bromopyridine-3,4-diamine (100 mg, 0.53 mmol) and lH-pyrazole-4-carboxylic acid (60 mg, 0.53 mmol) in polyphosphoric acid (1 g) was heated in a sealed vial at 200 C for 18 h. The reaction mixture was diluted with water and made basic by addition of NaOH (50% aq.) and a white precipitate formed. The solid thus formed was collected by filtration and washed with water to afford the title compound (150mg, quant.). LCMS (ESI): [M+H]+ 264.1.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1033203-41-6, 6-Bromopyridine-3,4-diamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; BRYAN, Marian C.; CHAN, Bryan; HANAN, Emily; HEFFRON, Timothy; PURKEY, Hans; ELLIOTT, Richard Leonard; HEALD, Robert; KNIGHT, Jamie; LAINCHBURY, Michael; SEWARD, Eileen M.; WO2014/81718; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 194673-12-6, 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. 194673-12-6, name is Ethyl 6-oxo-2-(trifluoromethyl)-1,4,5,6-tetrahydropyridine-3-carboxylate, molecular formula is C9H10F3NO3, 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 solution of 6-hydroxy-2-trifluoromethyl-4, 5-dihydro-pyridine-3-carboxylic acid ethyl ester (Description 14) (4. 7 g, 19. 8 mmol, 1 eq) and N-bromo succinimide (3.51 g, 19. 8 mmol, 1 eq) in 15 mL of carbon tetrachloride was heated under reflux for 20 h. The resulting precipitate was filtered off and the filtrate was concentrated under reduced pressure to afford a brownish solid that was purified by flash chromatography (silica gel, eluent gradient: from hexane/ethyl acetate 9: 1 to hexane/ethyl acetate 8: 2). The title compound was obtained as a white solid (4.3 g, yield = 92%). LC-MS (ESI+), MH+: 236.

According to the analysis of related databases, 194673-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXO GROUP LIMITED; DOUGHTY, Jennifer, Margaret; WO2005/74939; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 885277-48-5, 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.885277-48-5, name is Methyl 2-bromo-6-methylnicotinate, molecular formula is C8H8BrNO2, molecular weight is 230.06, as common compound, the synthetic route is as follows.

Na2C03 (8.43 g, 80 mmol) was added to a solution of methyl 2-bromo-6-methylnicotinate (6.1 g, 26.5 mmol) and methyl acrylate (6.08 mL, 67.1 mmol) in mixture of DMA (16.99 mL, 181 mmol) and toluene (55 mL) at room temperature. Then the reaction mixture was degassed for 15 min. Tri-r olyl phosphine (0.807 g, 2.65 mmol) and allylpalladium chloride dimer (0.4850 g, 1.326 mmol) were added and the reaction mixture was stirred at 115 C in sealed tube for 5 h. Filtered through pad of Celite, and the filtrate was concentrated under reduced pressure. The resultant crude compound was purified by flash column chromatography on 100-200 mesh silica gel using 20% EtO Ac/pet-ether as an eluent to obtained (///-methyl 2-(3-methoxy-3-oxoprop-l- en-l-yl)-6-methylnicotinate (3.30 g, 43.0% yield) as a colorless oil. 1H NMR (400 MHz, CDCE): d 8.53 (dd, /= 1.2, 15.2 Hz, 1H), 8.22 (d, /= 6.8 Hz, 1H), 7.20-7.11 (m, 2H), 3.94 (s, 3H), 3.82 (s, 3H), 2.60 (s, 3H). LCMS (ES) m/z 236.09 (M+H)+

The chemical industry reduces the impact on the environment during synthesis 885277-48-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; BANDYOPADHYAY, Anish; CHEUNG, Mui; EIDAM, Hilary Schenck; JOSHI, Hemant; SU, Dai-Shi; (128 pag.)WO2019/149959; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 879488-53-6, 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. 879488-53-6, name is 1-(6-Bromo-3-pyridyl)-4-methylpiperazine, molecular formula is C10H14BrN3, 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.

Under argon protection, a solution of compound B (1.3 g, 5.08 mmol) in tetrahydrofuran (20 ml) was cooled to -78 degrees Celsius, and n-butyllithium (2.5 M, 3 ml, 7.62 mmol) was slowly added dropwise. After the dropwise addition was completed, stirring was continued for 10 minutes, and tributyltin chloride (2.48 g, 7.62 mmol) was added.The reaction solution was slowly warmed to room temperature, quenched by adding potassium fluoride, and concentrated under reduced pressure. The crude product was purified by Combi-flash column chromatography [DCM: MeOH = 100: 0 to 95: 5] to obtain compound Z-1-1. (1.03 g, 45%).

According to the analysis of related databases, 879488-53-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Haiyan Pharmaceutical Technology Co., Ltd.; Zhou Fusheng; Shi Xiaoyong; Huang Dong; Tang Wangqi; Wang Shengyuan; Zhao Jinzhu; Qiao Changjiang; Chen Xi; Lan Jiong; (28 pag.)CN110256446; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem