Pyridine-derivatives

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.24242-20-4, name is 5-Aminopicolinic acid, molecular formula is C6H6N2O2, molecular weight is 138.12, as common compound, the synthetic route is as follows.Quality Control of 5-Aminopicolinic acid

5-Amino-pyridine-2-carboxylic acid 1 (5.4 mmol) is dissolved in benzene : MeOH = 3 :1 (40 niL) and cooled in an ice-bath to 00C. To the solution is slowly added 2M TMSCH2N2 in Et2O solution (6.5 mmol). After the addition is complete, the reaction mixture is warmed to rt and stirred for 6 h. After removing the solvent in vacuum, methyl 5-aminopicolinate 2 is obtained and used in the next step without further purification. MS (m/z) (M+l)+: 153.1.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,24242-20-4, 5-Aminopicolinic acid, and friends who are interested can also refer to it.

Reference:
Patent; IRM LLC; WO2009/26204; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1122-54-9, Adding some certain compound to certain chemical reactions, such as: 1122-54-9, name is 4-Acetylpyridine,molecular formula is C7H7NO, 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 1122-54-9.

4-Bromoacetyl-pyridine, HBr salt; Dibromine (17.2g, 108 mmol) was added dropwise to a cold (0C) solution of 4-acetyl- pyridine (12 g, 99 mmol) in acetic acid containing 33% of HBr (165 mL) under vigourous stirring. The vigorously stirred mixture was warmed to 40C for 2h and then to 75C. After 2h at 75C, the mixture was cooled and diluted with ether (400 mL) to precipitate the product. which was recovered by filtration and washed with ether and acetone to give white crystals (100%). This material may be recrystallised from methanol and ether.

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; AB SCIENCE; WO2005/73225; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 94446-97-6, name is 2-Bromo-3-(bromomethyl)pyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 94446-97-6

Step 2: To a solution of the product of Step 1 (595 mg, 2.36 mmol) in DMF was added piperidine (205 mg, 2.4 mmol) and K2CO3 (979 mg, 7.08 mmol), sequentially. The mixture was stirred at rt overnight, quenched with ice-water and then partitioned with ether. The organic layer was dried over Na2SO4, filtered, and concentrated. Purification of the residue by SiO2 chromatography (0-50% EtOAc/hexane) gave the desired compound (-450 mg). CnH15BrN2, LC/ESI-MS: m/z 255 and 257 (C11H15BrN2 H+)

The synthetic route of 94446-97-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCHERING CORPORATION; WO2007/53435; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 55-22-1, 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. 55-22-1, name is Isonicotinic acid. A new synthetic method of this compound is introduced below.

General procedure: A mixture of 1 (166 mg, 0.4 mmol), the corresponding acids RCO2H (0.48 mmol), DMAP(10 mg, 0.08 mmol), and DCC (99 mg, 0.48 mmol) in dry CH2Cl2 (10 ml) was stirred at ambient temperature. When the reaction was completed for 2-3 h according to TLC analysis,the mixture was filtered, and the filtrate was diluted by CH2Cl2 (60 ml). The mixture was washed by 0.1 N HCl (30 ml), saturated Na2CO3 (30 ml) and saturated NaCl (30 ml),dried over anhydrous Na2SO4, concentrated in vacuo, and purified by PTLC to give the pure 4alpha-acyloxypodophyllotoxin derivatives 5a, b, e, f in 84-90% yields. The data for 5a,b, e, f are shown as follows.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55-22-1, Isonicotinic acid, and friends who are interested can also refer to it.

Reference:
Article; Che, Zhi-Ping; Tian, Yue-E; Liu, Sheng-Ming; Jiang, Jia; Hu, Mei; Chen, Gen-Qiang; Journal of Asian Natural Products Research; vol. 21; 10; (2019); p. 1028 – 1041;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 866319-00-8 ,Some common heterocyclic compound, 866319-00-8, molecular formula is C7H5FN2, 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.

5-Fluoro-1H-pyrrolo[2,3-b]pyridine (1 g, 7.34 mmol) was dissolved in DMF (10 mL)Then, bromine (0.75 mL, 14.5 mmol) was added dropwise thereto, and the reaction was stirred at room temperature for 4 hours.Quenched with saturated aqueous sodium thiosulfate solution (100 mL)The reaction mixture was extracted with ethyl acetate (100 mL×2).The combined organic phases were washed with brine (100 mL×3)Filtered, concentrated under reduced pressure,The residue was subjected to silica gel column chromatography(PE/EtOAc (v/v) = 4/1) purified,The title compound was obtained as a yellow powder (0.6 g, 40%).

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. 866319-00-8, 5-Fluoro-1H-pyrrolo[2,3-b]pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; Nie Biao; Xu Juan; Yan Huan; Chen Jianping; (90 pag.)CN108727369; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 13509-13-2, Adding some certain compound to certain chemical reactions, such as: 13509-13-2, name is Methyl 4-methylpicolinate,molecular formula is C8H9NO2, 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 13509-13-2.

1-(3-Benzyl-5-pyrazin-2-yl-phenyl)-3-(4-methyl-pyridin-2-yl)-propane-1,3-dione (25B). In an oven dried flask equipped with a rubber septum with bubbling argon was dissolved 25A (0.15 g, 0.00052 mole) and 3H (0.078 g, 0.00052 mole) in 1 mL of anhydrous THF. NaOMe (56 mg, 0.00104 mole) was added and the reaction turned a brown color. After 0.5 hour the reaction was poured into 8 mL of a saturated NH4Cl solution. The mixture was extracted 3 times with EtOAc, dried NaSO4, filtered and evaporated to give a crude product. The oily solids were crystallized with and hot petroleum ether in a sonicator. Solids were collected by vacuum filtration to give pure light yellow powder, (25B). 1H NMR (400 MHz, CDCl3) delta 9.05 (s, 1H), 8.65 (s, 1H), 8.58 (d, j=5.0 Hz, 1H), 8.4 (m, 2H), 8.04 (s, 2H), 8.02 (s, 1H), 7.62 (s, 1H), 7.33-7.21 (m, 6H), 4.17 (s, 2H), 2.47 (s, 3H).

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. 13509-13-2, Methyl 4-methylpicolinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Payne, Linda S.; Tran, Lekhanh O.; Zhuang, Linghang H.; Young, Steven D.; Egbertson, Melissa S.; Wai, John S.; Embrey, Mark W.; Fisher, Thorsten E.; Guare, James P.; Langford, H. Marie; Melamed, Jeffrey Y.; Clark, David L.; US2003/229079; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 573762-62-6, Adding some certain compound to certain chemical reactions, such as: 573762-62-6, name is 5-Amino-3-(trifluoromethyl)picolinonitrile,molecular formula is C7H4F3N3, 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 573762-62-6.

Alternative syntheis of A52hr 2 hr [0090] Thiophosgene (1.23 niL, 16.0 mmol) is added dropwise to a solution of 5- amino-2-cyano-3-trifluoromethylpyridine (3.0 g, 16.0 mmol) and N-methyl-4-(l- cyanocyclobutylamino)-2-fluorobenzamide (3.96 g, 16.0 mmol) in dry DMA (35 mL) under Argon. The solution is stirred overnight at 6O0C. To this mixture were added MeOH (60 mL) and aq. 2M HCl (30 mL), then it was brought to reflux temperature for 2 h. After cooling down to the ambiant, the mixture was poured into ice water (100 mL) and extracted with EtOAc (3 x 60 mL). The organic layer was dried over Mg2SO4, filtered over celite, and concentrated under reduced pressure. Silica gel chromatography using DCM/-acetone 19-1 (v-v) yielded the desired product (5.78 g, 76%).Scale up.[0091] Thiophosgene (5.48 mL, 1.05 eq, 70.9 mmol) is added dropwise to a solution of 5-amino-2-cyano-3-trifluoromethylpyridine (13.27 g, 1.05 eq, 70.9 mmol) and N-methyl- 4-(l-cyanocyclobutylamino)-2-fluorobenzamide (16.7 g, 67.5 mmol) in dry DMA (110 mL) under Argon at 0 0C. After 10 min, the solution was heated up to 60 0C and allowed to stir at that temperature for an overnight period. This was then diluted with MeOH (200 mL) and treated with aq. 2M HCl (140 mL), then the mixture was refluxed for 2 h. After cooling down to RT, the mixture was poured into ice water (500 mL), and filtered over buchner. The solid was recrystallized from DCM/EtOH to get desired product (20.6g, 64%).

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. 573762-62-6, 5-Amino-3-(trifluoromethyl)picolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SLOAN-KETTERING INSTITUTE FOR CANCER RESEARCH; WO2008/119015; (2008); A2;,
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. 58530-53-3, name is 2,4-Dibromopyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H3Br2N

A mixture was prepared of 2,4-dibromopyridine (10 g, 42.21 mmol), phenylboronic acid (5.1 g, 42.21 mmol), and potassium carbonate (11.7 g, 84.42 mmol) in 100 mL dimethoxyethane and 40 mL of water. Nitrogen was bubbled directly into the mixture for 30 minutes. Next, tetrakis(triphenylphosphine)palladium(0) was added (244 mg, 2.11 mmol) and the mixture was heated to reflux under nitrogen overnight. The mixture was cooled and diluted with ethyl acetate and water. The layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were washed with brine, dried over magnesium sulfate, filtered, and evaporated to a residue. The residue was purified by column chromatography eluting with 0, 2, and 5% ethyl acetate/hexanes. Obtained 4.28 g of a yellow liquid (43%).

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, 58530-53-3, 2,4-Dibromopyridine.

Reference:
Patent; UNIVERSAL DISPLAY CORPORATION; XIA, Chuanjun; ALLEYNE, Bert; KWONG, Raymond C.; FIORDELISO, James; WEAVER, Michael S.; ANSARI, Nasrin; DEANGELIS, Alan; RAYABARAPU, Dinesh; ADAMOVICH, Vadim; US2015/307535; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 15862-34-7 ,Some common heterocyclic compound, 15862-34-7, molecular formula is C5H3BrN2O3, 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.

To a solution of 5-Bromo-3-nitro-pyridin-2-ol (10.0 g, 45.66 mmol) in 70 ml of toluene and 7 ml of DMF was added PBr3 (6.60 ml, 68.49 mmol) and the reaction mixture was heated at 12O0C for 20 min under nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), water (100 mL) was added and extracted with ethyl acetate (3 x 200 mL). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated to get the desired product (10.30 g, 80.03%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-34-7, its application will become more common.

Reference:
Patent; PROLYSIS LTD; WO2007/107758; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 78790-79-1, name is 3-Amino-4-cyanopyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 3-Amino-4-cyanopyridine

4-Amino-3-(3H-imidazo[4,5-b]pyridin-2-yl)-1,7-naphthyridin-2(1H)-one LiHMDS (3.0 eq) was added to ethyl 3H-imidazo[4,5-b]pyridin-2-ylacetate (1.0 eq) in THF at -78 C. After 20 minutes, a solution of 3-aminopyridine-4-carbonitrile (1.1 eq) in THF was added. The resulting mixture was allowed to warm to room temperature, stirred 3 hours, and then refluxed overnight. The mixture was cooled to 0 C. and quenched with an aqueous saturated NH4Cl solution. A precipitate formed, was filtered off, and was washed repeatedly with ether to yield the desired compound as a brown solid. Purification by reverse phase chromatography afforded the desired product as a yellow solid. LC/MS m/z 279.0 (MH+), Rt 1.29 minutes.

The synthetic route of 78790-79-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Renhowe, Paul A.; Machajewski, Timothy; Shafer, Cynthia M.; Wernette-Hammond, Mary Ellen; Pecchi, Sabina; US2002/103230; (2002); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem