Tag: M.W:200-300

Reference of 863704-60-3 ,Some common heterocyclic compound, 863704-60-3, molecular formula is C12H8FNO2, 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.

B) 6-(4-Fluorophenyl)picolinic acid-N-oxide A mixture of picolinic acid derivative (1.0 g,, 4.6 mmol), Na2HPO4 (1.2 g) and mCPBA (1.1 g, ~70% from Aldrich) in CH2ClCH2Cl (30 mL) was stirred at rt for 2 h. Additional Na2HPO4 (0.8 g) and mCPBA (1.0 g, ~70% from Aldrich) was added to the reaction mixture and it was stirred for 3 h at rt. Another Na2HPO4 (0.5 g) and mCPBA (0.5 g, ~70% from Aldrich) was added to the reaction mixture and it was stirred at rt overnight. Next morning CHCl3 (160 mL) and 2N aq HCl (50 mL) were added to the reation mixture, the organic layer was separated, dried over MgSO4 and concentrated. The residue was purified by flash column on silica gel eluding with EtOAc/MeOH/HOAc//700:240:60 to obtain the desired product contaminated by mCPBA. This impure material was purified by preparative HPLC to obtain the desired product (175 mg, 16%) as a white solid. 1H NMR (DMF-d7) 8.45 dd, 1H, J=8.3, 2.2 Hz), 8.15 (d, 1H, J=2.2 Hz), 8.13-8.00 (mn, 4H), 7.45 (t, 2H, 8.7 Hz).

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. 863704-60-3, 6-(4-Fluorophenyl)picolinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bristol-Myers Squibb Company; US2007/60613; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 200064-11-5, 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. 200064-11-5, name is 4-(5-Bromo-2-pyridyl)morpholine, molecular formula is C9H11BrN2O, 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.

General procedure: To a stirred solution of the title compound of Preparative Example 1 (0.150 g, 1 eq) in dry 1 ,4- dioxane (5 mL) was added the commercially available 4-(6-bromobenzo[d]thiazoI-2- yl)morpholine (1 eq), sodium tert-butoxide (3 eq) and the mixture was degassed for 10 minutes under N2 atmosphere. To this reaction mixture was added Pd2(dba)3 (0.05 eq) and Ru-Phos (0.1 eq) and the mixture was heated to 100C until the completion of the reaction. After the completion of the reaction, the reaction mixture was filtered through a celite bed, and washed with EtOAc. The filtrate was concentrated and the crude product was purified by column chromatography or preparative HPLC to afford title compound 6 as indicated in table 2.

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 200064-11-5, 4-(5-Bromo-2-pyridyl)morpholine.

Reference:
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (220 pag.)WO2019/134978; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1196157-51-3, Adding some certain compound to certain chemical reactions, such as: 1196157-51-3, name is 2-Amino-6-bromonicotinic acid,molecular formula is C6H5BrN2O2, 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 1196157-51-3.

Step 1: 2-Amino-6-bromo-5-chloronicotinic acid N-Chlorosuccinimide (2.78 g, 20.8 mmol) was added to a solution of 2-amino-6-bromonicotinic acid (4.51 g, 20.8 mmol, Ark Pharm Inc. Arlington Heights, Ill., USA) in DMF (75 mL), and the resulting mixture was heated at 70 C. for 2.5 h. Heating was then stopped, and stirring was continued for 16 h. The reaction mixture was subsequently poured into ice water. After the ice had melted, the resulting slurry was filtered through a fritted glass funnel. The collected solids were air-dried, providing 2-amino-6-bromo-5-chloronicotinic acid: 1H NMR (400 MHz, DMSO-d6) delta 8.05 (s, 1H), 7.64 (br. s, 2H). m/z (ESI, +ve) 250.9 (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. 1196157-51-3, 2-Amino-6-bromonicotinic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Amgen Inc.; LANMAN, Brian Alan; CHEN, Jian; REED, Anthony B.; CEE, Victor J.; LIU, Longbin; KOPECKY, David John; LOPEZ, Patricia; WURZ, Ryan Paul; NGUYEN, Thomas T.; BOOKER, Shon; NISHIMURA, Nobuko; SHIN, Youngsook; TAMAYO, Nuria A.; ALLEN, John Gordon; ALLEN, Jennifer Rebecca; (266 pag.)US2018/334454; (2018); 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. 89570-82-1, name is 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine, the common compound, a new synthetic route is introduced below. Quality Control of 3-Chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine

A CEM-designed 10-mL pressure-rated vial was charged with POCl3(2 mL), 3-chloro-2-hydrazinyl-5-(trifluoromethyl)pyridine (211 mg,1mmol), 4-methoxylbenzoic acid or analogous acid (1mmol). The mixture was irradiated in a CEM Discover Focused Synthesiser (150 W, 140C, 200 psi, 15min). The mixture was cooled to room temperature by passing compressed air through the microwave cavity for 2 min. It was poured into cold ice (40 mL) and the formed precipitate filtered. The crude solid was recrystallised from EtOH to give the title compound 2a and others. All the other compounds were synthesised according to the same procedure.

The synthetic route of 89570-82-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Ming-Yan; Zhai, Zhi-Wen; Sun, Zhao-Hui; Yu, Shu-Jing; Liu, Xing-Hai; Weng, Jian-Quan; Tan, Cheng-Xia; Zhao, Wei-Guang; Journal of Chemical Research; vol. 39; 9; (2015); p. 521 – 523;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 1010120-55-4, Adding some certain compound to certain chemical reactions, such as: 1010120-55-4, name is 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine,molecular formula is C6H5BrN4, 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 1010120-55-4.

A mixture of 5-bromo-[l,2,4]triazolo[l,5-a]pyridin-2-ylamine (1 eq), Cs2CO3 (5eq), Pd(OAc)2 (0.1 eq), Xantphos (0.1 eq.), 4-Iodo-benzoic acid methyl ester (1.5 eq) and 1,4-dioxane was sonicated for 5 minutes under nitrogen. Afterwards, the reaction was left in a sealed tube at 1000C or in a flasked equipped with a cooling system for 5 hrs. The crude mixture was extracted with ethyl acetate and the extracts were combined, washed with water and dried over anhydrous magnesium sulfate. The organic solvent was removed under high vacuum to yield the crude product. The crude product was purified by flash chromatography.

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. 1010120-55-4, 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GALAPAGOS NV; MENET, Christel Jeanne Marie; BLANC, Javier; JOUANNIGOT, Nolwenn; HODGES, Alastair James; VAN ROMPAEY, Luc Juliaan Corina; FLETCHER, Stephen Robert; WO2010/10188; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 78607-36-0, 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 78607-36-0, name is 2-Chloro-3-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of 2,3-dichloropyridine(1.00 g, 6.76 mmol) in DMSO (33.8 ml) was added CsF (2.053 g, 13.51mmol) at room temperature. The mixture was stirred at 110 C under air for 20h. The mixture was quenched with water at room temperature and extracted withEtOAc. The organic layer was separated, washed with water and brine, dried overNa2SO4 and concentrated in vacuo. The residue waspurified by column chromatography (silica gel, eluted with EtOAc in hexane) togive 3-chloro-2-fluoropyridine (0.639 g, 4.86 mmol, 71.9 %) as colorlessoil. Thecompound 3B’-8B’ were prepared in amanner similar to that described for 2B’.

According to the analysis of related databases, 78607-36-0, the application of this compound in the production field has become more and more popular.

Reference:
Article; Katoh, Taisuke; Tomata, Yoshihide; Tsukamoto, Tetsuya; Nakada, Yoshihisa; Tetrahedron Letters; vol. 56; 44; (2015); p. 6043 – 6046;,
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. 30766-11-1, name is 5-Bromopicolinic acid, molecular formula is C6H4BrNO2, 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. Quality Control of 5-Bromopicolinic acid

Step A:5-bromopyridine-2-carboxylic acid (57, 1.0 g, 5.0 mmol)Dissolved in ethylene glycol dimethyl ether (12 mL) and water (4 mL),Add p-fluorophenylboronic acid (17, 1.0 g, 7.5 mmol)And anhydrous potassium carbonate (1.0 g, 7.5 mmol),Then tetrakis(triphenylphosphine)palladium (289 mg, 0.25 mmol) was added.The resulting mixture was stirred at 98 C for 24 hours under a nitrogen atmosphere.TLC analysis indicated that the reaction was over,The reaction solution was cooled to room temperature.Then add water (40 mL),The pH was adjusted to 2-3 with 6M hydrochloric acid.Filtered, the filter cake is dissolved in dichloromethane,The organic layer was washed with 20 mL of saturated sodium bicarbonate solution.Divide the water layer,The aqueous layer was adjusted to pH 2-3 with a 6M hydrochloric acid solution.Filter the solid,The filter cake is washed with water to neutrality.The filter cake was dried to give compound 61 (942 mg).Yield: 87.7%.

With the rapid development of chemical substances, we look forward to future research findings about 30766-11-1.

Reference:
Patent; Zhejiang Haizheng Pharmaceutical Co., Ltd.; Wang Haibo; Zheng Xiaohe; Cai Zhengjiang; Zheng Shan; Ye Zhengchun; Ma Huidan; Lin Haiming; (54 pag.)CN108623532; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 697300-73-5, 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.697300-73-5, name is 3-Bromo-5-iodopyridin-2-amine, molecular formula is C5H4BrIN2, molecular weight is 298.9071, as common compound, the synthetic route is as follows.

30 g of 3-bromo-5-iodopyridin-2-amine and 300 ml of ethanol were added1 g palladium / silica,First replace the air with nitrogen three times,And then replaced with hydrogen three times.Adjust the pressure of 0.05Mpa ~ 0.1Mpa,Temperature control at 20 ~ 30 , until the raw material reaction is complete.Filtration recovery catalyst,Concentrated part of the solvent,Add 300 ml of water,Then add 4.2 g of sodium hydroxide to neutralize,Cooled to 0 ~ 5 , filtered and dried.To give 16.8 g of 3-bromopyridin-2-amine,Yield 97%.

The chemical industry reduces the impact on the environment during synthesis 697300-73-5, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Zhejiang Jiuzhou Pharmaceutical Co., Ltd.; Zheng, Hui; Luo, Lijun; Qiu, Zhichao; (5 pag.)CN106432068; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1010120-55-4, 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 1010120-55-4, name is 5-Bromo[1,2,4]triazolo[1,5-a]pyridin-2-amine. This compound has unique chemical properties. The synthetic route is as follows.

1.1.3 General Procedure for Mono-Acylation to Afford Intermediate (4) To a solution of the 2-amino-triazolopyridine (3) (7.10 g, 33.3 mmol) in dry CH3CN (150 mL) at 5 C. is added Et3N (11.6 mL, 83.3 mmol) followed by cyclopropanecarbonyl chloride (83.3 mmol). The reaction mixture is then allowed to warm to ambient temperature and stirred until all starting material (3) is consumed. If required, further Et3N (4.64 mL, 33.3 mmol) and cyclopropanecarbonyl chloride (33.3 mmol) is added to ensure complete reaction. Following solvent evaporation in vacuo the resultant residue is treated with 7 N methanolic ammonia solution (50 mL) and stirred at ambient temp. (for 1-16 h) to hydrolyse any bis-acylated product. Product isolation is made by removal of volatiles in vacuo followed by trituration with Et2O (50 mL). The solids are collected by filtration, washed with H2O (2*50 mL), acetone (50 mL) and Et2O (50 mL), then dried in vacuo to give the required bromo intermediate (4).

According to the analysis of related databases, 1010120-55-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MENET, Christel Jeanne Marie; SMITS, Koen Kurt; US2010/331319; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 14482-51-0, 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. 14482-51-0, name is 2-Bromo-3,5-dichloropyridine. A new synthetic method of this compound is introduced below.

General procedure: 2,5-dibromopyridine (119 mg, 0.50 mmol), phenylacetylene (61 mg, 0.6 mmol), i-Pr2NH (101 mg, 1.0 mmol), Pd(OAc)2 (11 mg, 5 mol %), PPh3 (26 mg, 10 mol %), and CuI (9.5 mg, 5 mol %) were dissolved in CH3CN/CH3OH (2:1, 6 mL). The solution was stirred at reflux 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 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, 200:1) to give the desired product 3i (117 mg, 91%) as a white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14482-51-0, 2-Bromo-3,5-dichloropyridine, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Bin; Chen, Rener; Jiang, Huajiang; Zhou, Qizhong; Qiu, Fangli; Han, Deman; Li, Rongrong; Tang, Wenyuan; Zhong, Aiguo; Zhang, Jie; Yu, Xiaochun; Tetrahedron; vol. 72; 22; (2016); p. 2813 – 2817;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem