Tag: M.W:200-300

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. 800402-12-4, name is 2-Chloro-5-iodo-4-pyridinamine. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-Chloro-5-iodo-4-pyridinamine

2-(3-(4-Amino-6-chloropyridin-3-yl)prop-2-ynyl)-6-(thiophen-2- yl)pyridazin-3(2H)-one. A mixture o f Et3N (200 mul, 1435 mumol), Cu(I) (10 mg, 53 mumol), PdCl2(PhP3)2 (20 mg, 28 mumol), 2-(prop-2-ynyl)-6-(thiophen-2- yl)pyridazin-3(2H)-one (90 mg, 416 mumol), and 2-chloro-5-iodopyridin-4-amine (138 mg, 542 mumol) in MeCN (1.5 mL) was heated to 80 0C under nitrogen for 1 h. The mixture was cooled to room temperature, and was loaded to a silica column. Chromatography with 0.5-5% MeOH in CH2Cl2 afforded a pink solid which was triturated with EtOAc-hexane (1 :2, 10 mL) to give a pink solid as the pure product (48 mg). MS (ESI pos. ion) calc’d for Cj6Hi 1CIN4OS: 342.0; found 343.1 (MH+). 1H NMR (400 MHz, Chloroform-d) delta ppm 5.18 (s, 2 H) 5.75 (br. s., 2 H) 6.64 (s, 1 H) 7.03 (d, J=9.78 Hz, 1 H) 7.11 (dd, J=5.09, 3.72 Hz, 1 H) 7.37 – 7.48 (m, 2 H) 7.73 (d, J=9.78 Hz, 1 H) 8.03 (s, 1 H).

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, 800402-12-4, 2-Chloro-5-iodo-4-pyridinamine.

Reference:
Patent; AMGEN INC.; WO2008/103277; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 78607-36-0, 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. 78607-36-0, name is 2-Chloro-3-iodopyridine. A new synthetic method of this compound is introduced below.

To a flame-dried flask were added Pd(PPh3)4 (10 mol %), Xantphos (10 mol %), Cs2CO3 (3 eq) and 2-chloro-3-iodopyridine (1.2 eq). Then, 1SI (1 eq) and DMF (0.15 M) were added to the reaction mixture under an N2 atmosphere. The reaction mixture was stirred for 10 min at room temperature, and then heated at 140 C. in a pre-heated oil bath for 24 h. After that, the reaction mixture was cooled to room temperature, diluted with CH2Cl2, filtered through a short pad of Celite, and washed with CH2Cl2. The combined organic extracts were concentrated under reduced pressure and the resulting residue was purified by column chromatography on silica gel to provide the product DFE-1S-2 in 67% yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,78607-36-0, 2-Chloro-3-iodopyridine, and friends who are interested can also refer to it.

Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Zhu, Zhi-Qiang; (232 pag.)US2018/337345; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17282-40-5, 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 17282-40-5, name is 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Mixture of ethyl acetoacetate(1, 211 mg, 0.153 mmol), hydrazine (2, 81 mg, 0.153), 7-hydroxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde (4a, 406 mg,0.153 mmol), 1-(2-ethoxy-2-oxoethyl)pyridinium ylide (4, 272mg, 0.153 mmol), 0.1 equivalents of trimethylamine (16 mg,0.015 mmol) in15 mL EtOH were refluxed in a pre-heated oilbath (80 C) under the blanket of nitrogen for 30 min till the completion of reaction (TLC, 20 % dicholromethane in hexanes; Rf = 0.3). The reaction mixture was diluted with dichloromethane (10 mL) and the organic solution was washed with water (20 mL) and brine (20 mL) and dried over anhydrousNa2SO4. Column chromatographic purification on silica gelwith increasing amount of dichlormethane in hexanes provided 8a as a free flowing solid in about 88 % yield. Analytical samples were obtained through from the recrystallization in EtOH.

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 17282-40-5, 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide.

Reference:
Article; Tangeti, Venkata Swamy; Vasundhara; Satyanarayana; Pavan Kumar, Kaja Srinivas; Asian Journal of Chemistry; vol. 29; 7; (2017); p. 1525 – 1532;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 588727-65-5, 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. 588727-65-5, name is 4-(6-Bromopyridin-2-yl)benzaldehyde. A new synthetic method of this compound is introduced below.

Step 2. 4-[6-(4-Trifluoromethoxyphenyl)-pyridin-2-yl]-benzaldehyde. 4-(6-Bromo- pyridin-2-yl)-benzaldehyde (0.31 mmol), 4-trifluoromethoxyphenyl boronic acid (0.46 mmol), tetrakis(triphenylphosphine)palladium(0) (0.003 mmol), 2 M potassium carbonate (0.31 mL) and dioxane (2 mL) were combined in a vial and irradiated by microwave for 10 min at 150 0C. The reaction mixture was taken up in ether and washed with brine. The organic layer was dried over magnesium sulfate, was filtered and the solvent removed in vacuo. Purification by silica gel chromatography (EtOAc/hexanes) yielded the product (80 mg) as an off-white solid: mp 109-112 0C; 1H NMR (400 MHz, CDCl3) delta 10.11 (s, IH), 8.32 (d, J = 8.5 Hz, 2H), 8.19 (d, J = 8.1 Hz, 2H), 8.03 (d, J = 8.4 Hz, 2H), 7.89 (t, J = 7.9 Hz, IH), 7.79 (d, J = 7.7 Hz, IH), 7.74 (d, J = 8.0 Hz, IH), 7.35 (d, J = 8.3 Hz, 2H); EIMS m/z 343 (M+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,588727-65-5, 4-(6-Bromopyridin-2-yl)benzaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; DOW AGROSCIENCES LLC; LAMBERT, William; CROUSE, Gary; SPARKS, Thomas; CUDWORTH, Denise; WO2011/17513; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1187236-18-5, 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. 1187236-18-5, name is Ethyl 7-bromoimidazo[1,2-a]pyridine-2-carboxylate. A new synthetic method of this compound is introduced below.

To a solution of ethyl 7-bromoimidazo[l,2-a]pyridine-2-carboxylate (400 mg, 1.486 mmol) in dry THF (3 mL) at 0 0 C was added L1AIH4 (56.4 mg, 1.486 mmol) in a schlenk tube. After the mixture stirred for 16 hours at 25C, TLC indicated the reaction was completed. The mixture was diluted with saturated aqueous H4CI (20 mL) and extracted with ethyl acetate (70 mL x 3). The combined organic layers were washed with water (40 mL) and brine (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated. The crude product was purified by silica gel chromatography (pet. ether/ethyl acetate) to give the title compound.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1187236-18-5, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MSD R&D (CHINA) CO., LTD.; ACTON, John, J., III; BAO, Jianming; DENG, Qiaolin; EGBERTSON, Melissa; FERGUSON, Ronald, III; GAO, Xiaolei; HARRISON, Scott Timothy; KNOWLES, Sandra, L.; LI, Chunsing; LO, Michael Man-Chu; MAZZOLA, Robert, D., Jr.; MENG, Zhaoyang; NA, Meng; RUDD, Michael, T.; SELYUTIN, Oleg, B.; TELLERS, David, M.; TONG, Ling; ZHANG, Fengqi; (195 pag.)WO2019/5587; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 119308-57-5 ,Some common heterocyclic compound, 119308-57-5, molecular formula is C7H5Br2NO2, 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 methyl 2,6 -dibromoisonicotinate (1 0.0 g, 33.91 mmol) in ethanol (200.0 ml) was slowly added NaBH 4 (6.4 g, 169.18 mmol) at room temperature under stirring. The reaction was heated to reflux and kept at reflux for 2 hours. The reaction solution was cooled to room temperature, and 2 M HCl ( 35.0 ml) was added slowly with stirring until the bubbling stopped. The ethanol was removed by rotary evaporation. Solid NaOH was added under stirring until the solution became basic. The solution continued to be stirred, and during stirring the product was precipitated. A white solid product was collected by filtration. After drying, the product was obtained in an amount of 5.Og (55.6%). 1H NMR (CDCl3): delta 7.44 (s, 2H, HPy), 4.70 (s, 2 H, OCH2). 13C NMR (CDCl3): delta155.05, 140.70, 124.15, 62.22. MS (EI) m/z (%): 266.8 (100%) [M +].

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. 119308-57-5, Methyl 2,6-dibromoisonicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Georgia Tech Research Corporation; SOLVAY (Societe Anonyme); WO2009/80799; (2009); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 89570-82-1, Adding some certain compound to certain chemical reactions, such as: 89570-82-1, name is 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine,molecular formula is C6H5ClF3N3, 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 89570-82-1.

General procedure: The synthetic route of title compounds was outlined in Scheme (1). 2,3-Dichloro-5-(trifluoromethyl)pyridine (7.50mmol) was dissolved in ethanol (300 mL), then hydrazine hydrate (30 mmol) was dropwised under refluxing condition for 72 h to give 3-chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine 1. A CEM designed 10 mL pressure-rated vial was charged with 3-chloro-2-hydrazinyl-5-(trifluoromethyl) pyridine 1 (211 mg, 1 mmol) and aldehyde (1mmol), HOAc (0.1 mmol) in the solution of ethanol at the condition of microwave (15 min, 85C). All the other compounds are synthesized according the procedure.

According to the analysis of related databases, 89570-82-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Min, Li-Jing; Shi, Yan-Xia; Yang, Ming-Yan; Zhai, Zhi-Wen; Weng, Jian-Quan; Tan, Cheng-Xia; Liu, Xing-Hai; Li, Bao-Ju; Zhang, Yong-Gang; Letters in drug design and discovery; vol. 13; 4; (2016); p. 324 – 328;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 58530-53-3, 2,4-Dibromopyridine, 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, SDS of cas: 58530-53-3, blongs to pyridine-derivatives compound. SDS of cas: 58530-53-3

Preparation 742-Bromo-4-pyrrolidin-1-ylpyridine2,4-Dibromopyridine (300mg, 0.94mmol) and pyrrolidine (335mg, 4.7mmol) were combined in ethanol and heated at 700C overnight. The reaction mixture was concentrated in vacuo and the residue purified by column chromatography using an ISCO silica cartridge eluting with 0- 70% ethyl acetate: pentane. (208mg, 0.91 mmol, 97%).1H-NMR (CDCI3, 400MHz): delta 2.0 (m, 4H), 3.3 (m, 4H), 6.3 (m, 1 H), 6.6 (s, 1 H)1 7.9 (d, 1 H). LRMS m/z (APCI) 227 [MH]+.

The synthetic route of 58530-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; WO2007/57775; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 52718-95-3, name is Methyl 2-bromonicotinate, molecular formula is C7H6BrNO2, 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. name: Methyl 2-bromonicotinate

1,3-Benzene-diboronic acid (0.66 g, 3.99 mmol), compound 6 (1.80 g, 8.37 mmol), K2CO3 (1.10 g, 7.97 mmol) and Pd(dppf)Cl2 (0.146 g, 0.2 mmol) were dissolved in a degassed mixture of THF/water (20 mL/4 mL). The mixture was heated to 70C and stirred overnight under N2. After cooling to room temperature, saturated solution of chloride ammonium (100 mL) was added, and aqueous layer was extracted with dichloromethane (3×50 mL). The combined organic extracts were dried over MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (petroleum ether:ethyl acetate=5:1; V/V) to give the compound 7 as a colorless oil (1.03 g, 74%).

With the rapid development of chemical substances, we look forward to future research findings about 52718-95-3.

Reference:
Article; Tan, Shuai; Wu, Xiugang; Zheng, Yanqiong; Wang, Yafei; Chinese Chemical Letters; vol. 30; 11; (2019); p. 1951 – 1954;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1149-23-1 , The common heterocyclic compound, 1149-23-1, name is Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate, molecular formula is C13H19NO4, 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: Equivalent amounts of 1,4-dihydropyridine (1, 3 mmol) and cupricbromide (3 mmol) were taken in a dry round-bottomed flask (25 mL) and ethylacetate-chloroform mixture (10 ml, v/v 1:1) was added to it. The flask wasfitted with a Liebig condenser fitted with a calcium chloride guard tube andwas refluxed for 1 h. The reaction was monitored by TLC after an interval of10 min. After completion, the reaction mixture was filtered through a flutedfilter paper, washed thoroughly with chloroform in order to remove theadhering cuprous bromide from the product and dried over anhydrous Na2SO4.Solvent was removed in vacuo and purified by column filtration to get pureproduct.

The synthetic route of 1149-23-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Saikh, Forid; De, Rimpa; Ghosh, Somnath; Tetrahedron Letters; vol. 55; 45; (2014); p. 6171 – 6174;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem