Day: March 15, 2022

Synthetic Route of 52378-63-9, Adding some certain compound to certain chemical reactions, such as: 52378-63-9, name is (3-Aminopyridin-2-yl)methanol,molecular formula is C6H8N2O, 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 52378-63-9.

To a solution of (3-amino-pyridin-2-yl)-methanol (0.310 g, 2.54 mmol) and Et3N (0.570 g, 5.33 mmol) in dry CH2Cl2 (20 mL) was added benzoyl chloride (0.700 g, 5.08 mmol) dropwise. After the mixture was stirred for 18 h CH2Cl2 was removed, and then MeOH (5 mL) and saturated aqueous K2CO3 (25 mL) were added. The mixture was stirred for 2 h, and then extracted with CH2Cl2 (5*50 mL). The combined extracts were dried over anhydrous Na2SO4. After filtration the solvent was removed by evaporation under vacuum, and the residue was purified by flash chromatography on a silica gel column (2:1 CH2Cl2/Et2O), affording N-(2-hydroxymethyl-pyridin-3-yl)-benzamide as a white solid.

According to the analysis of related databases, 52378-63-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Bridger, Gary; McEachern, Ernest J.; Skerlj, Renato; Schols, Dominique; US2004/209921; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 23628-31-1, 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. 23628-31-1, name is 6-Aminopicolinic acid. A new synthetic method of this compound is introduced below.

Example 11. Synthesis of N-(6-(morpholinomethyl)pyridin-2-yl)-2-(3- (trifluoromethyl)phenyl) imidazo[l,2-a]pyridine-8-carboxamide (Compound 159): Step 1) Preparation of ethyl 6-aminopicolinate (43): 42 43 To a solution of 2-amino-6-pyridinecarboxylic acid (42; 6.0 g, 43.5 mmol) in ethanol (150 mL) was added SOCl2 (12.0 g, 101 mmol) at 00C. The resulting reaction mixture was stirred under reflux for 12 h. Upon cooling to room temperature, the reaction mixture was concentrated under reduced pressure. Enough saturated aqueous Na2CO3 solution was added to adjust the pH = 9. The mixture was concentrated under reduced pressure and dichloromethane (150 mL) was added to the resulting residue. The mixture was stirred vigorously at room temperature for 30 min and then filtered. The filtrate was concentrated under reduced pressure to afford ethyl 6-aminopicolinate 43 (5.5 g, 76%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23628-31-1, its application will become more common.

Reference:
Patent; SIRTRIS PHARMACEUTICALS, INC.; WO2009/146358; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 4684-94-0, name is 6-Chloropicolinic acid. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 6-Chloropicolinic acid

INTERMEDIATE 456-Chloropyridine-2-carboxamide 6-Chloropyridine-2-carboxylic acid (1.20 g, 7.62 mmol) and ammonium chloride (0.81 g, 15.2 mmol) were dissolved in DMF (20 mL) and DIPEA (5.31 mL, 30.5 mmol), HONB (2.05 g, 11.4 mmol) and HBTU (4.33 g, 11.4 mmol) were added. The reaction mixture was stirred for 1 h and the solvents were removed in vacuo. The residue was partitioned between DCM (50 mL) and 1 M aq HC1 (50 mL) and the aq fraction was extracted with DCM (2 x 25 mL). The combined organic fractions were washed with sat aq NaHCC>3 (50 mL), brine (50 mL), dried (MgS04) and concentrated in vacuo. The residue was recrystallised from MeOH / water to give the title compound (1.12 g, 94%) as a white solid. LCMS (ES+): 157.4 [MH]+.

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, 4684-94-0, 6-Chloropicolinic acid.

Reference:
Patent; PROXIMAGEN LTD; BROWN, Giles; HIGGINBOTTOM, Michael; STEWART, Alison; PATIENT, Lee; CARLEY, Allison; SIMPSON, Iain; SAVORY, Edward Daniel; OLIVER, Kathryn; COLE, Andrew, Graham; WO2012/49277; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17117-17-8, 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. 17117-17-8, name is 3-Bromo-5-ethoxypyridine. A new synthetic method of this compound is introduced below.

b 3-Ethoxy-5-triethoxyprop-1-ynyl-pyridine The title compound was synthesised from 3-bromo-5-ethoxy-pyridine and 3,3,3-triethoxypropyne using the procedure described in Example 43, step (e), in 37% yield. 1H NMR (CDCl3) delta8.27 (bs, 1H), 8.24 (bs, 1H), 7.21 (m, 1H), 4.02 (q, 2H, J=7.0 Hz), 3.72 (q, 6H, J=7.0 Hz), 1.39 (t, 3H, J=7.0 Hz 1.23 (t, 9H, J=7.0 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17117-17-8, its application will become more common.

Reference:
Patent; 3-Dimensional Pharmaceuticals, Inc.; US2002/169200; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 89364-04-5, 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. 89364-04-5, name is 3-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, 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 3-(4-(4,4,5,5- tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)propan-l-ol (A) (1.65 g, 6.29 mmol), 3-bromo-4- nitropyridine (B) (1.16 g, 5.72 mmol), Na2C03 (1.52 g, 14.3 mmol), and Pd(PPh3)4 (330 mg, 0.286 mmol) in 1,4-dioxane (40 mL) and H20 (10 mL) was stirred at 110 C for 16 h before it was quenched with NH4C1 (sat. aq., 100 mL). The resulting mixture was extracted with CH2C12 (3 x 80 mL), the combined organic phases were dried over anhydrous Na2S04 and concentrated under reduced pressure. The residue was purified by flash column chromatography to give the title compound (950 mg, 3.68 mmol, 64% yield).

According to the analysis of related databases, 89364-04-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; THE GENERAL HOSPITAL CORPORATION D/B/A MASSACHUSETTS GENERAL HOSPITAL; GRAY, Nathanael S.; HAGGARTY, Stephen J.; CAI, Quan; TELO BAPTISTA LIMA DA SILVA, Maria Catarina; ZHANG, Tinghu; FERGUSON, Fleur M.; (220 pag.)WO2019/14429; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 55899-13-3, Adding some certain compound to certain chemical reactions, such as: 55899-13-3, name is 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate,molecular formula is C14H17BrN2O3S, 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 55899-13-3.

Methyl 6-bromo-2-phenylpyrazolo[1,5-a]pyridine-3-carboxylate [0424] A 70% perchloric acid aqueous solution (12.9 mL) was added to a 1,4-dioxane solution (31 mL) of ethyl O-mesitylsulfonylacetohydroxamate (35.7 g) under an argon atmosphere under ice-cooling, and then the mixture was stirred for 30 minutes under ice-cooling. Ice water (360 mL) was added to the reaction solution, the precipitated solid was filtered off, the obtained solid was dissolved in dichloromethane (104 mL), and the solution was divided into layers. The organic layer was dried over anhydrous magnesium sulfate and filtered off. A dichloromethane solution (104 mL) of 3-bromopyridine (10 mL) was added to the obtained filtrate under ice-cooling, the mixture was stirred at room temperature for 1 hour, and the reaction solution was evaporated to obtain a crude product N-amino-3-bromopyridinium 2,4,6-trimethylbenzenesulfonate. Methyl phenylpropiolate (7.7 mL) and potassium carbonate (28.7 g) were added to an N,N-dimethylformamide solution (104 mL) of the crude product N-amino-3-bromopyridinium 2,4,6-trimethylbenzenesulfonate at room temperature under an argon atmosphere, and then the mixture was stirred at room temperature for 16 hours. Water was added to the reaction solution and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline and then dried over anhydrous magnesium sulfate. The solvent was evaporated and then the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate = 4:1) to obtain a title compound as a yellow powder (8.0 g).

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. 55899-13-3, 1-Amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kyorin Pharmaceutical Co., Ltd.; Kissei Pharmaceutical Co., Ltd.; SETO, Shigeki; UMEI, Kentaro; NISHIGAYA, Yosuke; TANIOKA, Asao; KONDO, Tatsuhiro; KONDO, Atsushi; TATANI, Kazuya; KAWAMURA, Naohiro; EP2669285; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 824-52-2, Adding some certain compound to certain chemical reactions, such as: 824-52-2, name is 5-Methyl-1H-pyrrolo[2,3-b]pyridine,molecular formula is C8H8N2, 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 824-52-2.

Example 22; 5-methyl-1-f4-f1-f6-methylpyridin-3-vh-4-fpyridin-2-ylV1H-imidazol-2-yl^phenyl>-1H- Dyrrolof 2.3-blPVridine; A mixture of 2-(2-(4-iodopheny1)-1-(6-methylpyridin-3-yi)-1H-imidazol-4-yl)pyridine(200 mg, 0.46 mmol), 5-methyl-1H-pyrrolo[2,3-b]pyridi?e (62 mg, 0.46 mmol), CuI (4 mg, 0.022 mmol), K3PO4 (210 mg, 1.0 mmol), and fra?s-N.N’-dimethyl-cyclohexa?e-i^-diamine (12 mg, 0.05 mmol) in p-dioxane (1 mL) was heated by microwave at 150 0C for 1.5h. Additional 5-methyl-7-azai?dole (62 mg, 0.46 mmol), CuI (4 mg, 0.022 mmol), and diamine (12 mg) were added and the mixture heated by microwave at 1600C for 1h. The mixture was filtered, concentrated and the residue purified by SGC (1% and 2% MeOH in DCM, 0.5% NH4OH) giving a solid which was triturated with ether and dried. Yield 18 mg. 1H NMR (CDCI3) .68.57 (m, 2H), 8.18-8.12 (m, 2H), 7.90 (br, 1H), 7.82-7.73 (m, 4H), 7.59 (m, 2H), 7.51-7.47 (m, 2H)1 7.23-7.18 (m, 2H), 6.54 (d, 1H1 J = 3.3 Hz), 2.62 (s, 3H), 2.43 (s, 3H). A second compound appearing to contain two methyl resonances was present in about 10 % amount (s, 2.69), (s, 2.34). MS (ES+) m/e 443 (MH+). The material was homogeneous by HPLCMS: 6.85 min, m/e 443 (MH+). IC50 = 12.1 nM

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. 824-52-2, 5-Methyl-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2008/4117; (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. 1796-84-5, name is 4-Ethoxy-3-nitropyridine, molecular formula is C7H8N2O3, 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: 1796-84-5

Into a 1 L flask containing 250 mL of dry THF cooled to -780C was condensed NH3 (100-150 mL). Neat t-BuOK (182 mmol, 20.5 g) was added to the THF which completely dissolved after 10 min of vigorous stirring. In a separate 500 mL flask, 10OmL of dry THF containing 4-(ethyloxy)-3-nitropyridine (12.3 g, 72.9 mmol) was cooled to 0C. To this solution was added t-BuOOH (80.2 mmole, 14 mL). The t-BuOOH/THF solution was then added to the -780C ammonia solution over 20 min via dropping funnel. The reaction solution was allowed to warm to – 40C and then stirred at this temperature for 1 h. The reaction was quenched with saturated NH4CI solution (20 mL) and the cooling bath removed. The reaction solution was allowed to stir overnight at RT. The precipitate was filtered and dried under vacuum using a toluene azeotrope: LCMS: m/z 185 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 1796-84-5.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/113837; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 84487-15-0, 2-Bromo-5-nitropyridin-4-amine, 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, SDS of cas: 84487-15-0, blongs to pyridine-derivatives compound. SDS of cas: 84487-15-0

Step A: 5-tert-Butyl-2-methyl-2H-pyrazole-3-carboxylic acid (2-bromo-5-nitro-pyridin-4-yl)-amide A solution of 2-bromo-5-nitro-pyridin-4-ylamine (62 mg, 0.28 mmol) in THF (5 mL), was treated with NaH (34 mg, 0.85 mmol) under Ar. The resulting solution was stirred for 10 min and then treated with 5-tert-butyl-2-methyl-2H-pyrazole-3-carbonyl chloride (62 mg, 0.31 mmol) in THF (1 mL). The resulting mixture was stirred at room temperature for 1 h. The resulting mixture was purified by direct application to silica preparative TLC plates (2000 micron) and eluted with 3:7 EtOAc-hexanes to yield 5-tert-butyl-2-methyl-2H-pyrazole-3-carboxylic acid (2-bromo-5-nitro-pyridin-4-yl)-amide. 1H-NMR (400 MHz, CDCl3) delta: 11.2 (s, 1H), 9.18 (s, 1H), 9.11 (s, 1H), 6.65 (s, 1H). 4.18 (s, 1H), 1.34 (s, 9H).

The synthetic route of 84487-15-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PLAYER, Mark R.; Calvo, Raul; Chen, Jinsheng; Meegalla, Sanath; Parks, Daniel; Parsons, William; Ballentine, Scott; Branum, Shawn; US2011/218197; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 69045-83-6 ,Some common heterocyclic compound, 69045-83-6, molecular formula is C6H2Cl5N, 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.

After adding 26.5 g (0.1 mol) of 2,3-dichloro-5-trichloromethyl pyridine and 16 g (0.4 mol) of hydrazine hydrate 80% to the reaction kettle, 1000 ml of absolute ethanol was added and reacted at 30 C for 5 hours. Using HPLC analysis, after passing the control, The solvent is distilled off and the product is filtered under reduced pressure to give 2,3-dichloro-5-trichloromethylpyridine. The product yield is 95% and the purity is 99.15%.

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. 69045-83-6, 2,3-Dichloro-5-(trichloromethyl)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Anhui Guoxing Biochemical Co., Ltd.; Gu Shunming; Zhao Weide; Fu Shenghui; Zhang Mingxiang; Zhao Guangfu; Xian Bin; (5 pag.)CN106748992; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem