Category: 52334-51-7

Electric Literature of 52334-51-7, 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. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

Step 1. 6-methyl[1,3]oxazolo[5,4-b]pyridine-2(1H)-thione3-Amino-5-methylpyridin-2-ol (0.21 g, 1.7 mmol) was dissolved in THF (5 mL), and 1,1′-thiocarbonyldiimidazole (0.48 g, 2.7 mmol) was added. The mixture was stirred at RT for 20 min. The reaction was diluted with water, treated with 1N HCl to adjust the pH to the range of 4-5. The product was then extracted with ethyl acetate, the extracts were washed with brine, and dried over sodium sulfate, filtered and concentrated to afford the product, used without further purification in the following step. LCMS (M+H)+: m/z=167.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52334-51-7, 3-Amino-5-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52334-51-7, 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. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

Step 1. 6-methyl[1,3]oxazolo[5,4-b]pyridine-2(1H)-thione3-Amino-5-methylpyridin-2-ol (0.21 g, 1.7 mmol) was dissolved in THF (5 mL), and 1,1′-thiocarbonyldiimidazole (0.48 g, 2.7 mmol) was added. The mixture was stirred at RT for 20 min. The reaction was diluted with water, treated with 1N HCl to adjust the pH to the range of 4-5. The product was then extracted with ethyl acetate, the extracts were washed with brine, and dried over sodium sulfate, filtered and concentrated to afford the product, used without further purification in the following step. LCMS (M+H)+: m/z=167.0.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,52334-51-7, 3-Amino-5-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52334-51-7, 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. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one, molecular formula is C6H8N2O, 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.

[00266] Example 102: To a suspension of Example 12 (42 mg, 0.081 mmol) in sodium hydroxide (806 mu, 0.806 mmol) was added Example 102A (10 mg, 0.081 mmol). The reaction mixture was stirred at 40 C for over the weekend. The reaction was quenched with 1 N HC1 and MeOH. The organic layer was reduced in vacuo, and was purified using a 10 minutes gradient from 0 to 100%> B (Column: PHENOMENEX Axia Luna 100×20 mm 5u (10 min gradient). Solvent A: 10% ACN-90% H2O-0.1% TFA, Solvent B: 90% ACN-10% H2O-0.1% TFA) to give Example 102 (19 mg, 32% yield). lH NMR (400 MHz, MeOD) delta ppm 1.55 (s, 3H), 1.56 (s, 3H), 2.50 (s, 3 H), 3.25 – 3.27 (m, 1 H), 3.88 (d, J = 9.85 Hz, 1 H), 6.78 (d, J = 8.34 Hz, 1 H), 6.96 – 6.99 (m, 2 H), 7.09 – 7.13 (m, 1 H), 7.17 (d, J = 9.09 Hz, 2 H), 7.50 – 7.55 (m, 3 H), 7.93 (d, J = 8.08 Hz, 1 H), 7.98 (m, 1 H), 8.16 (m, 1 H). LCMS (ESI) m/z 590.0 (M+H)+, RT = 4.26 min (Method C).

According to the analysis of related databases, 52334-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; L’HEUREUX, Alexandre; HIEBERT, Sheldon; HU, Carol; LAM, Patrick Y.S.; LLOYD, John; PI, Zulan; QIAO, Jennifer X.; THIBEAULT, Carl; TORA, George O.; YANG, Wu; WANG, Yufeng; WANG, Tammy C.; BOWSHER, Michael S.; RUEL, Rejean; WO2014/22343; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 52334-51-7, 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.52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one, molecular formula is C6H8N2O, molecular weight is 124.14, as common compound, the synthetic route is as follows.

(Reference Example 5-2) At room temperature, to a mixed solvent solution of 3-amino-5-methylpyridin-2-ol (4.03 g) in tetrahydrofuran (50 ml) and 1,2-dichloroethane (50 ml) were added tert-butyl 4-oxopiperidine–1-carboxylate (13.04 g), sodium triacetoxyborohydride (13.87 g) and acetic acid (3.75 ml), followed by heating at reflux for 16 hours. After the temperature was brought back to room temperature, 1 N aqueous sodium hydroxide solution was added, and extracted with chloroform. The organic layer was washed with saturated sodium chloride solution, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford tert-butyl 4-[(2-hydroxy-5-methylpyridin-3-yl)amino]piperidine-1-carboxylate (7.6 g). 1H NMR (400 MHz, CDCl3) delta 1.40-1.50 (m, 2H), 1.47 (s, 9H), 1.98-2.10 (m, 2H), 2.06 (s, 3H), 2.92-3.02 (m, 2H), 3.32-3.41 (m, 1H), 3.95-4.10 (m, 2H), 4.78-4.83 (m, 1H), 6.16 (s, 1H), 6.48 (s, 1H), 11.5-11.8 (br m, 1H).

The chemical industry reduces the impact on the environment during synthesis 52334-51-7, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2471792; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52334-51-7, 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. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one, molecular formula is C6H8N2O, 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.

In a 10 mL reaction tube, a PTFE magnet is placed in a nitrogen atmosphere.Add 0.3 mmol of 2-hydroxy-3-amino-5-methylpyridine, 2.4 mmol of S8,2.1 mmol 2-bromo-3,3,3-trifluoropropene, 0.9 mmol sodium bicarbonate,0.2 mmol azobisisoheptanenitrile, 0.2 mmol of pinacol borate,4.5 mL of N,N-dimethylformamide, stirred for 15 h in a 100 C closed system,Extract three times with ethyl acetate, combine the organic phases, and wash with saturated sodium chloride solution.After drying over anhydrous magnesium sulfate, the organic solvent is removed by rotary evaporation;The obtained crude product was eluted with n-pentane and ethyl acetate.Separated by silica gel column chromatography6-Methyl-2-(2,2,2-trifluoroethyl)oxazolo[5,4-b]pyridine (yield 41%).

According to the analysis of related databases, 52334-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fuzhou University; Weng Zhiqiang; Li Zhengyu; Dong Jingnan; (17 pag.)CN110105300; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52334-51-7, 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. 52334-51-7, name is 3-Amino-5-methylpyridin-2(1H)-one, molecular formula is C6H8N2O, 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.

In a 10 mL reaction tube, a PTFE magnet is placed in a nitrogen atmosphere.Add 0.3 mmol of 2-hydroxy-3-amino-5-methylpyridine, 2.4 mmol of S8,2.1 mmol 2-bromo-3,3,3-trifluoropropene, 0.9 mmol sodium bicarbonate,0.2 mmol azobisisoheptanenitrile, 0.2 mmol of pinacol borate,4.5 mL of N,N-dimethylformamide, stirred for 15 h in a 100 C closed system,Extract three times with ethyl acetate, combine the organic phases, and wash with saturated sodium chloride solution.After drying over anhydrous magnesium sulfate, the organic solvent is removed by rotary evaporation;The obtained crude product was eluted with n-pentane and ethyl acetate.Separated by silica gel column chromatography6-Methyl-2-(2,2,2-trifluoroethyl)oxazolo[5,4-b]pyridine (yield 41%).

According to the analysis of related databases, 52334-51-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fuzhou University; Weng Zhiqiang; Li Zhengyu; Dong Jingnan; (17 pag.)CN110105300; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem