Tag: M.W:100-200

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.13534-99-1, name is 2-Amino-3-bromopyridine, molecular formula is C5H5BrN2, molecular weight is 173.01, as common compound, the synthetic route is as follows.13534-99-1

Step 3. tert-butyl 4-(2-aminopyridin-3-yl)-2-fluorobenzoate A slurry of tert-butyl 2-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate (5.1 g, 15.83 mmol), 3-bromoaminopyridine (3.01 g, 17.41 mmol) and Pd(PPh3)4 (0.732 g, 0.633 mmol) in n-butanol (50 mL) and 2.0 M Na2CO3aqueous solution (19.79 mL, 39.6 mmol) was degassed, and then heated to 100¡ã C. overnight. The reaction was cooled, and diluted with ethyl acetate. The layers were separated, and the organics were washed with brine, filtered over celite and concentrated. The crude was purified by flash chromatography eluting with 10-50percent ethyl acetate/heptane to provide 3.41 g of tert-butyl 4-(2-aminopyridin-3-yl)-2-fluorobenzoate in 75percent yield.

Statistics shows that 13534-99-1 is playing an increasingly important role. we look forward to future research findings about 2-Amino-3-bromopyridine.

Reference:
Patent; Novartis AG; Bagdanoff, Jeffrey T.; Ding, Yu; Han, Wooseok; Huang, Zilin; Jiang, Qun; Jin, Jeff Xianming; Kou, Xiang; Lee, Patrick; Lindvall, Mika; Min, Zhongcheng; Pan, Yue; Pecchi, Sabina; Pfister, Keith Bruce; Poon, Daniel; Rauniyar, Vivek; Wang, Xiaojing Michael; Zhang, Qiong; Zhou, Jianguang; Zhu, Shejin; (366 pag.)US9242996; (2016); B2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 13472-85-0, name is 5-Bromo-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. 13472-85-0

XXV-6 was obtained following the synthetic scheme as described above. MS (ES) m/z (M+H) 231.95.

Statistics shows that 13472-85-0 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-methoxypyridine.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

97483-77-7, 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. 97483-77-7, name is 5-Bromopicolinonitrile, molecular formula is C6H3BrN2, 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.

To a mixture of 5- bromopicolinonitrile (3.0 g, 16.4 mmol) in MeOH (60 mL) was added di-tert-butyl dicarbonate (7.2 g, 32.8 mmol) and nickel chloride hexahydrate (0.33 g, 1.64 mmol). The mixture was cooled to 0C, followed by portion wise addition of NaBH4 (4.3 g, 0.115 mol) over 2 hr. The mixture was stirred at 15C for 1 hr then poured into ice- water (200 g) and extracted with EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SC>4, and concentrated under reduced pressure. The residue was purified by flash column chromatography to give the desired product (2.2 g, 47% yield) as a yellow solid. LC-MS: m/z 287,289 (M+H)+.

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. 97483-77-7, 5-Bromopicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SPERO THERAPEUTICS, INC.; ZAHLER, Robert; (262 pag.)WO2016/112088; (2016); A1;,
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Pyridine | C5H5N – PubChem

100-48-1, 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.100-48-1, name is Isonicotinonitrile, molecular formula is C6H4N2, molecular weight is 104.11, as common compound, the synthetic route is as follows.

70 g (1 mol) of hydroxyammonium chloride in 500 ml of methanol are introduced into the vessel, and a solution of 54 g (1 mol) of sodium methylate in 500 ml of methanol is added. After about 30 minutes, the sodium chloride is filtered off, 41.6 g (0.4 mol) of pyridine-4-carboxylic acid nitrile are added to the filtrate, and the batch is refluxed for 24 hours. Subsequently, the methanol is distilled off, and the residue is recrystallized from 2000 ml of isopropanol with simultaneously clarification with bleaching earth. 49.1 g (89.5% of th., relative to the nitrile used) of pyridine-4-amidoxime having a melting point of 207-208 C. are obtained which are reacted without further purification.

Statistics shows that 100-48-1 is playing an increasingly important role. we look forward to future research findings about Isonicotinonitrile.

Reference:
Patent; Hoechst Aktiengesellschaft; US4310665; (1982); A;,
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. 16133-25-8, name is Pyridine-3-sulfonyl chloride. This compound has unique chemical properties. The synthetic route is as follows. 16133-25-8

Weigh 1 mol of pyridine-3 sulfonyl chloride and 1 mol of 5-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde in an appropriate amount of acetonitrile solvent, and add 1 mol of an acid-binding agent, and the acid-binding agent is DMAP and The composition of sodium carbonate was uniformly stirred, heated to 60 C, and the temperature was raised to 1 C / min. The temperature was raised to 60 C and then incubated for 5 hours to carry out a nucleophilic substitution reaction. The reaction formula of the nucleophilic substitution reaction is as follows: As shown in the above reaction formula, the product of the nucleophilic substitution reaction is 5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde, said 5-(2- Fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde is still present in the acetonitrile solvent. Next, the mixture after the above nucleophilic substitution reaction was allowed to stand for 3 h, and gradually cooled to room temperature.The mixture will undergo crystallization during the cooling process to form a solid-liquid mixture, and then the filtration operation is performed.The solid obtained after filtration is the nucleophilic substitution reaction product 5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde.It was dried, weighed, and converted to obtain 0.83 mol of 5-(2-fluorophenyl)-1-(pyridin-3-ylsulfonyl)-1H-pyrrole-3-carbaldehyde.

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, 16133-25-8, Pyridine-3-sulfonyl chloride.

Reference:
Patent; Beijing Xinkaiyuan Pharmaceutical Technology Co., Ltd.; Li Jiahe; Wang Rui; Li Jing; Wu Yanpeng; Ge Zhimin; (24 pag.)CN109912568; (2019); A;,
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.109-04-6, name is 2-Bromopyridine, molecular formula is C5H4BrN, molecular weight is 157.996, as common compound, the synthetic route is as follows.109-04-6

General procedure: n-Butyllithium (1.67 M solution in hexane, 1.32 mL, 2.2 mmol) was added dropwise to a solution of 1-bromo-4-methylbenzene (342 mg 2.0 mmol) in THF (3 mL) at -78 C for 30 min. Then, 4-fluorobenzaldehyde (261 mg, 2.1 mmol) was added to the mixture at -78 C and the obtained mixture was stirred at room temperature for 1 h. Then, after removal of the solvent, I2 (812 mg,3.2 mmol), K2CO3 (829 mg, 6.0 mmol), and t-BuOH (3 mL) were added and the obtained mixture was stirred for 3 h at refluxing conditions. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3¡Á20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide 4-fluoro-4′-methylbenzophenone in 98% yield with high purity. If necessary, the product was purified by a short flash columnchromatography (silica gel; hexane/CHCl3=1:3) to give pure 4-fluoro-4′-methylbenzophenone as a colorless solid.

Statistics shows that 109-04-6 is playing an increasingly important role. we look forward to future research findings about 2-Bromopyridine.

Reference:
Article; Ushijima, Sousuke; Dohi, Souya; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; 5; (2012); p. 1436 – 1442;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

73583-39-8, 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. 73583-39-8, name is 3-Bromo-5-chloropyridine, molecular formula is C5H3BrClN, 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.

To THF (9.0 mL) were successively added dropwise LDA (2.0 mol/L THF solution, 7.2 mL, 14 mmol) andcompound (VII-18) (6.0 mol/L THF solution, 2.0 mL, 12 mmol) at -78¡ãC, and the mixture was stirred for 45 min. Hexachloroethane(6.6 mol/L THF solution, 2.0 mL, 13.2 mmol) was added dropwise at -78¡ãC, and the mixture was stirredfor 30 min, warmed to room temperature and stirred for 1 hr. Saturated aqueous ammonium chloride solution was added,and the mixture was extracted with ethyl acetate. The organic layer was washed successively with saturated aqueousammonium chloride solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporatedunder reduced pressure, and the residue was purified by silica gel column chromatography (n-hexane:ethyl acetate) togive compound (VII-19) (yield 2.30 g, 85percent) as a yellow solid

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. 73583-39-8, 3-Bromo-5-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; WATANABE, Atsushi; SATO, Yuuki; OGURA, Keiji; TATSUMI, Yoshiyuki; (331 pag.)EP3351533; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

55758-02-6, 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. 55758-02-6, name is 3-Bromopicolinonitrile, molecular formula is C6H3BrN2, 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.

EXAMPLE 165 COMPOUND 165: N1-(3,5-Dimethyl-pyridin-2-ylmethyl)-N1-(3-indol-1-yl-pyridin-2-ylmethyl)-butane-1,4-diamine: To a solution of 3-bromo-2-cyanopyridine (Sakamoto, T. et al., Chem. Pharm. Bull. 1985, 33(2), 565-571) (340 mg, 1.86 mmol) and indole (436 mg, 3.72 mmol) in toluene (15 mL) was added Cs2CO3 (737 mg, 2.26 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (83 mg, 0.143 mmol) and Pd2(dba)3 (42 mg, 0.046 mmol) and the reaction stirred at 110 C. for 2.5 d. The mixture was concentrated and purified by column chromatography on silica gel (EtOAc/Hexanes, 2:1) to give 3-indol-1-yl-pyridine-2-carbonitrile (362 mg, 89%) as a beige solid.

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. 55758-02-6, 3-Bromopicolinonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bridger, Gary; McEachern, Ernest J.; Skerlj, Renato; Schols, Dominique; US2004/209921; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 939-23-1 as follows., 939-23-1

To a solution of 4-phenylpyridine (15.5 g, 0.1 mol) in acetone (100 mL) was added 1,3-propane sultone (12.2 g, 0.1 mol) at room temperature. The mixture was then heated at reflux temperature overnight. The resultant suspension was cooled to room temperature. The solid was collected by filtration and washed with acetone. To a solution of the solid (31 g) in methanol (500 mL) was added sodium borohydride (10 g, 260 mmol) portionwise, and the mixture was stirred at room temperature for 2 h. Distilled water (50 mL) was added to destroy the excess of sodium borohydride. The mixture was diluted with methanol (200 mL), and neutralized with Amberlite IR-120 ion-exchange resin (H+ form, 300 g). A white precipitate was formed. The precipitate and the resin were removed by filtration and treated with distilled water (400 mL) at 100 C. The mixture was filtered and the residual resin was washed with hot distilled water (2¡Á200 mL). The filtrates and washings were combined and concentrated to dryness. The residue was co-evaporated with methanol (3¡Á200 mL), and then recrystallized from ethanol-water {8:2 (v/v)} to afford 4-phenyl-1-(3′-sulfopropyl)-1,2,3,6-tetrahydropyridine as white crystals (26 g, 93%). The 1H and 13C NMR spectra were in agreement with the structure.

The chemical industry reduces the impact on the environment during synthesis 939-23-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Neurochem (International) Limited; Isis Innovation Limited; Queen’s University at Kingston; The University of British Columbia; The Governing Counsel of The University of Toronto; US2007/15737; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

1121-60-4, 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. 1121-60-4, name is Picolinaldehyde. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: An ice-cold solution of the appropriate aldehyde(2-pyridinecarboxyaldehyde (4.668 mmol) or 2-quinolinecarboxyaldehyde(3.181 mmol) in 5 mL ethanol was added to an ice cold solution of 40% aqueous glyoxal (0.2 mL) in 5 mL ethanol,and then ice-cold concentrated aqueous NH4OH solution(0.15 mL) was added immediately. This solution was stirred at 0 C for 1 h, warmed to room temperature, and stirred for an additional 5 h. The solvent was removed under reduced pressure, andthe resulting solution was extracted several times with diethyl ether. The combined organic extracts were evaporated under reduced pressure and crystalline solids were obtained upon recrystallization with diethyl ether.

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, 1121-60-4, Picolinaldehyde.

Reference:
Article; Sinha, Soumalya; Berdichevsky, Ellan K.; Warren, Jeffrey J.; Inorganica Chimica Acta; vol. 460; (2017); p. 63 – 68;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem