Category: pyridine-derivatives

Reference of 573675-25-9, 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. 573675-25-9, name is 5-Bromo-3-nitropicolinonitrile. A new synthetic method of this compound is introduced below.

A flask was charged with 2-methylpyridin-3-ol (3.0 g, 27.5 mmol) andDMF (100 mL). Sodium hydride (0.760 g, 30.2 mmol) was added and stirred for 5 minutes. 5-Bromo-3-nitropicolinonitrile (6.26 g, 27.5 mmol) was added and stirred for 10 minutes. The reaction was poured into a flask containing 300 mL saturated NH4Cl and 300 mL water with vigorous stirring. The solids were filtered and dried under high vacuum to afford 5- bromo-3-(2-methylpyridin-3-yloxy)picolinonitrile (7.78 g, 97.6% yield) as light tan solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,573675-25-9, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; WO2008/118718; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 628-13-7, 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. 628-13-7, name is Pyridinehydrochloride. A new synthetic method of this compound is introduced below.

4-(5-Hydroxy-benzofuran-2-yl)-benzoic acid 128 A mixture of 4-(5-Methoxy-benzofuran-2-yl)-benzoic acid methyl ester (0.5 g, 1.8 mmol) and Pyridine HCl (5 g) was heated to 200 C. After 2 hr, the reaction was cooled and poured into water and exracted with EtOAc. The EtOAc layer was dried over MgSO4, concentrated and the product was purified by column chrmatography on silica gel (75% EtOAc/hex) to give a solid (0.21 g, 47%): 1H NMR (DMSO-d6) delta 13.07 (br s, 1H), 9.29 (br s, 1H), 8.02 (d, 2H, J=8.1 Hz), 7.97 (d, 2H, J=8.7 Hz), 7.46 (m, 2H), 6.97 (d, 1H, J=2.9 Hz), 6.79 (dd, 1H, J=9.3 Hz, 2.9 Hz); MS 253 (M-H)-

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,628-13-7, its application will become more common.

Reference:
Patent; Wyeth; US2003/171428; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 54127-30-9 ,Some common heterocyclic compound, 54127-30-9, molecular formula is C6H5Cl2NO, 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 500 mL round-bottom flask, manganese oxide (43.5 g, 0.50 mol) was added to a solution of 2,3-dichloro-5-hydroxymethylpyridine (3, 8.10 g, 50.0 mmol, Sigma-Aldrich, St. Louis, Mo.) in anhydrous CH2Cl2 (150 mL). The reaction mixture was stirred at a temperature of about 25 C. for 48 h, filtered through CELITE, and concentrated under reduced pressure. The mixture was chromatographed by a silica gel chromatography column eluting with a gradient of ethyl acetate (0%-40%)/hexanes to provide 7.2 g of 4 (90% yield). 1H NMR (400 MHz, CDCl3) delta 10.08 (1H, s), 8.77 (1H, d, J=1.97 Hz), 8.25 (1H, d, J=1.97 Hz). LC/MS (M+1): 176.

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. 54127-30-9, (5,6-Dichloropyridin-3-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Tafesse, Laykea; US2010/120862; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 19798-77-7, 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. 19798-77-7, name is 4-Amino-3-chloropyridine, molecular formula is C5H5ClN2, 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 the second step, the first step of the product 2- [1- (pentyl-4-en-1-yl) -1H-indol-3-yl] acetic acid was added to dichloromethane (20 mL) and stirred at room temperature (1.27 g), stirred and dissolved;3-Chloro-4-aminopyridine (0.9 g) was added,DMAP (0.15 g), stirred at room temperature for 3 h;Add water (10mL) for 10min,The organic phase was stirred for 10 min and the organic phase was separated by column chromatography and eluted with ethyl acetate-petroleum ether (1: 3) to give red-brown gum N- (3 Yl) -2-yl] -2- (1- (3-pentyl-4-en-1-yl) -1H-indol-3-yl] acetamide (1.3 g).

According to the analysis of related databases, 19798-77-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Chinese Academy Of Medical Sciences Pharmaceutical Institute; Shi Jiangong; Guo Ying; Xu Chengbo; Ba Mingyu; Chen Minghua; Chen Qing; Zhu Chenggen; Tang Ke; Jiang Jiandong; Guo Jiamei; Guo Qinglan; Lin Sheng; Yang Yongchun; (45 pag.)CN107151231; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 893423-62-6, 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 893423-62-6, name is tert-Butyl (2-chloro-3-formylpyridin-4-yl)carbamate. This compound has unique chemical properties. The synthetic route is as follows.

A solution of 33-2 (0.64 g, 2.5 mmol), 3-1 (0.88 g, 2.5 mmol) and potassium carbonate (2.1 g, 15 mmol) in DMF (14 mL) was heated to 120 0C for 4.5 hours. The reaction was cooled to room temperature, diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate, filtered and concentrated. Purification by silica gel chromatography (1% ethyl acetate/ hexane – > 70% ethyl acetate/ hexane) gave the title compound as a foam. MS (M+H*): calculated = 471.98, observed = 472.1.

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 893423-62-6, tert-Butyl (2-chloro-3-formylpyridin-4-yl)carbamate.

Reference:
Patent; MERCK & CO., INC.; WO2006/135627; (2006); A2;,
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.13534-89-9, name is 2,3-Dibromopyridine, molecular formula is C5H3Br2N, molecular weight is 236.892, as common compound, the synthetic route is as follows.Recommanded Product: 2,3-Dibromopyridine

General procedure: 2,5-dibromopyridine (0.12 g, 0.50 mmol), phenylboronic acid (67 mg, 0.55 mmol), K2CO3 (0.14 g, 1.0 mmol), Pd(OAc)2 (11 mg, 5 mol %), PPh3 (26 mg, 10 mol %) were dissolved in CH3CN/CH3OH (2:1, 6 mL). The solution was stirred at 50 C under nitrogen atmosphere for 24 h and then cooled and the solid was filtered off. The filtrate was then concentrated and the resulting crude product was dissolved in CH2Cl2 (10 mL). The solution was washed with water (10 mL*3) and brine (10 mL), and dried over sodium sulfate. Upon removal of the solvent with a rotavapor, the resulting residue was subjected to column chromatography (petroleum ether/AcOEt, 400:1) to give the desired product 3a (114 mg, 97%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13534-89-9, 2,3-Dibromopyridine, and friends who are interested can also refer to it.

Reference:
Article; Zhou, Qizhong; Zhang, Bin; Su, Liangjun; Jiang, Tiansheng; Chen, Rener; Du, Tieqi; Ye, Yuyuan; Shen, Jianfen; Dai, Guoliang; Han, Deman; Jiang, Huajiang; Tetrahedron; vol. 69; 51; (2013); p. 10996 – 11003;,
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. 757978-18-0, name is 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine. A new synthetic method of this compound is introduced below., Product Details of 757978-18-0

To a stirred solution of 5-bromo-3-iodo-lH-pyrrolo[2,3-Z?]pyridine (0.70 g, 2.2 mmol) in 15 mL of anhydrous THF cooled to 0C with an ice bath was added NaH [60% dispersion in mineral oil] (0.13 g, 3.3 mmol). The reaction mixture was stirred for 20 min at 0C, after which -toluenesulfonyl chloride (0.47 g, 2.4 mmol) was added. The resulting mixture was stirred at 0C for 1.5 hr, after which cold 0.5 M HCl (20 mL) was added. The mixture was partitioned between EtOAc and 0.5 M HCl, after which the organic layer was separated, dried over MgSC , filtered, and evaporated in vacuo to yield a residue that was triturated with 20% CH2CI2 in hexanes to yield the title compound (0.84 g, 81%) as a light yellow powder. XH NMR (DMSO-ift), 300MHz) delta 8.51 (d, J= 2.1 Hz, 1H), 8.22 (s, 1H), 8.02 (d, J= 1.2 Hz, 1 H), 8.00 (d, J= 5.1 Hz, 2H), 7.44 (dd, J= 8.7 Hz, 0.6 Hz, 2H), 2.35 (s, 3H); MS ESI (m/z): 477.0/479.0 (M+l)+, calc. 476.

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, 757978-18-0, 5-Bromo-3-iodo-1H-pyrrolo[2,3-b]pyridine.

Reference:
Patent; UNIVERSITY OF ROCHESTER; BOARD OF REGENTS OF THE UNIVERSITY OF NEBRASKA; GELBARD, Harris A.; DEWHURST, Stephen; GENDELMAN, Howard E.; WO2014/85795; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 175422-04-5, 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 175422-04-5 as follows.

A solution of 2,6-dibromo-4-nitropyridine (5.0 g, 17.74 mmol) in dioxane (100 mL) was treated with DIPEA (6.20 mL, 35.5 mmol), N-benzylethanamine, HC1 (3.65 g, 21.28 mmol) and heated to 100 C in a sealed tube for 18 h. LC-MS indicated completion. The dioxane was concentrated in vacuum, and the residue partitioned between IN HC1 (150 mL) and ethyl acetate (300 mL). The organic layer was separated, dried over Na2S04 and concentrated in vacuo. Purification via flash chromatography gave 1 A (yellow liquid, 5.0 g, 14.87 mmol, 84 % yield). ]H NMR (300MHz, CHLOROFORM-d) d 8.19 (s, 1H), 7.23-7.37 (m, 5H), 7.06 (d, J= 1.5 Hz, 1H), 4.77 (s, 2H), 3.60 (q, J= 7.2 Hz, 2H), 1.20 (t, J= 12 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,175422-04-5, its application will become more common.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; MARKWALDER, Jay A.; SHAN, Weifang; WILLIAMS, David K.; NARA, Susheel Jethanand; ROY, Saumya; THANGAVEL, Soodamani; CHERUKU, Srinivas; SISTLA, Ramesh Kumar; (230 pag.)WO2020/23355; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 22245-83-6, 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 22245-83-6, name is 3-(Trifluoromethyl)pyridin-2-ol. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 2-hydroxy-3-trifluoromethylpyridine 2a1 (39.01 g, 239 mmol) and anhydrous DMF (800 mL) under Ar is added lambda/-iodosuccinimide (4.89 g, 244 mmol) and anhydrous K2CO3 (33.72 g, 244 mmol). The mixture is allowed to stir at 600C for about 3 hours. The mixture is cooled to ambient temperature, filtered and concentrated under reduced pressure. The residue is dissolved in DCM (1 L) and the organic phase is washed with brine. The aqueous phase is adjusted to pH 4 by the addition of 2M HCI, then extracted with DCM (1 L). The combined organic extracts are washed with brine (2 L) and dried over Na2SO4. The mixture is concentrated to ~300 mL and cooled overnight in a fridge. The precipitated solid is removed by filtration and dried to provide iodide 2a2.

According to the analysis of related databases, 22245-83-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GmbH; WO2009/18656; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 6937-03-7 , The common heterocyclic compound, 6937-03-7, name is Methyl 2-aminoisonicotinate, molecular formula is C7H8N2O2, 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.

Add in the reaction tube0.2 mmol of methyl 2-aminopyridine-4-carboxylate,0.2 mmol of beta-nitrostyrene,lOmol% (0.02 mmol) Ce (OTf) 3, 1.5 ml toluene,After stirring at 120 C for 10 minutes, the heating and stirring were stopped, and the mixture was cooled to room temperature.The crude product is obtained by distillation under reduced pressure and purified by column chromatography.The target product was obtained, and the column chromatography eluent used was a mixture of petroleum ether and ethyl acetate (V:V = 5:1).The yield was 53%. The hydrogen spectrum and carbon spectrum of the product obtained in this example are shown in Fig. 3.The carbon spectrum of the obtained product is shown in Fig. 4.

The synthetic route of 6937-03-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gannan Normal University; Chen Zhengwang; Ye Min; Zhou Zhonggao; (17 pag.)CN108395399; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem