Day: March 18, 2022

Related Products of 934279-60-4, 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. 934279-60-4, name is 2-Chloro-5-(trifluoromethyl)nicotinaldehyde. A new synthetic method of this compound is introduced below.

To a solution of crude 2-chloro-5-trifluoromethylpyridine-3-carbardehyde in ethanol (60 ml_), sodium tetraborohydride (2.90 g, 0.077 mol) is added portionwise and stirred for 30 min at room temperature. After adding sat. ammonium chloride solution, the mixture is extracted with ethyl acetate. The organic layer is washed with sat. ammonium chloride solution, brine, dried over magnesium sulfate, filtered and concentrated. The residue is purified by silica gel column chromatography to give 2-chloro-5-trifluoromethylpyridin-3-ylmethanol (12.3 g, 76 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,934279-60-4, its application will become more common.

Reference:
Patent; NOVARTIS AG; NOVARTIS PHARMA GMBH; WO2007/73934; (2007); 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. 84539-34-4, name is 4-Amino-3,5-dibromopyridine, the common compound, a new synthetic route is introduced below. SDS of cas: 84539-34-4

Intermediate s:3-bromo-5-{cyclohex-1-en-1-yl)pyridln-4-amine To a stirred and nitrogen degassed solution of 3,5-dibromopyridin-4-amine (CAS 84539-34-4; 2.00 g, 7.94 mmol), potassium carbonate (2.20 g, 15.88 mmol) and (cyclohex-i-en-i-yl)boronic acid (CM 89490-05-1; 1.10 g, 8.73 mmol) in dioxane (26 mL) and water (1.6 mL) was added bis(triphenylphosphine)palladium(1I) dichioride (CAS 13965-03-2; 557 mg, 794 iimol). The reaction mixture was heated under microwave irradiation at 130 C for 1.5 h. The reaction mixture was poured into water and extracted with EtOAc. The combined organics were dried (MgSOJ, filtered and concentrated in vczczw. The crude product was purified by column chromatography (silica, 0-50% EtOAc / petroleum ether) to afford the title compound.?H NMR (400 MHz, DK{SO-d5) 6 ppm i.8 – 1.69 (m, 2 H) 1.69 – 1.78 (m, 2 H) 2.15 (br. S., 4 H) 5.62 – (m, H) 7.78 (s, i H) 8.i6 (s, iH)MS ES: 255

The synthetic route of 84539-34-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; TAKEDA CAMBRIDGE LTD; BARKER, Gregory; DAVENPORT, Richard; DOWNHAM, Robert; FARNABY, William; GOLDBY, Anne; HANNAH, Duncan; HARRISON, David; WILLEMS, Henriette; (390 pag.)WO2015/198045; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 145255-19-2, 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. 145255-19-2, name is 5-Aminopyridine-2-carboxamide, molecular formula is C6H7N3O, 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.

A solution of 5-aminopyridine-2-carboxamide (248.6 mg, 1.813 mmol) in dichloromethane (2.50 mL) and N,N-diisopropylethylamine (420 mu, 2.41 mmol) was cooled to 0 C. A solution of ice cold 2-fluoro-6-[2-(trideuteriomethoxy)-4-(trifluoromethoxy)phenoxy]-3-(trifluoromethyl)benzoyl chloride in dichloromethane (2.5 inL) was added slowly dropwise to the stirring amine solution. The mixture was removed from the ice bath after 1 hour and stirred at RT for 69 hours. The reaction was diluted with dichloromethane and washed with water, 1 N HCl, saturated aqueous sodium bicarbonate and brine. The organic layer was dried over Na2S04, filtered and the solvent was evaporated under reduced pressure. The crude material was purified by silica gel chromatography (ethyl acetate/hexane gradient) to yield 5 – [[2-fluoro-6- [2-(trideuteriomethoxy)-4-(trifluoromethoxy)phenoxy] -3 – (trifluoromethyl)benzoyl]amino]pyridine-2-carboxamide (326 mg, 51%) as a white solid. ESI-MS m/z calc. 536.10, found 537.0 (M+l)+; retention time (Method C): 2.48 minutes (5 minute run). ‘H NMR (400 MHz, DMSO-d6) delta 11.36 (s, 1H), 8.88 (d, J = 2.5 Hz, 1H), 8.31 (dd, J = 8.6, 2.5 Hz, 1H), 8.07 (d, J = 8.6 Hz, 1H), 8.03 (d, J = 2.8 Hz, 1H), 7.81 (t, J = 8.6 Hz, 1H), 7.57 (d, J = 2.8 Hz, 1H), 7.37 (d, J = 8.7 Hz, 1H), 7.25 (d, J = 2.8 Hz, 1H), 7.12 – 6.92 (m, 1H), 6.69 (d, J = 8.9 Hz, 1H) ppm.

According to the analysis of related databases, 145255-19-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; AHMAD, Nadia; ANDERSON, Corey; ARUMUGAM, Vijayalaksmi; ASGIAN, Iuliana, Luci; CAMP, Joanne, Louise; FANNING, Lev Tyler, Dewey; HADIDA RUAH, Sara, Sabina; HURLEY, Dennis; SCHMIDT, Yvonne; SHAW, David; SHETH, Urvi, Jagdishbhai; THOMSON, Stephen, Andrew; (691 pag.)WO2019/14352; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 60154-05-4, 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. 60154-05-4, name is 5-Iodo-1-methylpyridin-2(1H)-one. A new synthetic method of this compound is introduced below.

2,2-Dimethyl-3-(3-{(S)-1-[4-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-phenyl]-ethyl}-2-oxo-(S)-6-phenyl-[1,3]oxazinan-6-yl)-propionitrile was prepared from (S)-6-(2-hydroxy-2-methylpropyl)-3-((S)-1-(4-(1-methyl-6-oxo-1,6-dihydropyridin-3-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one following procedures analogous to those described Example 71 Method 2 to prepare 3-((R)-3-((S)-1-(4-bromophenyl)ethyl)-2-oxo-6-phenyl-1,3-oxazinan-6-yl)-2,2-dimethylpropanenitrile. (S)-6-(2-hydroxy-2-methyl-propyl)-3-{(S)-1-[4-(1-methyl-6-oxo-1,6-dihydro-pyridin-3-yl)-phenyl]-ethyl}-6-phenyl-[1,3]oxazinan-2-one, is obtained from coupling (S)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-3-[(S)-1-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)ethyl]-1,3-oxazinan-2-one with 5-iodo-1-methyl-1H-pyridin-2-one by the action of Pd(PPh3)4 and 2 M aqueous Na2CO3 solution in a mixture of methanol and dioxane (1:3) at 80 C. The compound that had been obtained as a foam was dissolved in a small amount of ethyl acetate and stirred overnight at rt. The solid was filtered by suction, washed with a small amount of diethylether and dried. Melting point: 143-145 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,60154-05-4, 5-Iodo-1-methylpyridin-2(1H)-one, and friends who are interested can also refer to it.

Reference:
Patent; Vitae Pharmaceuticals, Inc.; Boehringer Ingelheim International GmbH; US2010/331320; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 272-23-1, Adding some certain compound to certain chemical reactions, such as: 272-23-1, name is Thieno[2,3-b]pyridine,molecular formula is C7H5NS, 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 272-23-1.

Thieno[2,3-b]pyridine-2-carbaldehyde: In an atmosphere of argon a mixture of 1.3 mL (2.08 mmol) of 0.8 M n-butyllithium in hexane and 0.3 mL (3.3 mmol) of N,N,N?,N?-tetramethylethylenediamine was stirred magnetically at room temperature for 30 minutes, diluted with 5 mL of hexane, cooled in a bath of dry ice-ethanol, and treated (with vigorous stirring) dropwise (from a syringe with a small needle) with 0.23 g (1.7 mmol) of thieno[2,3-b] pyridine. The mixture was stirred in the bath for 7 h longer and then for 12 h while it warmed to room temperature. It was cooled in ice, treated with 0.15 g (2.1 mmol) of dimethylformamide, stirred for one hour, and then treated successively with 1 mL of ethanol, 3 mL of saturated aqueous ammonium chloride solution, and 4 mL of water. The layers were separated. The organic layer (plus chloroform extracts of the aqueous layer) was dried (magnesium sulfate) and evaporated. The residue was triturated with hexane to give 0.18 g (66%) of brown solid; m.p. 131.5-132.5 C. Recrystallizations from ethanol (once with charcoal) gave white needles. 1H NMR (300 MHz, CDCl3) ppm 7.41 (dd, J = 4.5 Hz, 8.1 Hz, 1 H), 7.99 (s, 1 H), 8.24 (dd, J = 1.8 Hz, 8.1 Hz, 1 H), 8.73 (dd, J = 1.8 Hz, 4.5 Hz, 1 H), 10.12 (s, 1 H). 13C NMR (75 MHz, CDCl3) ppm 120.7, 131.8, 132.3, 134.0, 143.2, 150.5, 163.8, 185.0. IR (CHCl3, cm-1) 1682 (C=O). MS (EI, 70 eV): m/z [%] = 162[M]+ (100), 134[M-CO]+ (26). HRMS (FAB+) calculated for C8H6NOS [M+1] 164.0170, found 164.0167.

According to the analysis of related databases, 272-23-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Garcia-Carrillo, Mario Alfredo; Guzman, Angel; Diaz, Eduardo; Tetrahedron Letters; vol. 58; 20; (2017); p. 1952 – 1956;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1133879-69-2, 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. 1133879-69-2, name is 3-Fluoro-5-vinylpyridine, molecular formula is C7H6FN, 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: A mixture of tetrahydrocarbazole 5a (0.17 g,1 mmol), 5fluoro3vinylpyridine (6) (0.12 g, 1 mmol), CsF(0.1 g), and hydroquinone (0.02 g) in DMSO (1.5 mL) was heated with stirring at 130-140 C for 4 h, DMSO was evaporatedin vacuo (3 Torr), the product was extracted from residue withdichloromethane. The solvent was evaporated and the residuewas subjected to chromatography on silica gel (60 mesh), eluentmethanol-chloroform = 1 : 5. The yield was 0.22 g (75%), m.p.65-67 C. Found (%): C, 77.63; H, 6.43; N, 9.64. C19H19FN2.Calculated (%): C, 77.52; H, 6.45; N, 9.52. 1H NMR (DMSOd6), : 1.81 (m, 4 H, CH2); 2.29 (m, 2 H, CH2); 2.72 (m, 2 H,CH2); 3.05 (t, 2 H, CH2Py, J = 6.8 Hz); 4.25 (t, 2 H, CH2N,J = 6.9 Hz); 6.80 (dt, 1 H, CHPy, JHF = 9.3 Hz, JHH = 2.4 Hz);7.05-7.30 (m, 3 H, CHAr); 7.50 (d, 1 H, CHAr, J = 6.8 Hz); 8.14(s, 1 H, CHPy); 8.34 (d, 1 H, CHPy, JHH = 2.4 Hz). 19F NMR(DMSOd6), : -49.38 (d, JFH = 9.4 Hz).

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 1133879-69-2, 3-Fluoro-5-vinylpyridine.

Reference:
Article; Sokolov; Aksinenko; Nikolaeva; Grigor’Ev; Kinzirsky; Bachurin; Russian Chemical Bulletin; vol. 63; 5; (2014); p. 1137 – 1141; Izv. Akad. Nauk, Ser. Khim.; 5; (2014); p. 1137 – 1141,5;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 83766-88-5, Adding some certain compound to certain chemical reactions, such as: 83766-88-5, name is 2-(tert-Butoxy)pyridine,molecular formula is C9H13NO, 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 83766-88-5.

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

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. 83766-88-5, 2-(tert-Butoxy)pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 100367-55-3, 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. 100367-55-3, name is 5-Nitropicolinonitrile. A new synthetic method of this compound is introduced below.

4) 1864.7 g of reduced Fe powder was added to 16780 g of ethyl acetate and 1864.7 g of 2-cyano-5-nitropyridine,Oil bath heated to 81 began to drop 8299g of acetic acid, acetic acid was added dropwise to maintain a steady reflux, with the dropping of reflux temperature byGradually rise to 89 , and the need to be added within 310min was completed; after completion of the dropwise addition at 81 reaction temperature incubated for 5h.5) The reaction solution obtained in step 4) was filtered while hot at 65 C, the filtrate, the filter cake separately treated, wherein the filtrate withNaOH temperature was controlled at 5 ~ 10 , pH adjusted to 8.5, with ethyl acrylate back to the aqueous phase; to the filter cake was added the amount of propyleneEthyl acetate and NaHSO3 aqueous solution, warmed to 60 C, stirred for 15min and filtered, again with ethyl acrylate back to the aqueous phase; mergeThe organic phase obtained above was washed with saturated NaCl solution and then concentrated. Finally, 1270 g of tan solid B, 2-cyano-5-Aminopyridine, yield 85.3%, purity 97%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100367-55-3, 5-Nitropicolinonitrile, and friends who are interested can also refer to it.

Reference:
Patent; Silver Yunxin Biological Technology Co., Ltd.; Pan Jincheng; Li Shoude; Pan Shangguang; (7 pag.)CN106810494; (2017); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1079179-12-6, 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.1079179-12-6, name is 2-Chloro-3-fluoro-5-nitropyridine, molecular formula is C5H2ClFN2O2, molecular weight is 176.53, as common compound, the synthetic route is as follows.

Preparation 59 (S)-1-(3-Fluoro-5-nitropyridin-2-yl)pyrrolidin-3-ol To a mixture of NaH (227 mg, 5.68 mmol, 60%) in DME (30 mL) was added (S)-pyrrolidin-3-ol (494 mg, 5.68 mmol) and the reaction was stirred at room temperature for 1 hour. A solution of 2-chloro-4-fluoro-5-nitropyridine (250 mg, 1.42 mmol) in DME (10 mL) was added at 10 C. and stirred at room temperature for 1 hour. The reaction was quenched with water (30 mL) and extracted with EtOAc (100 mL*2). The organic layers were combined, concentrated in vacuo and purified by silica gel column chromatography eluting with 0-50% EtOAc in petroleum ether to afford the title compound (250 mg, 77%) as yellow solid. The following preparations were prepared according to the method described by Preparation 59 using the appropriate fluoropyridine as described.

Statistics shows that 1079179-12-6 is playing an increasingly important role. we look forward to future research findings about 2-Chloro-3-fluoro-5-nitropyridine.

Reference:
Patent; PFIZER INC.; Fensome, Andrew; Gopalsamy, Ariamala; Gerstenberger, Brian S.; Efremov, Ivan Viktorovich; Wan, Zhao-Kui; Pierce, Betsy; Telliez, Jean-Baptiste; Trujillo, John I.; Zhang, Liying; Xing, Li; (104 pag.)US2016/52930; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 16744-81-3, 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. 16744-81-3, name is 4-Methoxypicolinaldehyde, molecular formula is C7H7NO2, 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.

A 3 mL glass vial was equipped with a rubber septum and magnetic stir bar. The vial was brought into a glove box and charged with MeOTf (116 muL, 1.06 mmol) by micropipette. The vial was sealed and removed from the glove box. A separate 3 mL vial was charged with 4-methoxy-2-pyridinecarboxaldehyde (Astatech C10253, 145 mg, 106 mmol) and was dissolved in PhMe (1 mL). The solution of pyridine was added via syringe onto the MeOTf at room temperature. The vial which contained the pyridine was rinsed with PhMe (0.5 mL) and the rinse solution was injected into the reaction vial. The reaction vial was kept at room temperature and stirring was maintained at ca. 400-600 rpm. After 20 h, hexanes (2 mL) were added after which stirring was stopped. Any solid or oil was allowed to settle and the solvent was removed by glass pipette. The solid or oil was then rinsed with several portions of hexanes followed by diethyl ether. Residual solvent was then removed in vacuo to provide the compound N-methyl-4-methoxy-2-pyridinecarboxaldehyde triflate (300 mg, 94percent). This oil was used for oxime formation without further purification. A flask was charged with NaOCH3 (18 mg, 0.34 mmol) and hydroxylamine hydrochloride (27 mg, 0.39 mmol) and the solids were taken up in MeOH (1 mL) and left at room temperature for 5 min. The preceding aldehyde (79 mg, 0.26 mmol) was dissolved in MeOH (2 mL) and was injected into the solution of hydroxylamine. After 18 hr at room temperature, the reaction was diluted with ethyl ether, filtered through sand, and concentrated in vacuo. The residue was purified by C-18 reverse phase chromatography (water/acetonitrile, 0-100percent) and concentrated under a stream of air, which afforded compound 101 (18 mg, 22percent) as a crystalline salt.

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 16744-81-3, 4-Methoxypicolinaldehyde.

Reference:
Patent; University of Iowa Research Foundation; Quinn, Daniel; Topczewski, Joseph John; US2014/323473; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem