Day: December 25, 2020

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. 350-03-8, name is 1-(Pyridin-3-yl)ethanone, 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. Computed Properties of C7H7NO

General procedure: Definite quantities of catalyst, chiral diamine, base, solvent, and heteroaromatic methyl ketones were placed into a 60mL stainless steel autoclave equipped with a magnetic stirrer bar. The autoclave was purged with hydrogen three times and the hydrogen pressure was increased to the desired level. The mixture was then stirred at room temperature for a suitable time. At the end of the reaction, the reactor was decompressed. Finally, the products were separated by centrifugation and analyzed by a GC instrument with an FID detector and beta-DEX120 capillary column. The ee value was calculated from the equation: ee (%)=100¡Á(S-R)/(S+R).

With the rapid development of chemical substances, we look forward to future research findings about 350-03-8.

Reference:
Article; Li, Chun; Zhang, Lin; Zheng, Congye; Zheng, Xueli; Fu, Haiyan; Chen, Hua; Li, Ruixiang; Tetrahedron Asymmetry; vol. 25; 10-11; (2014); p. 821 – 824;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 56026-36-9, Adding some certain compound to certain chemical reactions, such as: 56026-36-9, name is Methyl 6-(hydroxymethyl)nicotinate,molecular formula is C8H9NO3, 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 56026-36-9.

A mixture of methyl 6-(hydroxymethyl)nicotinate (7 g , 37 mmol) and Mn02 (32,3 g , 372 mmol) in DCM ( 200 mL ) was stirred at 20 C for 4 hours. The mixture was filtered and the filtrate was concentrated. The residue was purified by column chromatography on silica gel (PE/EtOAc = 5/1) to afford methyl 6-formylnicotinate (6 g , 97%).MS-ESI (m/z): 166.2 (M+l) + (LC-MS method C; Ret. time: 0.36 min).

According to the analysis of related databases, 56026-36-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; KOZLOWSKI, Joseph; YU, Wensheng; ANAND, Rajan; YU, Younong; SELYUTIN, Oleg B.; GAO, Ying-Duo; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/114185; (2014); 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. 69627-02-7, name is Thieno[3,2-b]pyridin-7(4H)-one. This compound has unique chemical properties. The synthetic route is as follows. Safety of Thieno[3,2-b]pyridin-7(4H)-one

From thieno[3,2-b]pyridin-7-ol (300 mg, 2.00 mmol) and POBr3 (2.80 g, 10.0 mmol) and the mixture was heated at 65 C for 6 h. After cooling, NaOH (aq) (5 mL), water (5 mL) and chloroform (5 mL) were added. The phases were separated and the aqueous phase was extracted with more chloroform (2 * 5 mL). The organic phase was dried (MgSO4) and filtered. Removal of the solvent gave compound 1as a yellow solid (363 mg, 85%), m.p. 67-68 C. 1H NMR (400 MHz, CDCl3): delta 7.46 (1H, d, J = 5.2 Hz, 6-H), 7.67 (1H, d, J = 5.6 Hz, HetAr-H), 7.83 (1H, d, J = 5.6 Hz, HetAr-H), 8.51 (1H, d, J = 5.2 Hz, 5-H) ppm. 13C NMR (100.6 MHz, CDCl3): delta 121.7 (6-CH), 125.9 (CH), 126.9 (C), 131.4 (CH), 135.7 (C), 147.5 (5-CH), 156.4 (C) ppm. HRMS (EI-TOF): calcd for C7H479BrNS [M]+ 212.9248. Found 212.9248. Calcd for C7H481BrNS [M]+ 214.9227. Found 214.9227.

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, 69627-02-7, Thieno[3,2-b]pyridin-7(4H)-one.

Reference:
Article; Queiroz, Maria-Joao R.P.; Peixoto, Daniela; Calhelha, Ricardo C.; Soares, Pedro; Dos Santos, Tiago; Lima, Raquel T.; Campos, Joana F.; Abreu, Rui M.V.; Ferreira, Isabel C.F.R.; Vasconcelos, M. Helena; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 855 – 862;,
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. 17282-40-5, name is 1-(2-Ethoxy-2-oxoethyl)pyridin-1-ium bromide, molecular formula is C9H12BrNO2, 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. category: pyridine-derivatives

General procedure: Chromenone 1a (0.5 mmol), pyridinium salts 2a (0.55 mmol), DBU (1.0 mmol) and 1,4-dioxane (3.0 mL) were dissolved in 10 mL round-bottomed flask and stirring at 80 C for 12 h. The reaction was monitored by TLC. After completion of reaction, the reaction mixture was cooled down to room temperature and concentrated in vacuum to give the crude product, which was further purified by silica gel chromatography (ethyl acetate: petroleum =1:5) to afford the desired product. 1.

With the rapid development of chemical substances, we look forward to future research findings about 17282-40-5.

Reference:
Article; Dong, Kai-Kai; Huang, Qiang; Tetrahedron Letters; vol. 60; 29; (2019); p. 1871 – 1874;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 86873-60-1, 5-Chloro-2-picolinic acid, 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, Application In Synthesis of 5-Chloro-2-picolinic acid, blongs to pyridine-derivatives compound. Application In Synthesis of 5-Chloro-2-picolinic acid

Triethylamine (98 pL, 0.70 mmol) was added to a mixture of 5-chloropyridine-2- carboxylic acid (44.6 mg, 0.283 mmol) in ethyl acetate (5 mL). The resulting solution was treated with 2,4,6-tripropyl-1 ,3,5,2,4,6-trioxatriphosphinane 2,4,6-trioxide (50% solution in ethyl acetate; 0.169 mL, 0.284 mmol), and the reaction mixture was heatedat 65 C for 20 minutes, whereupon P5 (100 mg, 0.177 mmol) was added and stirring was continued for 16 hours at 65 C. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate (100 mL) and washed sequentially with water (2 x 150 mL), saturated aqueous sodium bicarbonate solution (250 mL), and saturated aqueous sodium chloride solution (250 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. The residue was dissolved in dichloromethane (3 mL) and treated with trifluoroacetic acid (0.68 mL, 8.8 mmol). After the reaction mixture hadstirred at room temperature for 16 hours, dichloromethane (100 mL) was added, and the resulting solution was treated with saturated aqueous sodium bicarbonate solution (350 mL). The organic layer was washed with saturated aqueous sodium chloride solution (250 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure. Chromatography on silica gel (Gradient: 0% to 100% ethyl acetate in heptane) affordedthe product as a yellow solid. Yield: 61.2 mg, 0.110 mmol, 62%. 1H NMR (400 MHz, CDCI3) oe 10.42 (br s, 1H), 8.60 (dd, J=2.4, 0.6 Hz, 1H), 8.25 (dd, J=8.4, 0.6 Hz, 1H), 8.17-8.05 (m, 2H), 7.91 (dd, J=8.3, 2.4 Hz, 1H), 7.78 (5, 1H), 7.57-7.51 (m, 1H), 7.46 (br dd, J=7.7, 7.0 Hz, 2H), 3.85 (AB quartet, JAB=11.9 Hz, IIVAB=8O.9 Hz, 2H), 3.22 (dd, J=12.9, 4.1 Hz, 1H), 3.09-3.00 (m, 1H), 2.61 (dd, J=13.1, 2.7 Hz, 1H), 2.32-1.97 (m,5H), 1.95-1.82(m, 2H), 1.77-1.64(m, 1H).

The synthetic route of 86873-60-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; BUTLER, Christopher Ryan; ZHANG, Lei; O’NEILL, Brian Thomas; VERHOEST, Patrick Robert; MIKOCHIK, Peter Justin; MURRAY, John Charles; HOU, Xinjun; (161 pag.)WO2017/51276; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 884495-03-8, 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.884495-03-8, name is 3-Amino-2-bromo-5-fluoropyridine, molecular formula is C5H4BrFN2, molecular weight is 191.0011, as common compound, the synthetic route is as follows.

3-amino-2-bromo-5-fluoropyridine 84A (25 g, 131 mmol, Astatech Chemical, Inc) was treated with ZnCN2 (16.9 g, 1.1 equiv., 144 mmol), Pd(Ph3)4(11.3 g, 0.075 equiv., 9.8 mmol) and DMF (200 mL) and then heated to 115 C. After 6 h, the reaction mixture was allowed to cool and then concentrated under reduced pressure to a solid. The solid was washed with EtOAc (2¡Á100 mL). The organic layers were combined and washed with water (3¡Á100 mL), saturated NH4Cl solution (100 mL), dried over MgSO4, filtered and concentrated under reduced pressure to provide 84B that was used without further purification. LCMS (m/z): 138.87 [M+H]+; tR=0.59 min. on LC/MS Method A.

The chemical industry reduces the impact on the environment during synthesis 884495-03-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Gilead Sciences, Inc.; Aktoudianakis, Evangelos; Chin, Gregory; Mackman, Richard L.; Metobo, Samuel E.; Mish, Michael R.; Pyun, Hyung-jung; Zablocki, Jeff; (175 pag.)US2016/289229; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 13534-98-0, Adding some certain compound to certain chemical reactions, such as: 13534-98-0, name is 4-Amino-3-bromopyridine,molecular formula is C5H5BrN2, 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 13534-98-0.

3-Bromo-5-iodopyridin-4-amine A solution of potassium iodide (2.88 g, 17.34 mmol) and iodine (2.75 g, 10.84 mmol) in water (21 mL) was added dropwise to a solution of 4-amino-3-bromopyridine (2.5 g, 14.45 mmol) and sodium carbonate (0.919 g, 8.67 mmol) in water (10 mL) and the mixture was stirred at reflux for 20 h. The mixture was diluted with water and EtOAc and the layers were separated. The organic layer was extracted with EtOAc three times. The combined organic layers were washed with sat. Na2S2O3 three times, dried over MgSO4, filtered off and the filtrate concentrated in vacuum. The resulting brown oil was purified by chromatography on silica gel (biotage, CyHex/EtOAc, 50:50 to 0:100) to give product (951 mg, 22%) and starting material (1.66 g) as light yellow solids.

According to the analysis of related databases, 13534-98-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Merck Patent GmbH; Cancer Research Technology, Ltd.; SCHIEMANN, Kai; BLAGG, Julian; MALLINGER, Aurelie; RINK, Christian; SEJBERG, Jimmy; HONEY, Mark; (139 pag.)US2016/16951; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15862-37-0, Adding some certain compound to certain chemical reactions, such as: 15862-37-0, name is 2,5-Dibromo-3-nitropyridine,molecular formula is C5H2Br2N2O2, 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 15862-37-0.

To a solution of 2,5-dibromo-3-nitropyridine (5.00 g, 17.8 mmol) in EtOH (20 mL), water (27 mL) and toluene (30 mL) was added thiophen-3 -ylboronic acid (2.39 g, 18.7 mol) and Na2CO3 (5.68 g, 53.6 mol) under N2. The mixture was purged with N2 for 2 mm and followed by addition of tetrakis(triphenylphosphine)palladium (1.04 g, 0.900 mmol). The reaction mixture was heated to reflux for 16 h. Then the reaction mixture was cooled to r.t.and extracted with EtOAc (100 mL). The collected organic phase was washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography using 0-5% EtOAc in hexane to afford the title compound (3.84 g, 76% yield) as a light yellow solid. LC-MS [M+H]= 286.

According to the analysis of related databases, 15862-37-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JACOBIO-BETA PHARMACEUTICALS CO., LTD.; JACOBIO-ALPHA PHARMACEUTICALS CO., LTD.; JACOBIO PHARMACEUTICALS CO., LTD.; FANG, Haiquan; ZHOU, Wenlai; HU, Shaojing; CHEN, Mingming; YANG, Guiqun; WANG, Yanping; DU, Yuelei; LI, Qinglong; WU, Tong; WU, Lingjun; LI, Haijun; LONG, Wei; (179 pag.)WO2019/80941; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 95727-86-9, 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. 95727-86-9, name is 5-(Trifluoromethyl)picolinonitrile, molecular formula is C7H3F3N2, 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.

The 2-[alpha-(1,2,4-triazolyl)propionyl]-5-trifluoromethylpyridine used as starting material in the above Examples was prepared as follows: To a solution of ethyl magnesium iodide [formed from ethyl iodide (46.8 g.) and magnesium turnings (7.2 g.) in anhydrous ether (250 ml.)], cooled to 0-5, was added a solution of 2-cyano-5-trifluoro-methylpyridine (10.32 g.) in anhydrous ether (50 ml.) during 20 minutes. The resulting grey suspension was stirred at 5 for 30 minutes then poured into a mixture of ice/water/2N hydrochloric acid. After stirring for 15 minutes the mixture was extracted with ether. The organic extract was washed with water, dried over magnesium sulphate and concentrated to dryness under reduced pressure. The residue was purified on a silica column using hexane:ether (9:1 v/v) as eluent, to give 2-propionyl-5-trifluoromethylpyridine as a colourless oil.

According to the analysis of related databases, 95727-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Imperial Chemical Industries PLC; US4866086; (1989); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 67346-74-1, 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.67346-74-1, name is 3-Ethynylpyridin-2-amine, molecular formula is C7H6N2, molecular weight is 118.1359, as common compound, the synthetic route is as follows.

To an anhydrous tetrahydrofuran (5 mL) solution of 3-ethynyl-pyridin-2-ylamine (33.1 mg, 0.281 mmol) described in Manufacturing Example 1-2-3 was added (4-(2-furan-2-yl-ethyl) phenyl)-acetohydroximoyl chloride (224 mg, 0.85 mmol) described in Manufacturing Example 80-1-7 under nitrogen atmosphere at room temperature. Triethylamine (0.24 mL, 1.7 mmol) was then added dropwise, followed by 1.5 hours of stirring at 60¡ã C. The reaction mixture was partitioned into water and ethyl acetate at room temperature. The organic layer was washed with water and saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate_heptane=1:9 then 3:7) to obtain the title compound (39.6 mg, 40.8percent). 1H-NMR Spectrum (CDCl3) delta (ppm): 2.88-2.98 (4H, m), 4.03 (2H, s), 5.41 (2H, brs), 5.97 (1H, d, J=3.2 Hz), 6.25 (1H, s), 6.27 (1H, dd, J=2.0, 3.2 Hz), 6.71 (1H, dd, J=4.8, 8.0 Hz), 7.15 (2H, d, J=8.4 Hz), 7.20 (2H, d, J=8.4 Hz), 7.31 (1H, d, J=2.0 Hz), 7.70 (1H, dd, J=2.0, 8.0 Hz), 8.13 (1H, dd, J=2.0, 4.8 Hz).

Statistics shows that 67346-74-1 is playing an increasingly important role. we look forward to future research findings about 3-Ethynylpyridin-2-amine.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2007/105904; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem