Month: January 2021

Adding a certain compound to certain chemical reactions, such as: 1173897-86-3, 5-Bromo-6-methylpicolinonitrile, 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, 1173897-86-3, blongs to pyridine-derivatives compound. Recommanded Product: 5-Bromo-6-methylpicolinonitrile

5-Bromo-6-methylpicolinonitrile (0.080 g, 0.406 mmol), 9-( 1,1 -dimethyl- l-stannaethyl)-6,l l,4a-trihydromorpholino[4,3- e]pyrazino[2,3-b]pyrazin-5-one (0.150 g, 0.406 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.041 g, 0.045 mmol), tri-o-tolylphosphine (0.027 g, 0.089 mmol) and triethylamine (0.170 mL, 1.219 mmol) were placed in a sealed tube and N,N-dimethylformamide (2 mL) was added. Nitrogen gas was bubbled through the reaction mixture for five minutes and the reaction sealed and heated at 100 0C for 1 h. The resulting cloudy black mixture was diluted with methanol, filtered and the filter cake washed thoroughly with methanol. The filtrate was concentrated under reduced pressure and purified using Biotage flash chromatography (50-100 % ethyl acetate in hexanes) to give the desired product (0.117 g, 0.363 mmol, 89 % yield). MS (ESI) m/z 323.5 [M+l]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1173897-86-3, its application will become more common.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; ELSNER, Jan; HARRIS, Roy, L.; LEE, Branden; MORTENSEN, Deborah; PACKARD, Garrick; PAPA, Patrick; PERRIN-NINKOVIC, Sophie; RIGGS, Jennifer; SANKAR, Sabita; SAPIENZA, John; SHEVLIN, Graziella; TEHRANI, Lida; XU, Weiming; ZHAO, Jingjing; PARNES, Jason; MADAKAMUTIL Loui; FULTZ Kimberly; NARLA, Rama K.; WO2010/62571; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 197376-41-3, Ethyl 2-(3-Bromo-2-pyridyl)acetate, 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, Formula: C9H10BrNO2, blongs to pyridine-derivatives compound. Formula: C9H10BrNO2

Compound 27 (37.7 g, 0.15 mol) was dissolved in dry acetonitrile (400 mL). DBU (28.2 g, 0.18 mol) was added followed by 4-acetamidobenzenesulfonyl azide (37.6 g, 0.15 mol). The solution was stuffed overnight. Water (3 L) was slowly added. The solid was filtered off on a sintered glass funnel and washed with additional water (1 L) and hexanes (0.5 L) and air dried on the fritted funnel for 2 h. The product was a cream solid (27.3 g). LCMS: [M+Hj=270.1.

The synthetic route of 197376-41-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KALA PHARMACEUTICALS, INC.; KIM, Jinsoo; NGUYEN, Minh N.; ENLOW, Elizabeth; ONG, Winston Z.; NOWAK, Pawel W.; FEUTRILL, John T.; WO2014/201127; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 86847-59-8 ,Some common heterocyclic compound, 86847-59-8, molecular formula is C10H14N2O, 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.

To a solution of 2-PivNH pyridine (2.82 g, 16 mmol) in THF (40 mL) was added n-BuLi dropwise at -78 0C. After addition, the mixture was warmed to 0 0C (ice bath) and stirred for 2 h. The mixture was cooled to -78 0C, and a solution of 7V-methoxy-N- 5 methylacetamide (2.0 g, 19 mmol) in THF (10 mL) was added. The mixture was stirred for 10 min and warmed to rt overnight. The reaction was quenched by the addition of NH4Cl (30 mL), extracted with Et2O (30 mL), washed NaHCO3, brine, and dried over Na2SO4. The crude product was purified by flash chromatography (50%?100% EtOAc in hexanes) to afford a white solid (1.75 g, 50%). mp: 67-68 0C. IR (neat, cm”1): 3268, 10 2967, 1710, 1694, 1663, 1580, 1504, 1450, 1263, 1153. 1H NMR (300 MHz, CDCl3) delta 11.53 (IH, s), 8.66 (IH, dd, J=4.7, 1.8 Hz), 8.19 (IH, dd, J=7.9, 2.0 Hz), 7.10 (IH, dd, J = 7.9, 4.8 Hz), 2.67 (3H, s), 1.37 (9H, s). 13C NMR (100 MHz, CDCl3) delta 201.1, 176.9, 153.7, 152.2, 140.0, 118.1, 40.7, 28.1, 27.5. HRMS (ESI) calc’d for Ci2Hi6N2O2 ([M]+) 220.1211. Found: 220.1211

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,86847-59-8, its application will become more common.

Reference:
Patent; LAUTENS, Mark; YUEN, Josephine; FANG, Yuanqing; WO2008/22467; (2008); 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. 113237-20-0, name is 2,6-Dichloro-5-fluoronicotinamide, molecular formula is C6H3Cl2FN2O, 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. SDS of cas: 113237-20-0

Example 2A 2-Chloro-5-fluoronicotinamide At RT, 44 g (210.58 mmol) of 2,6-dichloro-5-fluoronicotinamide were added to a suspension of 21.9 g (335.35 mmol) of zinc in methanol (207 ml). Acetic acid (18.5 ml) was then added, and the mixture was heated with stirring at reflux for 24 h. The contents of the flask were then decanted from the zinc, and ethyl acetate (414 ml) and saturated aqueous sodium hydrogen carbonate solution (414 ml) were added, followed by intense extractive stirring. Subsequently the reaction mixture was filtered with suction through kieselguhr and the filter product was washed three times with ethyl acetate (517 ml each time). The organic phase was separated off and the aqueous phase was washed with ethyl acetate (258 ml). The combined organic phases were washed once with saturated aqueous sodium hydrogen carbonate solution (414 ml), dried and concentrated under reduced pressure. Dichloromethane (388 ml) was added to the crystals obtained in this manner, and the mixture was stirred for 20 min. The mixture was once more filtered off with suction, washed with diethyl ether and sucked dry. Yield: 20.2 g (53% of theory) 1H NMR (400 MHz, DMSO-d6): delta=7.87 (br s, 1H), 7.99 (dd, 1H), 8.10 (br s, 1H), 8.52 (d, 1H).

With the rapid development of chemical substances, we look forward to future research findings about 113237-20-0.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2012/22084; (2012); 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 116986-13-1, name is 3-(Bromomethyl)picolinonitrile. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C7H5BrN2

Step 4: 2-{4-[2-(6, 7-DIFLUORO-QUINOLIN-2-YL)-ETHYL]-PHENOXYMETHYL}-BENZONITRILE. 1.0 G (5.0 mmol) of the compound from step 1,0. 077 G (0.5 MMOL) of sodium iodide, 1.6 G (5.0 MMOL) of caesium carbonate and 1.4 G (3.5 MMOL) of the previous compound in 23 ml of acetone are stirred at reflux temperature for 4. 5HR. Once cooled, the solids are filtered and the filtrate is concentrated giving 1.6 G (79 %) of a solid

With the rapid development of chemical substances, we look forward to future research findings about 116986-13-1.

Reference:
Patent; ALMIRALL PRODESFARMA S.A.; WO2004/43966; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 73290-22-9, Adding some certain compound to certain chemical reactions, such as: 73290-22-9, name is 2-Bromo-5-iodopyridine,molecular formula is C5H3BrIN, 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 73290-22-9.

General procedure: An oven dried Schlenk tube was purged with nitrogen and charged with 3-iodopyridine (0.875 mmol, 179.3 mg), BiPh3 (0.25 mmol, 110 mg), K3PO4 (1.5 mmol, 318 mg), Pd(OAc)2 (0.025 mmol, 5.6 mg), PPh3 (0.1 mmol, 26.2 mg) followed by dry DMF (3 mL) under nitrogen atmosphere. The reaction mixture was stirred in an oil bath at 90C for 1h. It was brought to rt, treated with water (10mL), and extracted with ethyl acetate (2¡Á20 mL). The organic extract was treated with brine, dried over anhydrous MgSO4, and concentrated using rotary evaporator under the reduced pressure. The crude was subjected to silica gel column chromatography (5% EtOAc/Hexane) to obtain 3-phenylpyridine (1.1) as colorless oil (115 mg, 98%).

According to the analysis of related databases, 73290-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Rao, Maddali L.N.; Dhanorkar, Ritesh J.; Tetrahedron; vol. 71; 2; (2015); p. 338 – 349;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 7205-46-1 ,Some common heterocyclic compound, 7205-46-1, molecular formula is C7H6ClN3, 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 degassed mixture of the amine (1 eq, 28 mg), 6-chloro-l-methyl-lH-imidazo[4,5- c]pyridine (1 eq, 27 mg), CS2CO3 (2.5 eq, 132 mg), Xphos (0.3 eq, 23 mg) and Pd2(dba)3 (0.1 eq, 15 mg) in dry DMF (1 mL) was heated at 110C for 18 h. Water was added and the reaction mixture was extracted with EtOAc (3 x). The combined organics were dried, concentrated and the residue was purified by silica chromatography (MeOH/EtOAc; 0:100 to 10:90) to give the desired compound

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. 7205-46-1, 6-Chloro-1-methyl-1H-imidazo[4,5-c]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; MENET, Christel; SCHMITT, Benoit; GENEY, Raphael; DOYLE, Kevin; PEACH, Joanne; PALMER, Nicholas; JONES, Graham; HARDY, David; DUFFY, James; WO2013/117649; (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. 1190314-85-2, name is 5-Fluoro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

General procedure: A solution of 1-3, 7a,b, 11 (1mmol) and 12a-c (0.7mmol) in anhydrous ethanol (10mL) and piperidine (6 drops) was stirred at room temperature under atmosphere of nitrogen for 2-3 h. The yellow precipitate was collected by suction and washed with ethanol and then dried under vacuum to afford the targeted compounds 13a1-11, 13b1-8, 13c1-8 (50-70%) as yellow solids.

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, 1190314-85-2, 5-Fluoro-1H-pyrrolo[2,3-b]pyridin-2(3H)-one.

Reference:
Article; Wang, Minghua; Ye, Cheng; Liu, Mingliang; Wu, Zhaoyang; Li, Linhu; Wang, Chunlan; Liu, Xiujun; Guo, Huiyuan; Bioorganic and Medicinal Chemistry Letters; vol. 25; 14; (2015); p. 2782 – 2787;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1121-60-4, Picolinaldehyde, 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, Product Details of 1121-60-4, blongs to pyridine-derivatives compound. Product Details of 1121-60-4

General procedure: To a solution of 4-methoxybenzaldehyde (1mmol, 0.136 g) in dry DMF (5mL), hydroxylamine hydrochloride (3 mmol, 0.208 g) was added with stirring for 15 min at 120 C. HAP(at)AEPH2-SO3H nanocatalyst (8 mol-%, 0.08 g) was then added to the resultant solution. After completion of the reaction (which was monitored byTLC), cooling, and separation of the nanocatalyst by centrifugation, the reaction mixture was poured into water (10mL). The resulting mixture was extracted with ethyl acetate (310mL) and dried over sodium sulfate. After evaporation of the solvent, the crude product was purified by thin-layer chromatography using n-hexane/ethyl acetate (4 : 1) as eluent to afford 4-methoxybenzonitrile (0.130 g, 98%).

The synthetic route of 1121-60-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Masjed, Samane Memar; Akhlaghinia, Batool; Zarghani, Monireh; Razavi, Nasrin; Australian Journal of Chemistry; vol. 70; 1; (2017); p. 33 – 43;,
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.18368-64-4, name is 2-Chloro-5-methylpyridine, molecular formula is C6H6ClN, molecular weight is 127.57, as common compound, the synthetic route is as follows.Safety of 2-Chloro-5-methylpyridine

General procedure: 2-Trimethylsilylpyridine (1.2mmol), the aryl halide (1mmol), palladium acetate (0.10mmol), CataXCium A (0.2mmol), CuI (76mg, 0.4mmol) and KF (2.20mmol) were combined in reaction tubes in a Radleys green-house parallel synthesiser under a flow of nitrogen and degassed DMF (1ml) was added. The resulting suspensions were stirred at 90 oC under nitrogen for 12 hours. Reactions were analysed by LC-MS at 1mg/1ml in methanol to determine the yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,18368-64-4, 2-Chloro-5-methylpyridine, and friends who are interested can also refer to it.

Reference:
Article; Blakemore, David C.; Marples, Louise A.; Tetrahedron Letters; vol. 52; 32; (2011); p. 4192 – 4195;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem