Day: November 24, 2020

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.72830-09-2, name is 2-Chloromethyl-3,4-dimethoxypyridinium chloride, molecular formula is C8H11Cl2NO2, molecular weight is 224.08, as common compound, the synthetic route is as follows.72830-09-2

1.5 equiv of 2-chloromethyl pyridine hydrochloride, 1.5 equiv of K2CO3 and 0.15 equiv of KI were added to a magnetically stirred solution of 1.0 equiv of 5 or 12 (2.0mmol) in a mixture of acetone (15 mL) and EtOH (15 mL). The reaction mixture was stirred constantly at 45 C for about 4 h. When the reaction was finished, as monitored by HPLC-MS, enough water (50 mL) was added. Then the reaction mixture was extracted with DCM (20 mL ¡Á 3). The organic phase was combined and concentrated under reduced pressure to give crude compound 6 or 13. For a typical compound of 6, for example, 2-[(3,4-dimethoxypyridin-2-yl)methylthio]-6-nitro-5-(piperidin-1-yl)-1H-benzimidazole, the orange powder was obtained in 91% yield, with an HPLC purity >98%.

Statistics shows that 72830-09-2 is playing an increasingly important role. we look forward to future research findings about 2-Chloromethyl-3,4-dimethoxypyridinium chloride.

Reference:
Article; Yan, Yu; Liu, Zijie; Zhang, Jianjun; Xu, Ruiming; Hu, Xiao; Liu, Gang; Bioorganic and Medicinal Chemistry Letters; vol. 21; 14; (2011); p. 4189 – 4192;,
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. 626-64-2, name is Pyridin-4-ol. A new synthetic method of this compound is introduced below., 626-64-2

Add 10.6 g (0.10 mol) of Na2CO3 and 12.7 g (0.05 mol) of I2 to a solution of 4.76 g (0.05 mol) pyridin-4-ol in 200 ml of water. Stir the reaction mass at room temperature for 12 h; use the TLC method to ensure the completeness of the reaction. Add 12 ml of HCl to =5, Na2S2O3 till color removal. Filtrate the resulting precipitate, mix the precipitate with 200 ml of boiling ethanol and filtrate one more time. Concentrate the filtrate under reduced pressure, re-crystallize residue from methanol. Yield: 3.4 g (31%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,626-64-2, Pyridin-4-ol, and friends who are interested can also refer to it.

Reference:
Patent; JOINT STOCK COMPANY “BIOCAD”; GAVRILOV, Aleksey Sergeevich; ALESHUNIN, Pavel Aleksandrovich; GORBUNOVA, Svetlana Leonidovna; REKHARSKY, Mikhail Vladimirovich; KOZHEMYAKINA, Natalia Vladimirovna; KUKUSHKINA, Anna Aleksandrovna; KUSHAKOVA, Anna Sergeevna; MIKHAYLOV, Leonid Evgen`evich; MOLDAVSKY, Alexander; POPKOVA, Aleksandra Vladimirovna; SILONOV, Sergey Aleksandrovich; SMIRNOVA, Svetlana Sergeevna; IAKOVLEV, Pavel Andreevich; (197 pag.)WO2018/92047; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

766-11-0, 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 766-11-0, name is 5-Bromo-2-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Example D-1 : Preparation of (2S)-1-(4-(1-isopropyl-3-(1H-pyrazolo[3,4-b]pyridin-5-yl)-1H-pyrazol-4- yl)pyrimidin-2-ylamino)propan-2-ol -J B-B; i/Pd(PPh3)2CI2, KOAc, DMF Preparation of 5-bromo-2-fluoronicotinaldehyde (D-1-2).D-1-1 D-1-2To a solution of diisopropylamine (17 mL, 0.17 mol) in dry THF (200 mL) was added 2.5 M n-BuLi in hexane (68 mL, 0.17 mol) dropwise at O 0C under N2 atmosphere. After the addition, the resulting mixture was cooled to -65C. A solution of 5-bromo-2-fluoropyridine (25 g, 0.14 mol) in dry THF (100 mL) was then added dropwise. The resulting mixture was stirred at -65C for 90 minutes. Then ethyl formate (15.6 g, 0.21 mol) was added dropwise to the mixture. After stirred for 10 minutes, the reaction mixture was quenched with a solution of 10% citric acid in THF (100 mL) at -650C. The resulting mixture was warmed up to room temperature, poured into water (100 mL) and extracted with EtOAc (200 mL). The organic layer was separated and washed with saturated aqueous NaCI (100 mLchi2), dried over Na2SO4 and concentrated in vacuo to yield compound D-1-2 (25 g, 85%) as a yellow solid.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 766-11-0, 5-Bromo-2-fluoropyridine.

Reference:
Patent; PFIZER INC.; WO2009/16460; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

571188-59-5, Adding a certain compound to certain chemical reactions, such as: 571188-59-5, tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate, 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, 571188-59-5, blongs to pyridine-derivatives compound.

In a 250 ml round bottom flask,Was added 2-chloro-7-cyclopentyl–N, N- dimethyl–7H- pyrrolo [2,3-d] pyrimidine-6-carboxamide and 14.6g (50mmol),Tert-Butyl 4- (6-aminopyridin-3-yl) piperazine-1-carboxylate15.3 g (55 mmol),0.67 g (3 mmol) of Pd (OAc) 2,BINAP 1.2 g (2 mmol),Cs2CO3 65.1g (200mmol) and 130ml 1,4-dioxane, warmed to 90 C, the reaction was stirred for 8 hours,The reaction was monitored, concentrated under reduced pressure and flash column chromatographyA solution of 4- (6- (7- (dimethylcarbamoyl) -7H-pyrrolo [2,3-d] pyrimidin- 2-ylaminopyridin-3-yl) – carboxylic acid tert-butyl ester.The above obtained solution of 4- (6- (7- (dimethylcarbamoyl) -7H-pyrrolo [2,3-d] pyrimidin- 2-ylaminopyridin-3-yl) – carboxylic acid tert-butyl esterDissolved in 100ml of toluene,Add 30ml 6mol / L hydrochloric acid, and stirred at room temperature for 2 hoursThe reaction was monitored completely, adjusted to pH 8 with sodium hydroxide, extracted with methylene chloride, washed with brine and driedThe organic phase was dried over sodium sulfate, concentrated under reduced pressure,N-hexane to obtain Ribociclib 18.2g, the yield was 83.7%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,571188-59-5, its application will become more common.

Reference:
Patent; Tsingtao Chenda Biological Technology Co., Ltd.; Chen Linghao; (8 pag.)CN106928236; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 626-64-2 as follows., 626-64-2

Under nitrogen, 7-bromo-4-hydroxy-1-methyl-2-oxo -1,2-dihydro-quinoline-3-carboxylic acid methyl ester (1.00g, 3 . 2mmol), pyridin-4-ol (0.432g, 4 . 54mmol), N, N-dimethyl glycine (0.088g, 0 . 85mmol), cuprous iodide (0.082g, 0 . 43mmol), cesium carbonate (2.50g, 7 . 67mmol) and N, N-dimethylformamide (20 ml) were added in the flask. The reaction mixture is heated to 140 C for 12 hours. Cooling to room temperature, adding ice water (40 ml), using 1M pH=6 dilute hydrochloric acid is adjusted to, filtration, filters the filtrate, dry to give a white solid (1.05g, 100%).

The chemical industry reduces the impact on the environment during synthesis 626-64-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Zhuo, Yinglin; Wang, Xiaojun; Zhang, Yingjun; Wen, Liang; Wu, Shoutao; Yuan, Xiaofeng; (87 pag.)CN105384687; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1122-54-9, 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. 1122-54-9, name is 4-Acetylpyridine, molecular formula is C7H7NO, 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.

4-acetylpyridine (1.00 mL, 9.04 mmol) was added to a solution of HBr (47 % in 0, 4.56 mL, 27.12 mmol) in AcOH (20 mL) at 25 C. Bromine (1.59 g, 0.51 mL, 9.94 mmol) was added dropwise to the solution, then a white precipitate appeared slowly. The mixture was stirred for 20 h. Diethyl ether (20 mL) was added, the solid was filtered and washed with diethyl ether (2 x 5 mL). After drying under vacuum, 4-(2-bromoacetyl)pyridin-l-ium bromide was obtained as an off-white solid (2.529 g) which was used without further purification.

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. 1122-54-9, 4-Acetylpyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; DAMBORSKY, Jiri; BREZOVSKY, Jan; DANIEL, Lukas; SISAKOVA, Alexandra; NIKULENKOV, Fedor; KREJCI, Lumir; (190 pag.)WO2019/201865; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1121-60-4, 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. 1121-60-4, name is Picolinaldehyde, molecular formula is C6H5NO, 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.

2-(1H-Imidazol-2-yl)-pyridine A round bottom flask was charged with 2-pyridinecarboxaldehyde (5.0 g), glyoxal (10.7 mL, 40% in water), and methanol (100 mL). This mixture was stirred at room temp as 26 mL of concentrated aqueous ammonia was added portion-wise. After 1 h, the solvents were removed, and the remaining brown residue was recrystallized in acetonitrile (ca. 40 mL). The product 2-(1H-Imidazol-2-yl)-pyridine was collected as brown crystals.

The chemical industry reduces the impact on the environment during synthesis 1121-60-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Leivers, Martin Robert; Lauchli, Ryan; US2010/29655; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 462-08-8 as follows., 462-08-8

To a flame-dried 500 mL round-bottom flask purged with N2 was added 3- aminopyridine (10.0 g, 105 mmol) and THF (109 mL). NaHMDS (210 mL, 1.0 M solution in THF, 210 mmol) was added dropwise over 1 h and the resulting red solution was stirred for 30 min. Di-tert-butyl dicarbonate (24.3 mL, 105 mmol) was added dropwise over 2 min. After 19 h, the dark red solution was concentrated to 100 mL and H2O (1.0 L) was added. The mixture was extracted with EtOAc (3×500 mL). The combined organic layers were washed with brine, dried (MgSO4) and concentrated to give product (19.9 g, 102 mmol, 97%) as a brown solid: 1H NMR (CDCl3, 400 MHz) 8.46 (d, J = 2.5 Hz, 1 H), 8.31 (dd, J = 4.7, 1.4 Hz, 1 H), 8.00 (d, J = 6.7 Hz, 1 H), 7.26 (dd, J = 8.4, 4.7 Hz, 1 H), 6.65-6.66 (m, 1 H) 1.55 (s, 9 H).

The chemical industry reduces the impact on the environment during synthesis 462-08-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; UNIVERSITY OF PITTSBURGH – OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; HURYN, Donna M.; WIPF, Peter; LAPORTE, Matthew G.; (137 pag.)WO2018/209083; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

100-48-1, 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. 100-48-1, name is Isonicotinonitrile. A new synthetic method of this compound is introduced below.

Reference Example 2: Synthesis of 4-(5-amino-1,2,4-oxadiazol-3-yl)pyridine. 17.1 g of 4-cyanopyridine, 70 ml of water, 11.4 g of hydroxylamine hydrochloride and 8.7 g of Na2CO3 were stirred in an autoclave for 8 hours with heating at 70C and, after cooling, the resulting reaction mixture was mixed with 60 ml of water, heated again and then spontaneously cooled to obtain 20.8 g of isonicotinamidoxime.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100-48-1, Isonicotinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; KATAYAMA SEIYAKUSYO CO. Ltd.; Ajinomoto Co., Inc.; EP641797; (1995); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

504-29-0, 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. 504-29-0, name is Pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

S1. Dichloromethane (900 g) was added to a 2 L three-neck bottle at room temperature. 2-Aminopyridine (135 g, 1.0 eq), triethylamine (174 g, 1.2 eq), Cool down to 10-20 C, add pivaloyl chloride (189 g, 1.1 eq), After the addition is completed, the system is warmed to 20-25 C, and the reaction is 2-3 h; After the reaction was completed, water was added to the reaction system, and after stirring for 0.5 h, the organic phase was separated. The aqueous phase was extracted with dichloromethane (500 g). Add petroleum ether (800g) directly at 0 C, stir for 2 h, suction filtration, 2-Pentylaminopyridine was obtained in a yield of 83%.

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, 504-29-0, Pyridin-2-amine.

Reference:
Patent; Aisite (Chengdu) Bio-pharmaceutical Co., Ltd.; Luo Jianye; Li Hongqiang; Guo Peng; (10 pag.)CN108675954; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem