Category: pyridine-derivatives

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

Synthetic Route of 886365-47-5, 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.886365-47-5, name is 1-(5-Bromo-2-chloropyridin-3-yl)ethanone, molecular formula is C7H5BrClNO, molecular weight is 234.48, as common compound, the synthetic route is as follows.

A mixture of compound 12c (1.0 g, 4.26 mmol) and guanidine carbonate (1.04 g, 8.52 mmol) in DMA (25 mL) was stirred at 135 C for 3hrs. After cooling, the reaction mixture was diluted with water (100 mL) and extracted with ethyl acetate (50 mL×3). The combined organic layers were washed with water (50 mL×2) and brine (50 mL), dried over anhydrous Na 2SO4, filtered and concentrated. The residue was purified by column chromatography (silica gel, dichloromethane/methanol/ammonium water 400:10:1, v/v) to give the title compound 12d (340 mg, 42% yield) as a brown solid.

Statistics shows that 886365-47-5 is playing an increasingly important role. we look forward to future research findings about 1-(5-Bromo-2-chloropyridin-3-yl)ethanone.

Reference:
Article; Lin, Songwen; Han, Fangbin; Liu, Peng; Tao, Jing; Zhong, Xuechao; Liu, Xiujie; Yi, Chongqin; Xu, Heng; Bioorganic and Medicinal Chemistry Letters; vol. 24; 3; (2014); p. 790 – 793;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 185017-72-5, 3-Bromo-2-chloro-6-picoline, 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, Computed Properties of C6H5BrClN, blongs to pyridine-derivatives compound. Computed Properties of C6H5BrClN

Example 3: Lambda/-{[1 -(4-Chlorophenyl)cyclopropyl]methyl}-6-methoxy-5-(4-methyl-1 H- imidazol-1 -yl)pyridine-2-carboxamide (3)Step 1 . Synthesis of 3-bromo-2-methoxy-6-methylpyridine (C14). A mixture of 3-bromo-2-chloro-6-methylpyridine (75.4 g, 0.365 mol) and sodium methoxide (59.1 g, 1 .1 mol) in absolute methanol (700 mL) was heated at reflux for 5 days. Additional sodium methoxide (1 equivalent) was added, and the mixture was heated at reflux for 2 days. The solvent was removed under reduced pressure, and the residue was partitioned between water and dichloromethane. The organic layer was washed with water, dried over sodium sulfate, filtered and concentrated to provide the title product. Yield: 70.3 g, 0.348 mol, 95%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,185017-72-5, 3-Bromo-2-chloro-6-picoline, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER INC.; AM ENDE, Christopher William; JOHNSON, Douglas Scott; O’DONNELL, Christopher John; PETTERSSON, Martin Youngjin; SUBRAMANYAM, Chakrapani; WO2011/48525; (2011); 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

Adding a certain compound to certain chemical reactions, such as: 867279-13-8, 4-Bromo-2-chloro-5-methylpyridine, 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, Recommanded Product: 867279-13-8, blongs to pyridine-derivatives compound. Recommanded Product: 867279-13-8

Intermediate 8 (0496) 1-terf-But l 2-methyl 4-(2-chloro-5-methylpyridin-4-yl)- IH-pyrrole- 1 ,2-dicarboxylate (0497) (0498) Pd(Ph3P)4 (2.80 g, 2.42 mmol) was added to 1-tert-butyl 2-methyl 4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-lH-pyrrole-l,2-dicarboxylate (17.01 g, 48.43 mmol), 4-bromo-2- chloro-5-methylpyridine (10 g, 48.43 mmol) and Na2C03 (10.27 g, 96.87 mmol) in 1,4- dioxane (150 mL),water (30 mL) at 20 C under nitrogen. The resulting solution was stirred at 80 C for 4 hours. The reaction mixture was poured into water (200 mL), extracted with EtOAc (3 x 200 mL), the organic layer was dried over Na2S04, filtered and evaporated to afford yellow oil. The crude product was purified by flash silica (0499) chromatography (elution gradient 9 to 10% EtOAc in petroleum ether). Pure fractions were evaporated to dryness to afford l-tert-butyl 2-methyl 4-(2-chloro-5-methylpyridin-4-yl)- lH-pyrrole-l,2-dicarboxylate (Intermediate 8; 7.80 g, 45.9%) as a colourless oil. FontWeight=”Bold” FontSize=”10″ Eta NMR (300 MHz, CDC1 ) delta 1.64 (9H, s), 2.41 (3H, s), 3.91 (3H, s), 7.05 (1H, s), 7.32 (1H, s), 7.55 (1H, s), 8.25 (1H, s). m/z (ES+), [M+H]+ = 351.

The synthetic route of 867279-13-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WARD, Richard, Andrew; JONES, Clifford, David; FERON, James, Lyman; (80 pag.)WO2017/80980; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem