Day: April 19, 2022

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. 76006-11-6, name is 7-Chloro-1H-pyrazolo[3,4-c]pyridine. A new synthetic method of this compound is introduced below., Recommanded Product: 7-Chloro-1H-pyrazolo[3,4-c]pyridine

Trimethylaluminum (23.9 mL, 47.8 mmol, 2M sol. in toluene) was added to a vigorously stirred solution of 7-chloro-1 H-pyrazolo[3,4-c]pyridine (3.67 g, 23.9 mmol) and Pd(PPh3)4 (1.38 g, 1.19 mmol) in THF (109 mL) under argon. The reaction mixture was stirred at 65C for 16 h. The mixture was cooled to RT and poured into sat. aq. NH4CI. The resulting suspension was filtered, the solid washed with water and discarded. The filtrate and the combined washings were extracted with EtOAc (3x). The combined organic extracts were washed with brine then dried (Phase separator) and concentrated under reduced pressure to give 7-methyl-1 H- pyrazolo[3,4-c]pyridine as a solid. MS (LC-MS): 134 [M+H]+, tR (HPLC conditions k): 0.25 min.

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, 76006-11-6, 7-Chloro-1H-pyrazolo[3,4-c]pyridine.

Reference:
Patent; NOVARTIS AG; ALTMANN, Eva; HOMMEL, Ulrich; LORTHIOIS, Edwige Liliane Jeanne; MAIBAUM, Juergen Klaus; OSTERMANN, Nils; QUANCARD, Jean; RANDL, Stefan Andreas; SIMIC, Oliver; VULPETTI, Anna; ROGEL, Olivier; WO2012/93101; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 20511-12-0, Adding some certain compound to certain chemical reactions, such as: 20511-12-0, name is 5-Iodopyridin-2-amine,molecular formula is C5H5IN2, 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 20511-12-0.

Step 13-Bromo-5-iodopyridin-2-amine Procedure:To a stirred solution of 5-iodopyridin-2-amine (25.0 g, 113 mmol) in acetonitrile (500 mL) was added NBS (20.2 g, 113 mmol) slowly at room temperature. After the addition, the reaction mixture was stirred at room temperature for a further 72 h. The solvent was evaporated at 40 C. at reduced pressure and the residue was purified by column chromatography (silica gel, 200-300 mesh, ethyl acetate/petroleum ether 3:1, v/v) to give 3-bromo-5-iodopyridin-2-amine (15.9 g, 47%) as a yellow solid. 1H NMR (300 MHz, DMSO): delta 8.07 (s, 1H), 7.98-7.97 (m, 1H), 6.43 (brs, 1H). LC/MS: 298.9 [M+H]+.

According to the analysis of related databases, 20511-12-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Hermann, Johannes Cornelius; Lucas, Matthew C.; Luk, Kin-Chun Thomas; Padilla, Fernando; Wanner, Jutta; Xie, Wenwei; Zhang, Xiaohu; US2012/309746; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 62150-47-4, 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.62150-47-4, name is Ethyl 4-bromopicolinate, molecular formula is C8H8BrNO2, molecular weight is 230.06, as common compound, the synthetic route is as follows.

The second step: 8.5 kg of A was added to 35 liters of ammonia water in batches, methane was stirred overnight, and centrifuged to obtain a crude product which was washed with ethyl acetate and centrifuged to obtain 4.5 kg of amide;

Statistics shows that 62150-47-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 4-bromopicolinate.

Reference:
Patent; Chengdu Tong Chuangyuan Pharmaceutical Technology Co., Ltd.; Shou Yuehan; (12 pag.)CN105153023; (2018); B;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 116355-18-1, Adding some certain compound to certain chemical reactions, such as: 116355-18-1, name is 6-Bromo-7-methylimidazo[1,2-a]pyridine,molecular formula is C8H7BrN2, 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 116355-18-1.

To a solution of 6-bromo-7-methylimidazo(1,2-a)pyridine (9 g, 43.0 mmol) and anhydrous sodium acetate (9.52 g, 116.1 mmol) in MeOH (100 mL) at 0 C. was added iodine (12.0 g, 47.3 mmol). The reaction mixture was stirred at rt for 20 h. The precipitate was collected by filtration and washed with MeOH to afford 6-bromo-3-iodo-7-methylimidazo[1,2-a]pyridine (6 g, 41%) as a light grey solid. 1H NMR (400 MHz, CDCl3) delta 8.30 (s, 1H), 7.64 (s, 1H) 7.49 (s, 1H) 2.50 (s, 3H); MS (ESI) m/z 336.7 [M+H]+.

According to the analysis of related databases, 116355-18-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Agency for Science, Technology and Research; Nacro, Kassoum; Duraiswamy, Athisayamani Jeyaraj; Rao, Lohitha; US2014/371199; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1111637-94-5, Adding some certain compound to certain chemical reactions, such as: 1111637-94-5, name is 5-Bromo-3-methyl-1H-pyrrolo[2,3-b]pyridine,molecular formula is C8H7BrN2, 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 1111637-94-5.

Preparation of 3-methyl-5-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-1 H-pyrrolo[2,3-b]pyridine (B-5-5)To a solution of 5-bromo-3-methyl-1 H-pyrrolo[2,3-b]pyridine (B-5-4) (0.5 g, 2.37 mmol) in DMF (150 mL) were added KOAc (0.7 g, 7.11 mmol) and bis(pinacolato)diboron (0.72 g, 2.84 mmol). The resulting mixture was degassed under N2 for 2 minutes. Then Pd(PPh3J2CI2 (0.2 g, 0.237 mmol) was added and the mixture was degassed again. The reaction was heated to 80-900C and stirred overnight. The mixture was poured into water (30 mL), extracted with EtOAc (15 mLchi3). The organic layer was washed with saturated aqueous NaCI, dried over Na2SO4 and concentrated to give crude 3-methyl-5-(4,4,5,5-tetramethyl-1 ,3,2- dioxaborolan-2-yl)-1 H-pyrrolo[2,3-b]pyridine (B-5-5) (0.7 g), which was used directly in next step.

According to the analysis of related databases, 1111637-94-5, the application of this compound in the production field has become more and more popular.

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

Related Products of 122306-01-8 ,Some common heterocyclic compound, 122306-01-8, molecular formula is C6H6BrNO, 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.

Synthesis of 2-bromo-5-(chloromethyl)pyridine hydrochloride (264): (6- Bromopyridin-3-yl)methanol (1) (1.0 g, 5.3 mmol) was dissolved in CH2C12 (15 mL), SOCl2 (3 mL, 42 mmol) was added dropwise at room temperature. The reaction mixture was stirred at room temperature for 2 h and concentrated under reduced pressure to give 2-bromo-5- (chloromethyl)pyridine hydrochloride (263) as white solid (1.3 g, 98% yield). LCMS: m/z 205.1 [M+H]+; = 1.78 min.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,122306-01-8, its application will become more common.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; MCCAULEY, Dilara; LANDESMAN, Yosef; GOLAN, Gali; KALID, Ori; SHECHTER, Sharon; WO2015/3166; (2015); 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. 36178-05-9, name is 3-Bromo-2-fluoropyridine. A new synthetic method of this compound is introduced below., Computed Properties of C5H3BrFN

2-fluoro-3-bromo-pyridine (1 mmol) was added to a 25 ml reaction tube.Pentamidine hydrochloride (1.2 mmol), sodium tert-butoxide (3 mmol),H2O (0.5 mL) diethylene glycol dimethyl ether (2.5 mL).The reaction was carried out at 130 ° C for a reaction time of 24 hours.Cool to room temperature.The reaction was quenched by the addition of 10 mL of ethyl acetate. The mixture was washed with 6 mL of brine, and the organic phase was separated, and the aqueous phase was extracted with ethyl acetate three times (each ethyl acetate was 6 mL). Drying, the solvent was distilled off under reduced pressure, and the organic solvent and the organic solvent were separated, and the organic solvent was separated by column chromatography to give the desired product in a yield of 89percent.

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, 36178-05-9, 3-Bromo-2-fluoropyridine.

Reference:
Patent; Wuyi University; Li Yibiao; Huang Guoling; Huang Shuo; Liao Chunshu; Zhong Zhengrong; Zhong Jingyi; (11 pag.)CN109232402; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 52605-96-6, Adding some certain compound to certain chemical reactions, such as: 52605-96-6, name is 2-Chloro-3-methoxypyridine,molecular formula is C6H6ClNO, 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 52605-96-6.

To a solution of 2-chloro-3-methoxypyridine (50 g, 0.348 mol) in THF500 mLat -78 C was added LDA (1.0 M in THF, 418mL, 0.418 mmol) dropwise. After addition, the mixture was stirred at -78 C for 30 minutes then dry ice was added to the reaction during 30 minutes. The reaction was quenched with 5% w/v aqueous NaOH (200 mL) and the aqueous layer was washed with EtOAc (200 mL×2). The organic fractions were discarded and the pH of the aqueous Iayer was adjusted to 2 with a 6 M aqueous HCl solution. The aqueous layer was extracted with EtOAc (30 mL×3) and the combined organic fractions dried by Na2SO4, filtered and concentrated to give the desired compound as a yellow solid (35 g, 53.8%).

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. 52605-96-6, 2-Chloro-3-methoxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FRONTHERA U.S. PHARMACEUTICALS LLC; JIN, Bohan; DONG, Qing; HUNG, Gene; KALDOR, Stephen W.; (0 pag.)WO2020/86616; (2020); 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. 71670-70-7, name is 2-(Chloromethyl)-5-methylpyridine hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. name: 2-(Chloromethyl)-5-methylpyridine hydrochloride

A mixture of N-((1S,2S)-2-hydroxycyclohexyl)-7-methyl-1H-pyrrolo[3,2-b]pyridine-3-carboxamide (Intermediate 13), (110 mg), 2-(chloromethyl)-5-methylpyridine hydrochloride (72 mg) and cesium carbonate (302 mg) in DMF (3.6 mL) was stirred at rt overnight. The reaction mixture was filtered and the filtrate was reduced in vacuo. The residue was purified by column chromatography to give the desired compound (142 mg). LCMS: m/z 379.63 [M+H]+. 1H NMR (400 MHz, CDCl3) ppm 1.20-1.87 (m, 6H) 2.15 (d, J=11.5 Hz, 2H) 2.32 (s, 3H) 2.53 (s, 3H) 3.60 (d, J=3.3 Hz, 1H) 3.83-3.98 (m, 1H) 5.56-5.69 (m, 2H) 6.56 (d, J=6.2 Hz, 1H) 6.92 (d, J=3.9 Hz, 1H) 7.39 (d, J=7.7 Hz, 1H) 8.35 (d, J=4.7 Hz, 1H) 8.42 (s, 1H) 9.28 (d, J=6.4 Hz, 1H)

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, 71670-70-7, 2-(Chloromethyl)-5-methylpyridine hydrochloride.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; PAYNE, Andrew; CASTRO PINEIRO, Jose Luis; BIRCH, Louise Michelle; KHAN, Afzal; BRAUNTON, Alan James; KITULAGODA, James Edward; SOEJIMA, Motohiro; WO2015/49574; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 886365-00-0 ,Some common heterocyclic compound, 886365-00-0, molecular formula is C6H5Cl2N, 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.

General procedure: A mixture of 6 (1.55 mmol), 2 (0.77 mmol), and i-Pr2NEt(1.55 mmol) in toluene (unless otherwise stated) (0.77 ml) was stirred at 120 C in a sealed tube for 16 h. The mixture was allowed to cool to room temperature. Purification method A: the mixture was concentrated and the residue was purified by reverse phase automatedpreparative HPLC. Purification method B: the mixture was concentrated and the residue was purified by flash column chromatography (SiO2). Purification method C: the mixture was diluted(DCM), washed (satd Na2CO3), dried (filtered through a Biotage phase separator), and concentrated. The residue was purified by reverse phase automated preparative HPLC.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,886365-00-0, its application will become more common.

Reference:
Article; Mammoliti, Oscar; Quinton, Evelyne M.; Loones, Kristof T.J.; Nguyen, Anh Tho; Wouters, Johan; Van Lommen, Guy; Tetrahedron; vol. 69; 5; (2013); p. 1669 – 1680;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem