Month: April 2022

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. 856013-04-2, name is 6-Bromopyridine-2-sulfonamide. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C5H5BrN2O2S

6-Bromopyridine-2-sulphonamide (0.5 g, 2.11 mmol, prepared by the methods described in WO2005/058299) and potassium carbonate (2.92 g, 21.1 mmol) were initially charged in acetonitrile (10 ml). While cooling with ice, acetyl chloride (1.16 g, 14.8 mmol) was added dropwise and the reaction mixture was stirred at room temperature for 16 h. The solvent was removed under reduced pressure, and the residue was taken up in water and acidified with dilute hydrochloric acid solution. It was extracted with ethyl acetate and the solvent was removed under reduced pressure. This gave 0.54 g (85% of theory) of N-[(6-bromopyridin-2-yl)sulphonyl]-acetamide.HPLC-MS: LogP(HCOOH): 0.95; mass (m/z): 278.9 (M+H)+;1H NMR (d6-DMSO): 1.99 (s, 3H), 7.99-8.01 (m, 1H), 8.08 (t, 1H), 8.11-8.13 (m, 1H), 12.48 (s, 1H) ppm.

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, 856013-04-2, 6-Bromopyridine-2-sulfonamide.

Reference:
Patent; BAYER CROPSCIENCE AG; US2012/165345; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 38222-83-2, Adding some certain compound to certain chemical reactions, such as: 38222-83-2, name is 2,6-Di-Tert-butyl-4-methylpyridine,molecular formula is C14H23N, 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 38222-83-2.

4-Bromomethyl-2,6-di-t-butylpyridine (Compound A3) To a mixture of 2,6-di-t-butyl-4-methylpyridine (Aldrich, 2.0 g, 9.73 mmol) in 25 ml of dry CCl4 was added benzoyl peroxide (24 mg, 0.097 mmol) and NBS (1.9 g, 10.7 mmol). The reaction mixture was refluxed for 16 hours. After it cooled to room temperature, the solvent was removed in vacuo and the residue was purified by column chromatography (silica gel, hexane) to give an oil (1.957 g) which contained 82% of the desired product and 18% of the starting material. 1 H NMR delta 7.09 (s, 2H), 4.39 (s, 2H), 1.35 (s, 18H).

According to the analysis of related databases, 38222-83-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Allergan Sales, Inc.; US5965606; (1999); A;,
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. 131747-55-2, name is 2-Fluoro-3-(hydroxymethyl)pyridine. A new synthetic method of this compound is introduced below., Product Details of 131747-55-2

The above example 2-fluoropyridin-3-yl-methanol was dissolved in 85 mL of dichloromethane,Ice bath 10min,21.7 mL (306.04 mmol) of thionyl chloride was slowly added dropwise.The reaction solution changed from yellow to brown, and the reaction was continued for 2 hours.TLC monitoring, the reaction is complete, continue the ice bath for a while, slowly add 100mL of water, N2 blow, alkali absorption gas, dichloromethane (100mL*3) extraction, 100mL saturated brine, dry anhydrous MgSO4, vacuum distillation Solvent, 7.14g of brown liquid, ready for use

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, 131747-55-2, 2-Fluoro-3-(hydroxymethyl)pyridine.

Reference:
Patent; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Li Song; Zheng Zhibing; Lin Feng; Gong Zehui; Lu Xinqiang; Zhou Xinbo; Zhong Wu; Xiao Junhai; Xie Yunde; Li Xingzhou; Wang Xiaokui; (16 pag.)CN107964018; (2018); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 91678-23-8, 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.91678-23-8, name is 2-Bromo-6-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, molecular weight is 237.44, as common compound, the synthetic route is as follows.

To a solution of 2-bromo-6-chloro-3-nitropyridine (3g, 12.63 mmol) in acetonitrile (60 ml_) was added butyl(1 -ethoxyvinyl)-l2-stannane compound with octane (4.56 g, 12.63 mmol), PdCl2(PPh3)2 (1 .330 g, 1 .895 mmol), and copper(l) iodide (0.120 g, 0.632 mmol) under nitrogen at room temperature. The reaction mixture was stirred at 60 C for 6h. The reaction was allowed to cool to room temperature and filtered with diatomite. The filter cake was washed with acetonitrile and the organic layers were combined. The resulting solution was concentrated under reduced pressure to afford the crude product. The crude product was purified by silica gel column chromatography, eluted with ethyl acetate/petroleum ether, and concentrated under reduced pressure to afford the title compound as a brown solid (2.8 g, 75% pure, 72.7% yield).

The chemical industry reduces the impact on the environment during synthesis 91678-23-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; EVANS, Karen Anderson; HILFIKER, Mark A.; MARCUS, Andrew Peter; PLOTNIKOV, Nikolay Valeryevich; RALPH, Jeffrey Michael; (142 pag.)WO2019/193540; (2019); 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. 138588-22-4, name is 3-(Pyridin-2-yl)-1,2,4-thiadiazol-5-amine, the common compound, a new synthetic route is introduced below. SDS of cas: 138588-22-4

3-Pyridin-2-yl-[l,2,4]thiadiazol-5-ylatnine (50 mg, 0.28 mmol) was placed in a vial and dissolved in dioxane (1.5 mL) and then added 3 N NaOH (1.5 mL), Then 4- methyithiophene-2-carboxiyl chloride (45 mg, 0.28 mmol) was added and the reaction heated to 50 C for 16 h. The reaction was then diluted with water and acidified with AcOH to force precipitation. The precipitates were collected by filtration. The collected solid was redissolved and concentrated onto celite (5 g). Then purified by normal phase chromatography (solvent A CH2C12, solvent B CH2Cl2/MeOH/ H40H 90: 10: 1, gradient from 0 – 60% B). Collected the desired product (72 mg, 0.24 mmol, 86%). NMR (400 MHz, DMSO-rf6) delta pm 2.25 (s, 3 H) 7.49 (ddd, J=7.55, 4.75, 1.12 Hz, 1 H) 7.65 (s, 1 H) 7.95 (id, J-7.74, 1.81 Hz, 1 H) 8.13 (d, ,/ 1.02 Hz, 1 H) 8.20 (d, J-7.91 Hz, 1 H) 8.62 – 8.74 (m, 1 H) 13.75 (br. s., i H); LCMS (M/Z): M i i 303.

The synthetic route of 138588-22-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SCYNEXIS INC.; LIU, Hao; SLIGAR, Jessica, Marie; SPEAKE, Jason, Daniel; MOORE, Joseph, A., III; BECK, Brent, Christopher; WO2015/73797; (2015); A1;,
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 17570-98-8, name is 2-(Bromoacetyl)pyridine hydrobromide. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 17570-98-8

NaH (60%) (120 mg, 3 mmol) was added into a solution of dichloro-2- (2,2,2-trifluoro-ethyl)-1 H-benzoimidazole (269 mg, 1 mmol) in DMF (5 ml) at O0C. The resulting mixture was stirred at 0C for half hour. 2-bromo-1 -(2- pyridiny)-l-ethanone hydrobromide (421.4 mg, 1.5 mmol) was then added to the reaction mixture at 0C. The reaction temperature was raised to 25C and then the reaction mixture was stirred for 18 hours. NH4CI (aq.) was added and extracted with EtOAc. The organic layer was washed with brine, then dried over anhydrous MgSO^ The solvent was distilled out under reduced pressure. Column chromatography (silica gel, EtOAc / hexanes 0% to 70%) yielded the title compound as a yellow solid.MS m/z (M+H) 388, (M-H) 386.

With the rapid development of chemical substances, we look forward to future research findings about 17570-98-8.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2006/39215; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 75806-86-9, 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. 75806-86-9, name is 2-Bromo-5-chloro-3-nitropyridine, molecular formula is C5H2BrClN2O2, 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 2: 2-Bromo-5-chloro-pyridin-3-ylamine; [00382] 2-Bromo-5-chloro-3-nitro-pyridine (11.87 g, 50 mmol) was dissolved in 100 mL ether. Tin(ll) chloride dihydrate (56.4g, 0.5 mol) was dissolved in 100 mL of concentrated hydrochloric acid and added drop wise over 15 minutes to the stirring ethereal solution of the nitro compound. The exothermic reaction brought the ether to boiling and it was allowed to evaporate off. After the addition was complete the reaction mixture was placed on a 50 C oil bath and stirred for 30 minutes to boil of the remaining ether. The flask was then cooled on in an ice bath. The precipitate formed was collected and by filtration and dissolved in 100 mL of water. The pH was adjusted to 9-10 by the addition of concentrated ammonium hydroxide solution and the product was extracted with ethyl acetate (2 x 100 mL). The organic layer was washed with diluted ammonium hydroxide, water and brine and dried over Na2SU4 and the solvent was evaporated to afford 7.4 g of tan crystalline solid. MS m/z : 208.9 (M+H).

According to the analysis of related databases, 75806-86-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHEMOCENTRYX, INC.; WO2006/76644; (2006); A2;,
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. 2546-56-7, name is 4-Chloro-3-fluoropyridine, the common compound, a new synthetic route is introduced below. HPLC of Formula: C5H3ClFN

To a solution of 4-chloro-3-fluoropyridine (10 mmol) in anhy THF and MeOH (15ml: 15ml) was added sodium methoxide (25% in MeOH, 10.5 mmol) dropwise. The mixture was refluxed overnight until the reaction completed (monitored by TLC). The mixture was poured into 100ml water and extracted with DCM (100ml x 3). The organic extract was dried over Na2SO4 and concentrated. The residue was purified by chromatography (eluent: ethyl acetate), to give a colorless liquid (55%).

The synthetic route of 2546-56-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BTG INTERNATIONAL LIMITED; WO2009/103950; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 709652-82-4, 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. 709652-82-4, name is 2-Amino-5-bromonicotinonitrile, molecular formula is C6H4BrN3, 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.

Int-136 (0.058 mmols, 0.040 g) and 2-amino-5-bromonicotinonitrile (0.098 mmols, 0.020 g) were added to a 5mL microwave vessel equipped with a magnetic stir bar. Dioxane (2 mL) and saturated NaHC03(aq) (1 mL) were then added and the reaction vessel was flushed with nitrogen gas. PdC12(dppf) (0.023 mmols, 0.017 g) was added, the reaction vessel was sealed and placed in a microwave reactor and heated to 110 oC for 10 minutes. The reaction solution was then poured into water, extracted with ethyl acetate, and washed once with saturated aqueous sodium chloride. The organic layer was collected and subsequently dried with anhydrous Na2SO4 and filtered. This filtrate was collected, concentrated, and dried in-vacuo. This crude material was then purified by preparative LC/MS: (Water/Acetonitrile; 55-80%). The resultant fractions were collected and the solvent was removed in-vacuo affording tert-butyl (2R)-1-(4-(6-amino-5- cyanopyridin-3 -yl)phenyl)-4-(3 -(7-fluoro- 1 -(3 -methoxypropyl)-3 -methyl- 1 H-indol-2- yl)piperidin-1-yl)-4-oxobutan-2-ylcarbamate (Int-137) as a clear oil (0.040 mmols, 0.027 g, 69% yield). ESI-MS: m/z 683.4 (M+H)+.

According to the analysis of related databases, 709652-82-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; BROWN, Jason, W.; KEUNG, Walter; LI, Zhe; TYHONAS, John; WO2010/111634; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 53554-20-4, 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. 53554-20-4, name is 6-Amino-2-chloronicotinonitrile. A new synthetic method of this compound is introduced below.

38 (500mg, 3.25mmol), phenylboronic acid (595mg, 4.88mmol), K3PO4 (1.73g, 8.14mmol) and Pd(PPh3)4 (0.16mmol) were added to a microwave vial together with toluene/ EtOH (10:1, 11mL). The vial was flushed with N2, sealed and heated under microwave irradiation for 1h at 100C. The reaction mixture was cooled to rt, 1M NaOH (30mL) was added, and the mixture was extracted with EtOAc (2×30mL). The combined organic phase was dried over Mg2SO4 and evaporated under vacuum. Purification by DCVC (heptane/EtOAc 100:0 to 60:40) afforded the product as yellow solid (416mg, 65%). mp 204.1-204.9C. 1H NMR (CDCl3) delta 7.89-7.83 (m, 2H), 7.75 (d, J=8.8Hz, 1H), 7.54-7.47 (m, 3H), 6.50 (d, J=8.8Hz, 1H). 13C NMR (DMSO-d6) delta 161.0, 141.6, 138.0, 129.5, 128.4, 128.2, 119.7, 106.6, 92.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,53554-20-4, 6-Amino-2-chloronicotinonitrile, and friends who are interested can also refer to it.

Reference:
Article; Petersen, Jette G.; S°rensen, Troels; Damgaard, Maria; Nielsen, Birgitte; Jensen, Anders A.; Balle, Thomas; Bergmann, Rikke; Fr°lund, Bente; European Journal of Medicinal Chemistry; vol. 84; (2014); p. 404 – 416;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem