Tag: M.W:100-200

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

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

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

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

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 1603-40-3, name is 3-Methylpyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H8N2

In a 250-mL round-bottomed flask, a solution of 3-methylpyridin-2-amine (4.57 g, 42.3 mmol) in AcOH (50 mL) was cooled to 0 C. NIS (9.5 g, 42 mmol, Sigma- Aldrich, India) was added in portions to the above solution at the same temperature under nitrogen atmosphere. The reaction mixture was warmed to room temperature and stirred at room temperature for 3 h. The reaction mixture was diluted with cold water (100 mL), followed by a mixture of 5% Na2S203 (40 mL) and NaHC03 (100 mL) at room temperature. The solid that formed was filtered, washed thoroughly with water and dried rigorously under reduced pressure at 50 C to give 5-iodo-3-methyl-2-pyridinamine (6.0 g) as a yellow solid.

With the rapid development of chemical substances, we look forward to future research findings about 1603-40-3.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BOURBEAU, Matthew, Paul; HONG, Fang-Tsao; LIU, Longbin; NISHIMURA, Nobuko; NORMAN, Mark, H.; POON, Steve, F.; STEC, Markian, M.; ST. JEAN, David, J., JR; TAMAYO, Nuria, A.; YANG, Kevin, C.; WO2013/123444; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 63071-03-4, 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 63071-03-4, name is 2-Methoxy-6-methylpyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Example given for n = 7: An oven dried round bottom flask, equipped with magnetic stir bar was sealed under argon. To the flask, THF (10 mL) and n-BuLi (2.4 M in hexanes, 2.0 mL, 4.8 mmol) were added and cooled to 0 oC. To this flask, 2-methoxy-6-methylpyridine (0.50 mL, 4.1 mmol) was added drop wise via syringe, which resulted in a yellow color that intensified to brown over a few min. After 10 min, 1,6-dibromohexane (2.0 mL, 13 mmol) was added in one portion and the color rapidly dissipated. After an additional 2 h, the reaction was quenched upon addition of water. The phases were separated and the aqueous phase was extracted with ethyl acetate. The combined organic phases were washed with brine, dried (MgSO4) and concentrated in vacuo. Final purification by column chromatography (0% -15% ethyl acetate in hexanes) afforded the desired compound (397 mg, 34%) along with the dimer 1,8-bis(6-methoxypyridin-2-yl)octane (180 mg, 27%).

According to the analysis of related databases, 63071-03-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Topczewski, Joseph J.; Lodge, Alexander M.; Yasapala, Sumana N.; Payne, Maurice K.; Keshavarzi, Pedrom M.; Quinn, Daniel M.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 21; (2013); p. 5786 – 5789;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 136888-20-5, 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. 136888-20-5, name is 5-Fluoro-3-nitropyridin-2(1H)-one, molecular formula is C5H3FN2O3, 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.

PREPARATION 53 2-Chloro-5-fluoro-3-nitropyridine 5-Fluoro-3-nitro-pyridin-2-ol (1.00 g, 5.33 mmol) was dissolved in acetonitrile (40 mL) and tetraethylammonium chloride (2.10g, 12.65 mmol) was added. The mixture became clear, phosphorous oxytrichloride (1.94 g, 12.65 mmol) was added at room temperature and the mixture was heated at 90 oC for 24h. The reaction mixture was evaporated to dryness; the residue was taken up with water (100 mL) and extracted with ethyl acetate (2×100 mL). The organic layer was dried with sodium sulfate, filtered and evaporated to dryness. A yellow solid (0.90 g, 69%) was isolated, pure enough to perform the next synthetic step. LRMS (m/z): 177 (M+1)+

According to the analysis of related databases, 136888-20-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; EP2518071; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 13466-43-8, 3-Bromopyridin-2(1H)-one, 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, Quality Control of 3-Bromopyridin-2(1H)-one, blongs to pyridine-derivatives compound. Quality Control of 3-Bromopyridin-2(1H)-one

(c) 3-Bromo-2-methoxypyridine Under an argon atmosphere, a mixture of 3-bromo-2-hydroxypyridine (3.49 g, 20 mmol), silver carbonate (3.67 g, 13.31 mmol), and iodomethane (1.5 mL, 24.1 mmol) in benzene (30 mL) was stirred in the dark at 40 C. to 50 C. for 24 hours, cooled in an ice bath, and filtered. The filtrate was washed once with 2% aqueous sodium bicarbonate and twice with water, dried (MgSO4), the benzene was evaporated at atmospheric pressure, and the residue was purified by flash chromatography (eluding with hexane/ethyl acetate, 2:1) to obtain the title compound (2.35 g, 12.5 mmol, 62%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13466-43-8, 3-Bromopyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Astra Aktiebolag; US6110914; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 17228-63-6, 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. 17228-63-6, name is 6-Chloro-1-methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

General procedure: This compound was prepared using a method analogousto that of Example 102 (intermediate 102.1 ), intermediate96.1 replacing 2,6-difluoropyridine except that the reactionmixture was stirred for 2 days at 85 C LC-MS (B): tR=0.52 min; [M+H]+: 280.30

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17228-63-6, its application will become more common.

Reference:
Patent; Actelion Pharmaceuticals Ltd.; Hilpert, Kurt; Hubler, Francis; Murphy, Mark; Renneberg, Dorte; US2014/73651; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 779345-37-8, 5-Fluoro-2-nitropyridine, 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: C5H3FN2O2, blongs to pyridine-derivatives compound. Formula: C5H3FN2O2

Preparation 104-(6-Nitro-pyridin-3-yloxy)-piperidine-1-carboxylic acid tert-butyl esterAdd potassium tert-butoxide (4.84 g) to a solution of tert-butyl 4-hydroxy-1-piperidine-carboxylate (8.76 g) in dimethylacetamide (DMA, 39 mL) at 0 C. under nitrogen. Stir for 1 h and add drop wise a solution 5-fluoro-2-nitro-pyridine (5 g) in DMA (78 mL). Let the reaction stir at RT overnight. Add water and stand for 1 h. Filter, wash with water. Purify by silica gel column chromatography eluting with DCM/EA (0-15%) to afford 5.65 g of the title compound. MS (ES+): m/z=324 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,779345-37-8, 5-Fluoro-2-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; COATES, David A.; GELBERT, Lawrence Mark; KNOBELOCH, John M.; DE DIOS MAGANA, Alfonso; DE PRADO GONZALEZ, Ana; FILADELFA DEL PRADO CATALINA, Miriam; GARCIA PAREDES, Maria Cristina; MARTIN DE LA NAVA, Eva Maria; MARTIN ORTEGA FINGER, Maria Dolores; MARTINEZ PEREZ, Jose Antonio; MATEO HERRANZ, Ana Isabel; PEREZ MARTINEZ, Carlos; SANCHEZ MARTINEZ, Concepcion; US2010/160340; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem