Tag: M.W:200-300

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. 887707-23-5, name is 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine. A new synthetic method of this compound is introduced below., category: pyridine-derivatives

Then in DMF, 2-hydroxy-3-trifluoromethyl-5- (iodo) pyridine I wasmixed with POCl3, and was heated for 20 minutes in a microwave at130 C, and 2-chloro-3-trifluoromethyl -5 – (iodo) pyridine J (yield of 50% to55%) is formed.

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, 887707-23-5, 2-Hydroxy-5-iodo-3-(trifluoromethyl)pyridine.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; JUNG, MICHAEL E; SAWYERS, CHARLES L; OUK, SAMEDY; TRAN, CHRIS; WONGVIPAT, JOHN; (40 pag.)JP2016/11315; (2016); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 150114-71-9, 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 150114-71-9 as follows.

10. Preparation of 4-Amino-3,6-dichloro-5-fluoropyridine-2-carboxylic Acid (Compound 19) To a solution of 4-amino-3,6-dichloropyridine-2-carboxylate (1.5 g, 6.8 mmol) in 20 mL of dry acetonitrile was added 1-(chloromethyl)-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis (tetrafluoroborate) (Selectfluor from Aldrich Chemical Company, Inc.; 2.9 g, 2.59 mmol [F+]/g). The resulting mixture was heated at reflux for 3 hr, then allowed to cool to room temperature. This material was taken up in Et2O and washed with H2O. The organic layer was dried over MgSO4, filtered and concentrated to yield a brown oil. The crude product was purified via reverse phase HPLC (50% acetonitrile/water) to give 0.37 g of white solid which was stirred in 1N NaOH for 1 hr then made acidic with conc. HCl. The precipitated white solid was collected with suction, washed with H2O and dried under vacuum to give 170 mg of 4-amino-3,6-dichloro-5-fluoropyridine-2-carboxylic acid (11% yield); mp 214 C. dec.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,150114-71-9, its application will become more common.

Reference:
Patent; Dow AgroSciences LLC; US6297197; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 175204-82-7, Methyl 4-(trifluoromethyl)nicotinate, 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, COA of Formula: C8H6F3NO2, blongs to pyridine-derivatives compound. COA of Formula: C8H6F3NO2

A solution of 0.37 g (9.7 mmoles) of lithium aluminum hydride dissolved in 100 ml of THF was cooled to -50C. Thereto was gradually added dropwise a solution of 2.0 g (9.8 mmoles) of methyl 4-trifluoromethylnicotinate dissolved in 30 ml of THF. The mixture was stirred at -50C for 3 hours to give rise to a reaction. After confirmation of the completion of the reaction, ethyl acetate was added, followed by stirring for a while. Water was added, followed by stirring for a while. The reaction mixture was filtered under vacuum. The filtrate was extracted with ethyl acetate. The resulting organic layer was washed with water and an aqueous sodium chloride solution and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The residue was purified by silica gel column chromatography (developing solvent: hexane-ethyl acetate mixed solvent) to obtain 0.6 g (yield: 35.3%) of (4-trifluoromethylpyridin-3-yl)-methanol as a yellow oily substance. 1H-NMR [CDCl3/TMS, delta (ppm)]: 9.00 (1H,s), 8.73 (1H,d), 7.51 (1H,d), 4.95 (2H,s)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,175204-82-7, Methyl 4-(trifluoromethyl)nicotinate, and friends who are interested can also refer to it.

Reference:
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; IHARA CHEMICAL INDUSTRY CO., LTD.; EP1364946; (2003); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, 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, Computed Properties of C7H5BrN2O, blongs to pyridine-derivatives compound. Computed Properties of C7H5BrN2O

Example 76 Preparation of intermediate E/Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-pyrrolo[3,2-b]pyridin-2-one To the mixture of 6-bromo-4-aza-2-oxindole (Sinova, 0.3 g, 1.4 mmol) and 3-chloro-2-fluorobenzaldehyde (Oakwood, 0.45 g, 2.8 mmol) in methanol (20 mL) was added piperidine (Aldrich, 0.36 g, 4.2 mmol) dropwise. The reaction mixture was heated at 50 C. and stirred for 3 h. Then the mixture was cooled to room temperature and filtered. The resulting precipitate was collected and dried to give the first batch of desired product. The filtrate was concentrated, and the residue was purified by chromatography (25-50% EtOAc in hexanes) to give the second batch of product. The two batches were combined to give E/Z-6-bromo-3-(3-chloro-2-fluoro-benzylidene)-1,3-dihydro-pyrrolo[3,2-b]pyridin-2-one as a yellow solid (0.35 g, 70%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1190319-62-0, 6-Bromo-1H-pyrrolo[3,2-b]pyridin-2(3H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Bartkovitz, David Joseph; Chu, Xin-Jie; Ding, Qingjie; Karnachi, Prabha Saba; Liu, Jin-Jun; So, Sung-Sau; Zhang, Jing; Zhang, Zhuming; US2012/46306; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1026796-81-5, 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.1026796-81-5, name is N-(4-Bromopyridin-2-yl)acetamide, molecular formula is C7H7BrN2O, molecular weight is 215.05, as common compound, the synthetic route is as follows.

To a 15 mL vial was added N-(4-bromopyridin-2-yl)acetamide (205.8 mg, 0.957 mmol), (3-fluoro-4-hydroxyphenyl)boronic acid (239 mg, 1.531 mmol), and Na2C03 (1.435 mL, 2.87 mmol) in dioxane (3 mL) under nitrogen to give a colorless solution. l, -bis(diphenylphosphino)ferrocenepalladium(II) di chloride, toluene (39.4 mg, 0.048 mmol) was added under nitrogen. The vial was sealed and heated at 130 C (microwave) for 2 h. The mixture was partitioned between water and EtOAc. The layers were separated. The organic layer was washed with brine, dried Na2S04) and concentrated under reduced pressure to obtain N-(4-(3-fluoro-4- hydroxyphenyl)pyridin-2-yl)acetamide (200 mg, 0.812 mmol, 85% yield) as a tan solid. LCMS (ESI) m/e 247.0 [(M+H)+, calcd C13H12F1N2O2, 247.1]; LC/MS retention time (method A): /R = 1.51 min.

Statistics shows that 1026796-81-5 is playing an increasingly important role. we look forward to future research findings about N-(4-Bromopyridin-2-yl)acetamide.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BRONSON, Joanne J.; CHEN, Ling; DITTA, Jonathan L.; DZIERBA, Carolyn Diane; JALAGAM, Prasada Rao; LUO, Guanglin; MACOR, John E.; MAISHAL, Tarun Kumar; NARA, Susheel Jethanand; RAJAMANI, Ramkumar; SISTLA, Ramesh Kumar; THANGAVEL, Soodamani; (485 pag.)WO2017/59085; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 178876-83-0, 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 178876-83-0, name is Methyl 6-amino-3-bromopicolinate. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 6-amino-3-bromopicolinate (2.00 g, 8.66 mmol, 1 eq) in EtOH (15 mL) was added chloroacetaldehyde (13.6 g, 86.58 mmol, 50% purity, 10 eq) and NaHC03 (1.24 g, 14.72 mmol, 1.7 eq). The mixture was stirred at 95 C for 5.5 hours (hr). The reaction mixture was filtered and concentrated under reduced pressure. The residue was adjusted to pH=9 with K2C03 aqueous solution and extracted with chloroform. The combined organic layers were washed with brine, and dried over MgS04. The concentrated residue was purified by flash chromatography (Si02, pentane/ethyl acetate/MeOH = 2: 1 :0.03). Example 1 A (2.0 g, 91% yield) was obtained as a brown solid. Mass spectrum (ESI), m/z 255.0 and 257.1 [M + H]+.

According to the analysis of related databases, 178876-83-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CHRYSALIS, INC.; GWALTNEY, Stephen; (147 pag.)WO2017/214413; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1196157-14-8, 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. 1196157-14-8, name is 4-Bromo-5-methylpicolinaldehyde. A new synthetic method of this compound is introduced below.

To a solution of a 60% dispersion of NaH in mineral oil (0.29 g, 7.25 mmol) in DME (2 niL) at – 30 C was added a solution of ethyl 2-phosphonoacetate (1.46 mL, 7.29 mmol) in DME (13 mL), and the mixture was stirred at this temperature for 30 min. To this solution was added a solution of 4-bromo-5-methylpyridine-2-carbaldehyde (64) (1.32 g, 6.60 mmol) in DME (3 mL), and the reaction was stirred at -30 C for 1.5 h and then poured into water (50 mL) and extracted with ethyl acetate. The combined organic layers were washed with an aqueous saturated NH4CI solution and then brine, dried over sodium sulfate, filtered and concentrated in vacuo to give a crude product that was purified by column chromatography (150 mL Si02, ethyl acetate:hexanes 1 :9) to give 65 (1.553 g, 87%) as a colorless crystalline solid: ? NMR (400 MHz, CDCI3) ? 8.41 (s, 1H), 7.59 (d, J= 15.6, 1H), 7.58 (s, 1H), 6.88 (d, J= 15.6, 1H), 4.25 (q, J= 7.2, 2H), 2.38 (s, 3H), 1.31 (t, J= 7.2, 3H); 13C NMR (100.6 MHz, CDC13) ? 166.4, 151.6, 150.8, 141.6, 135.4, 134.7, 127.3, 122.9, 60.6, 19.4, 14.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1196157-14-8, 4-Bromo-5-methylpicolinaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; ARIZONA BOARD OF REGENTS, A BODY CORPORATE OF THE STATE OF ARIZONA ACTING FOR AND ON BEHALF OF ARIZONA STATE UNIVERSITY; WAGNER, Carl, E.; JURUTKA, Peter, W.; MARSHALL, Pamela, A.; WO2013/40227; (2013); A2;,
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 1149-24-2, name is Diethyl 2,6-dimethylpyridine-3,5-dicarboxylate. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 1149-24-2

General procedure: To a mixture of ethyl acetoacetate or methyl acetoacetate (1 eqv), formaldehyde (1.1 eqv) and NH4OAc (1.5 eqv) in acetic acid (3 mL) was added FeWO4 (20 mol%) at room temperature and the mixture was heated at 80 C for 2 h (monitoring by TLC) to give poly-substituted pyridine (3), to this solution isatin (1 eqv) was added and heating continued at same temperature for 3 h (monitoring by TLC). After that the reaction mixture was cooled to room temperature neutralized with sodium bicarbonate and extracted with EtOAc (2 × 10 mL). The organic layers were washed with brine, dried using sodium sulphate .Evaporation of the solvent gave the crude product which was purified by silica gel column chromatography. Elution of the column with petroleum ether-EtOAc gave the desired product.

With the rapid development of chemical substances, we look forward to future research findings about 1149-24-2.

Reference:
Article; Paplal, Banoth; Nagaraju, Sakkani; Sathish, Kota; Kashinath, Dhurke; Catalysis Communications; vol. 103; (2018); p. 110 – 115;,
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.116026-95-0, name is tert-Butyl (4-formylpyridin-3-yl)carbamate, molecular formula is C11H14N2O3, molecular weight is 222.24, as common compound, the synthetic route is as follows.Computed Properties of C11H14N2O3

Step 2, Method 8: tert-But l iV-[4-(6-Methoxy-l,3-benzothiazol-2-yl)pyridin-3- yl] carbamate[0172] To a stirred solution of 2-[(2-amino-5-methoxyphenyl)disulfonyl]-4- methoxyaniline (100 mg, 0.324 mmol) and te^butyl(4-formylpyridin-3-yl)carbamate (144 mg, 0.648 mmol) in N,N-dimethylformamide (3 mL) under nitrogen was added sodium metabisulfite (123 mg, 0.648 mmol). The reaction mixture was heated to 130 C and stirred for 1.5 hours. The mixture was allowed to cool to room temperature then ethyl acetate (10 mL) and water (10 mL) added and thelayers separated. The organic layer was washed with water (2 x 10 mL) and brine (2 x 10 mL). The combined organic layers were dried over magnesium sulphate, concentrated, recrystallised twice from methanol (8 mL) and the resulting solid dried under suction to give the title compound 50 mg (21% yield) as an off-white powder. 5H NMR (500 MHz, DMSO) 10.76 (s, 1H), 9.32 (s, 1H), 8.43 (d, J = 5.1 Hz, 1H), 7.98 (d, J = 9.0 Hz, 1H), 7.89 (d, J = 5.1 Hz, 1H), 7.82 (d, J = 2.5 Hz, 1H), 7.22 (dd, J = 9.0, 2.5 Hz, 1H), 3.88 (s, 3H), 1.49 (s, 9H). Tr(MET-uHPLC-AB-lOl) = 4.1 min, (ES+) (M+H)+358.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,116026-95-0, tert-Butyl (4-formylpyridin-3-yl)carbamate, and friends who are interested can also refer to it.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; WITYAK, John; BARD, Jonathan; BROWN, Christopher, John; PRIME, Michael, Edward; WEDDELL, Derek, Alexander; WALTER, Daryl, Simon; GILES, Paul, Richard; WIGGINTON, Ian, James; TAYLOR, Malcolm, George; GALAN, Sebastien, Rene, Gabriel; JOHNSON, Peter, David; KRUeLLE, Thomas, Martin; MORAO, Inaki; CLARK-FREW, Daniel; SCHAERTL, Sabine; HERRMANN, Frank; GRIMM, Steffen, Kaspar; KAHMANN, Jan, Dirk; SCHEICH, Christoph; (120 pag.)WO2016/33460; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 109613-97-0, 2-Bromo-4-methoxypyridin-3-amine, 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, 109613-97-0, blongs to pyridine-derivatives compound. Quality Control of 2-Bromo-4-methoxypyridin-3-amine

To a solution of 2-bromo-4-methoxypyridin-3-amine (2.1 g, 10.34 mmol), N-(4-ethynylpyridin-2-yl)acetamide (1.82 g, 11.38 mmol) in DMF (15 mL) was added TEA (21.62 mL, 155 mmol) and CuI (0.12 g, 0.62 mmol). The reaction mixture was purged with nitrogen for 2 min, followed by addition of Pd(PPh3)2Cl2 (0.73 g, 1.03 mmol). The reaction mixture was then heated at 100 C. for 3 h. The reaction mixture was cooled down and diluted with ethyl acetate and saturated NaHCO3 solution. The organic layer (two times extracts) were combined, washed with saturated NaHCO3 solution, dried over MgSO4. The filtrate was concentrated in vacuo. The residue was purified by flash chromatography. The product was eluted with DCM to 50% of 10% MeOH in DCM to give the desired product as a light yellow (1.0 g, 34%); HPLC: RT=0.48 min (H2O/ACN with 0.05% TFA, Waters Acquity SDS C18, 2.1×50 mm, 1.7-mum particles, gradient=1.8 min, wavelength=220 nm); MS (ES): m/z=283.1 [M+H]+; 1H NMR (400 MHz, DMSO-d6) delta ppm 10.59 (s, 1H), 8.34 (dd, J=5.1, 0.7 Hz, 1H), 8.22 (s, 1H), 7.79 (d, J=5.3 Hz, 1H), 7.34 (dd, J=5.2, 1.4 Hz, 1H), 6.91 (d, J=5.3 Hz, 1H), 5.35 (s, 2H), 4.03 (q, J=7.2 Hz, 1H), 3.88 (s, 3H), 2.11 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,109613-97-0, its application will become more common.

Reference:
Patent; Bristol-Myers Squibb Company; Fink, Brian E.; Zhao, Yufen; Borzilleri, Robert M.; Zhang, Liping; Kim, Kyoung S.; Kamau, Muthoni G.; Tebben, Andrew J.; (162 pag.)US2016/176871; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem