Tag: M.W:100-200

Synthetic Route of 171919-37-2, 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. 171919-37-2, name is 1-Methyl-1H-pyrrolo[2,3-b]pyridine-3-carboxylic acid, molecular formula is C9H8N2O2, 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.

Example 1.5: (SWN.1-dimethyl-N-(4-(1-methyl-1H-pyrrole-2-carboxamidoM- phenylbutan-2-yl)-1H-pyrrolor2.3-blPyridine-3-carboxamideTo a solution of 1 -methyl- 1 H-pyrrole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)- amide hydrochloride (160 mg, 0.497 mmol), 1-methyl-1 H-pyrrolo[2,3-b]pyridine-3-carboxylic acid (127 mg, 0.597 mmol), HOBt (91 mg, 0.597 mmol) and triethylamine (0.345 ml, 2.486 mmol) in DCM (4 ml) and DMF (2 ml) was added EDC x HCI (143 mg, 0.746 mmol). The reaction was stirred at rt overnight. A saturated solution of Na2C03 was added and the resulting mixture was extracted with tert-butyl methyl ether. The organic layer was washed with sat. Na2C03 and brine, dried (MgS0 ), filtered and concentrated. The crude product was purified by flash chromatography (DCM:MeOH, 97:3) followed by purification on apreparative chromatography system (HPLC Waters 2767, column: Sunfire 19x150mm 5muiotaeta, Grad: 10 to 90% CH3CN with TFA over 15min) to obtain the title compound 104 mg (47 %).[1 H-NMR (DMSO, 400 MHz, 120 C) (8.25 (d, 1 H), 7.80 (d, 1 H), 7.45 (br s, 1 H), 7.41 (s, 1 H), 7.25-7.15 (m 6H), 7.05 (dd, 1 H), 6.78 (br s, 1 H), 6.65 (m, 1 H), 5.85 (br s, 1 H), 4.80 (m, 1 H), 3.80 (s, 3H), 3.70 (s, 3H), 3.40-3.05 (m, 2H), 2.97 (s, 3H), 2.95-2.85 (m, 2H), 2.00-1.75 (m, 2H); LCMS RtF = 1.08 min; [M+H]+ = 444.3].

According to the analysis of related databases, 171919-37-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 19346-43-1 , The common heterocyclic compound, 19346-43-1, name is 2-Fluoro-3-nitro-4-picoline, molecular formula is C6H5FN2O2, 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 solution of 7-chloro-IH-indazol-5-arnine (100 mg, 0.597 mmol) and 2-fluoro-4-methyl-3-nitropyridine (93 rng, 0597mmol) in DMF (1.5 rnL) was reacted in the microwave at 150 0Q for 2 h. The reaction was diluted with water and EtOAc and extracted with EtOAc. The combined organic layers were dried (Na2SO4), filtered, and concentrated in vaeuo. Purification (FCC, Si02, 0-70-100% EtOAc in hexanes) afforded the title compound (38 rng, 21%). ?H NMR (400 MHz, CDC13) b S. 20 (s, 1Ff), 8.19 (d, J:::: 4.8 Hz, 1H), 8.09 (s, 1H), 783 (d, J 1.7 Hz, 1Ff), 7.56 (d, J == 1.7 Hz, IH), 6.72-6.67(m, iH, 2.60 (s, 3H.

The synthetic route of 19346-43-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BERRY, Cynthia G.B.; CHEN, Gang; JOURDAN, Fabrice Loic; LEBOLD, Terry Patrick; LIN, David Wei; PENA PINON, Miguel Angel; RAVULA, Suchitra; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; ZHANG, Wei; AMERIKS, Michael K.; (407 pag.)WO2016/176460; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 83766-88-5, 2-(tert-Butoxy)pyridine, 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 83766-88-5, blongs to pyridine-derivatives compound. Product Details of 83766-88-5

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,83766-88-5, 2-(tert-Butoxy)pyridine, and friends who are interested can also refer to it.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 116855-08-4 ,Some common heterocyclic compound, 116855-08-4, molecular formula is C7H5N3O2, 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.

10330] To a mixture of D-4-01-1 (30 mg, 0.18 mmol)DCM (3 mE) was added oxalyl dichloride (2 mE). The reaction mixture was stirred at r.t. for 3 h. The solution was concentrated and the residue was dissolved in DCM (3 mE). TEA (37 mg, 0.37 mmol) and (R)-2-amino-3-(3-chlorophe- nyl)propanoic acid (36 mg, 0.18 mmol) was then added and the solution was stirred at r.t. overnight. The resultant was concentrated to give D-4-01-5-1 (20 mg, 32%), which was used directly for the next step.

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. 116855-08-4, 1H-Pyrazolo[3,4-b]pyridine-3-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. Hoffmann-La Roche AG; Savira pharmaceuticals GmbH; European Molecular Biology Laboratory; Schulz-Gasch, Tanja; Weikert, Robert; Neidhart, Werner; Buschmann, Helmut; Szolar, Oliver; Wolkerstorfer, Andrea; Handler, Norbert; Roch, Franz-Ferdinand; Cusack, Stephen; (69 pag.)US2016/2227; (2016); 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. 722550-01-8, name is 4-(Pyrrolidin-1-yl)pyridin-2-amine. A new synthetic method of this compound is introduced below., Recommanded Product: 4-(Pyrrolidin-1-yl)pyridin-2-amine

In the Schlenk reaction tube,Join7-(Pyrrolidin-1-yl)-2-aminopyridine163mg,273mg of silver carbonate, the system is replaced by nitrogen protection,Add 10 ml of 1,4-dioxane, 1-bromomethyl-phenylacetylene, 96 mg,The reaction was carried out at 100C for 12 hours. The reaction was stopped, the reaction system was filtered using celite, the filter residue was washed with 20-30 ml of dichloromethane, and the filtrates were combined.Elution with a gradient of ethyl acetate: petroleum ether = 1:8 to 8:1,Obtaining intermediates2-(4-bromomethylphenyl)-7-(pyrrolidin-1-yl)imidazo[1,2-a]pyridine122 mg, yield 69%.

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, 722550-01-8, 4-(Pyrrolidin-1-yl)pyridin-2-amine.

Reference:
Patent; Mudanjiang Medical School; Bi Lili; Han Feng; Wang Xiuying; Fu Gaojie; Qiao Hong; Yang Li; (11 pag.)CN107915752; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 131747-53-0, (6-(Trifluoromethyl)pyridin-2-yl)methanol, 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, 131747-53-0, blongs to pyridine-derivatives compound. HPLC of Formula: C7H6F3NO

Example 154 4-(Pyrimidin-5-yl)-2-{[6-(trifluoromethyl)pyridin-2 -yl]methoxy}-5,6,7,8-tetrahydroquinoline hydrochloride To 2-chloro-4-(pyrimidin-5-yl)-5,6,7,8-tetrahydroquino line (30 mg), [6-(trifluoromethyl)pyridin-2-yl]methanol (28 mg), Pd2(dba)3·CHCl3 (8.3 mg), t-Bu-X-Phos (8.3 mg) and cesium carbonate (80 mg) was added toluene (1.6 mL), and the mixture was degassed, then stirred under Ar atmosphere at 100C overnight. After the reaction mixture was allowed to return to room temperature, diluted with ethyl acetate, filtered through Celite, and the filtrate was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography to give the title compound (37 mg) as a pink solid. [MS (ESI) m/z 388.2 (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,131747-53-0, its application will become more common.

Reference:
Patent; Nippon Shinyaku Co., Ltd.; TSUJI, Takashi; SHIRAI, Masaaki; EP2891656; (2015); 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. 22282-99-1, name is 4-Bromo-2-methylpyridine. A new synthetic method of this compound is introduced below., SDS of cas: 22282-99-1

Intermediate 331 -(4-Bromo-pyridin-2-yl)-cvclopropanecarboxylic acid ethyl esterStep 1 : (4-bromo-pyridin-2-yl)-acetic acid ethyl ester; Lithium diisopropylamide (2 mol/L in tetrahydrofuran/heptane/ethylbenzene, 3.00 mL) was added to a solution of 4-bromo-2-methylpyridine (2.00 g) and diethyl carbonate (1 .8 mL) in tetrahydrofuran (30 mL) cooled to -70 ‘C. The solution was stirred for 1 h prior to the addition of another portion of lithium diisopropylamide (2 mol/L in tetrahydrofuran/heptane/ ethylbenzene, 3.00 mL). Stirring was continued at -70 C for one more hour and then the reaction was quenched by the addition of water. The resulting mixture was extracted with ethyl acetate and the combined extracts were washed with brine and dried (Na2S04). The solvent was evaporated and the residue was chromatographed on silica gel(cyclohexane/ethyl acetate 95:5?1 :1 ) to give the title compound. Yield: 2.35 g (83% of theory); LC (method 3): tR = 2.86 min; Mass spectrum (ESI+): m/z = 244/246 (Br) [M+H]+.

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, 22282-99-1, 4-Bromo-2-methylpyridine.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; LEFTHERIS, Katerina; ZHUANG, Linghang; TICE, Colin, M.; SINGH, Suresh, B.; YE, Yuanjie; XU, Zhenrong; HIMMELSBACH, Frank; ECKHARDT, Matthias; WO2011/159760; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 327056-62-2, 2-Cyano-5-fluoropyridine, 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, name: 2-Cyano-5-fluoropyridine, blongs to pyridine-derivatives compound. name: 2-Cyano-5-fluoropyridine

The mixture of 5-fluoro-pyridine-2-carbonitrile (0.16 g,1.27mmol) and Pd/C (0.030 g, 10% wt) in 15 ml of MeOH and0.50 ml of concentrated HCl was placed under H2 which wasprovided by a balloon and stirred at RT for 4 h, filteredthrough Celite, condensed, the residue was purified byflash column chromatography. The titled compound wasobtained as a light yellowish solid. MS(ES+): 127.2 (freebase) (M+H)+ . Calc’d for C6H7FN2 (free base)- 126.13.

The synthetic route of 327056-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; WO2006/12374; (2006); 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. 62002-31-7, name is 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride. A new synthetic method of this compound is introduced below., name: 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride

A mixture of 2.0 g of 4,5,6,7-tetrahydro-1H-imidazo[4,5-c]pyridine dihydrochloride, 2.36 g of NaHCO3 and 2.45 g of N-(benzyloxycarbonyloxy)succinimide in 80 ml of dioxane/water mixture (50/50; v/v) is stirred for 16 hours at RT. The reaction mixture is extracted with EtOAc, the organic phase is washed with a saturated solution of NaHCO3, with 0.1M HCl solution, with saturated NaCl solution, it is dried and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, eluting with DCM/MeOH mixture. 1.9 g of the expected compound is obtained.

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, 62002-31-7, 4,5,6,7-Tetrahydro-3H-imidazo[4,5-c]pyridine dihydrochloride.

Reference:
Patent; SANOFI; US2012/277205; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 189230-41-9, 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. 189230-41-9, name is 2-Bromopyridine-3,4-diamine. A new synthetic method of this compound is introduced below.

Step 2: To a solution of 2-fluoro-6-iodobenzaldehyde (1.5 g, 6.0 mmol) and 2-bromopyridine-3, 4- diamine (1.1 g, 6.0 mmol) in ethanol (20 mL), was added ferric chloride (778 mg, 4.80 mmol). The reaction mixture was stirred at 60 C under oxygen atmosphere overnight. The next day, solvent was evaporated via rotavap and theresulting residue was purified by column chromatography on silica gel eluting with petroleum/ethyl acetate (3 :1) to give the desired product (1.6 g, 64% yield) as a yellow solid. LCMS (ESI) m/z: 418 [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,189230-41-9, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; LAI, Yingjie; LIANG, Jun; MAGNUSON, Steven, R.; ROBARGE, Kirk, D.; TSUI, Vickie, Hsaio-Wei; ZHANG, Birong; WO2013/41539; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem