Category: 13603-44-6

Synthetic Route of 13603-44-6, 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 13603-44-6, name is 2,6-Dimethylpyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows.

Bromine (72.8 mL, 1.4 mol) was added via addition funnel over 60 min to a mechanically stirred cold (ice-water bath) solution of 2,6-dimethylpyridin-4- ol (87 g, 706 mmol) and 4-methylmorpholine (156 mL, 1.4 mol) in dichloromethane (1 L) and methanol (100 mL) and then stirred for 2 h at rt. Additional bromine (-15 mL) was added based on monitoring by LCMS. The product was filtered, washed with ether, and dried under vacuum to give 3,5-dibromo-2,6-dimethylpyridin-4-ol 176.8 g (88%).

According to the analysis of related databases, 13603-44-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; EASTMAN, Kyle J.; KADOW, John F.; PARCELLA, Kyle E.; NAIDU, B. Narasimhulu; WANG, Tao; YIN, Zhiwei; ZHANG, Zhongxing; (121 pag.)WO2017/25917; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13603-44-6, 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.13603-44-6, name is 2,6-Dimethylpyridin-4-ol, molecular formula is C7H9NO, molecular weight is 123.15, as common compound, the synthetic route is as follows.

To a solution of 4-fluor-benzaldehyde (1.00 g, 8.06 mmol, 1.00 eq.) in DMA (7 mL), 2,6- dimethyl-4-hydroxypyridine (1.09 g, 8.86 mmol, 1.10 eq.) and K2C03(1.11 g, 8.46 mmol, 1.05 eq.) were added. The reaction mixture was heated to reflux for 4 hours. The reaction mixture was diluted with ethyl acetate, washed with water and a sat. NaCI soln., dried over MgS04, and concentrated in vacuo. The residue was purified by flashmaster (column: 100 g, flow: 45 mL/min, 40 fractions of 45 mL, Hept/AcOEt 8:2 to 100% AcOEt) to yield the title compound as a white solid.LC-MS 3: tR= 0.78 min; [M+H]+= 228.1

Statistics shows that 13603-44-6 is playing an increasingly important role. we look forward to future research findings about 2,6-Dimethylpyridin-4-ol.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; CIANA, Claire-Lise; KIMMERLIN, Thierry; SIEGRIST, Romain; WO2014/141175; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13603-44-6, 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. 13603-44-6, name is 2,6-Dimethylpyridin-4-ol. A new synthetic method of this compound is introduced below.

2,6-Dimethyl-pyridin-4-yl trifluoromethanesulfoiiate (91)A suspension of pyridone 90 (5.0 g, 40.6 mmol) in DCM (100 mL) at O0C was treated with triethylamine (8.50 mL, 60.9 mmol) followed by trifluoromethane- sulfonic anhydride (10.2 mL, 60.9 mmol), added dropwise via syringe over 5 minutes. After warming to RT and stirring 2 h, the reaction mixture was washed with aqueous NaHCO3 (3 x 100 mL) and reduced in vacuo to afford the title compound.Yield: 9.25 g (quant.).LC/MS ttau 0.96 min.MS(ES+) m/z 256 (M+H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13603-44-6, 2,6-Dimethylpyridin-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; WYETH; WO2007/89669; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 13603-44-6, Adding some certain compound to certain chemical reactions, such as: 13603-44-6, name is 2,6-Dimethylpyridin-4-ol,molecular formula is C7H9NO, 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 13603-44-6.

Example 121: 2-(4-chloro-3-fluorophenoxy)-A^-(3-{2-[(2,6-dimethylpyridin-4- yl)oxy]acetamido}bicyclo[l.l.l]pentan-l-yl)acetamide (Compound 220) A mixture of Example 28A (65.0 mg, 0.180 mmol), 2,6-dimethylpyridin-4-ol (33.2 mg, 0.270 mmol), potassium carbonate (49.7 mg, 0.360 mmol), and potassium iodide (2.091 mg, 0.013 mmol) in acetone (2.5 mL) was heated at 140 C in a Biotage Initiator microwave reactor for 40 minutes. The reaction mixture was concentrated. The residue was treated with brine and extracted with ethyl acetate. The organic layer was concentrated, and the residue was purified by HPLC (see protocol in Example 112D) to provide the title compound as a trifluoroacetic acid salt (53.2 mg, 53%). XH NMR (400 MHz, DMSO-c) delta ppm 8.88 (s, 1H), 8.72 (s, 1H), 7.47 (t, J = 8.9 Hz, 1H), 7.26 (s, 2H), 7.05 (dd, J = 11.4, 2.9 Hz, 1H), 6.83 (ddd, J = 9.0, 2.9, 1.2 Hz, 1H), 4.79 (s, 2H), 4.46 (s, 2H), 2.57 (s, 6H), 2.25 (s, 6H). MS (ESI+) m/z 448.1 (M+H)+.

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. 13603-44-6, 2,6-Dimethylpyridin-4-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farath; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (445 pag.)WO2017/193034; (2017); A1;,
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.13603-44-6, name is 2,6-Dimethylpyridin-4-ol, molecular formula is C7H9NO, molecular weight is 123.15, as common compound, the synthetic route is as follows.name: 2,6-Dimethylpyridin-4-ol

Alternative procedure: Bromine (72.8 mL, 1.4 mol) was added via addition funnel over60 mm to a mechanically stirred cold (ice-water bath) solution of 2,6-dimethylpyridin-4- ol (87 g, 706 mmol) and 4-methylmorpholine (156 mL, 1.4 mol) in dichloromethane (1 L) and methanol (100 mL) and then stirred for 2 h at rt. Additional bromine (15 mL) was added based on monitoring by LCMS. The product was filtered, washed with ether, anddried under vacuum to give 3,5-dibromo-2,6-dimethylpyridin-4-ol 176.8 g (88%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13603-44-6, 2,6-Dimethylpyridin-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; KADOW, John F.; NAIDU, B. Narasimhulu; WANG, Tao; YIN, Zhiwei; (82 pag.)WO2017/6261; (2017); 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. 13603-44-6, name is 2,6-Dimethylpyridin-4-ol. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H9NO

2,6-Dimethyl-pyridin-4-yl trifluoromethanesulfonate (91)A suspension of pyridone 90 (5.0 g, 40.6 mmol) in DCM (100 mL) at 0C is treated with triethylamine (8.50 mL, 60.9 mmol) followed by trifluoromethane-sulfonic anhydride (10.2 mL, 60.9 mmol), added dropwise via syringe over 5 minutes. After warming to RT and stirring 2 h, the reaction mixture is washed with aqueous NaHCO3 (3 x 100 mL) and reduced in vacuo to afford the title compound. Yield: 9.25 g (quant.). LC/MS U 0.96 min. MS(ES+) m/z 256 (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, 13603-44-6, 2,6-Dimethylpyridin-4-ol.

Reference:
Patent; CURIS, INC.; WO2008/57497; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem