Category: pyridine-derivatives

Related Products of 6265-73-2, 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 6265-73-2, name is N-(2-Hydroxyethyl)nicotinamide. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: The nitrated compounds were obtained by mixing fuming nitric acid (10 mmol) and the hydroxylated precursors (1 mmol) at -5.0 C and stirring for 2h. The reaction mixture was poured into a mixture of water and ice. The pH was adjusted to 6.0 by adding CaCO3. The obtained solid was vacuum filtered and recrystallized in ethanol, which furnished a white solid in all cases.

According to the analysis of related databases, 6265-73-2, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cesar, Isabela C.; Godin, Adriana M.; Araujo, Debora P.; Oliveira, Francinely C.; Menezes, Raquel R.; Santos, Julliana R.A.; Almeida, Mariana O.; Dutra, Marcela M.G.B.; Santos, Daniel A.; MacHado, Renes R.; Pianetti, Gerson A.; Coelho, Marcio M.; De Fatima, Angelo; Bioorganic and Medicinal Chemistry; vol. 22; 9; (2014); p. 2783 – 2790;,
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. 7356-60-7, name is Nicotinimidamide hydrochloride. A new synthetic method of this compound is introduced below., Application In Synthesis of Nicotinimidamide hydrochloride

EXAMPLE 5 Synthesis of 4-(3-chlorophenyl)-N-(3,3-diphenylpropyl)-6-methyl-2-(pyridine-3-yl)-5-pyrimidinecarboxamide: The title compound was obtained by using 167 mg (0.400 mmol) of 2-acetyl-3-(3-chlorophenyl)-N-(3,3-diphenylpropyl) acrylamide, 94.5 mg (0.599 mmol) of 3-amidinopyridinium hydrochloride and 49.1 mg (0.599 mmol) of sodium acetate, in the same manner as that of Example 1. Yield: 72.0 mg (0.138 mmol) (35%) MS (ESI, m/z) 519 (M+H)+ 1H-NMR (CDCl3): 2.20 (2H, q), 2.68 (3H, s), 3.32 (2H, q), 3.79 (1H, t), 7.13-7.40 (13H, m), 7.76 (1H, dt), 7.83 (1H, t), 8.45 (1H, dd), 8.63 (1H, dt), 9.25 (1H, d).

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, 7356-60-7, Nicotinimidamide hydrochloride.

Reference:
Patent; AJINOMOTO CO., INC.; US2004/9991; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 5552-83-0 , The common heterocyclic compound, 5552-83-0, name is Ethyl 2-(6-methylpyridin-2-yl)acetate, molecular formula is C10H13NO2, 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.

A. Ethyl 6-methyl-3-pyridineacetate, N-oxide Ethyl 6-methyl-pyridineacetate (1.20 g, 6.70 mmol, 1 eq) was combined with 3-chloroperoxybenzoic acid (50percent, 2.77 g, 8.03 mmol, 1.2 eq) in 25 mL of CHCl3. The reaction mixture was stirred at rt for 4 h. The mixture was filtered twice through a 2 inch pad of Al2O3 eluding with 100 mL of 10percent methanol in CH2Cl2. Concentration in vacuo provided 1.29 g (99percent) of ethyl 6-methyl-3-pyridineacetate, N-oxide.

The synthetic route of 5552-83-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US6214852; (2001); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1050501-88-6, 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. 1050501-88-6, name is 2-Bromo-6-chloropyridin-3-amine. A new synthetic method of this compound is introduced below.

A solution of 2-bromo-6-chloropyridin-3-amine (5 g, 24.1 mmol) and potassium thiocyanate (7 g, 72.3 mmol) in ethanol (50 ml_), hydrochloric acid (37 %, 100 mL) was added and the reaction mixture was stirred at 100 C for 40-45 h. The completion of the reaction was confirmed by TLC. The reaction mixture was cooled to room temperature and concentrated to provide a brown solid, which was partitioned in dichloromethane (150 mL) and aqueous 1 N NaOH (50 mL). The solid was filtered and dried to provide the crude title compound as a light yellow solid (3.5 g, 79 %). The product was taken as such for next step.MS: 186.1 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1050501-88-6, its application will become more common.

Reference:
Patent; AC IMMUNE SA; NAMPALLY, Sreenivasachary; GABELLIERI, Emanuele; MOLETTE, Jerome; (0 pag.)WO2019/233883; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 108-99-6, 3-Methylpyridine, 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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

General procedure: In an oven dried glass tube containing a mixture of pyridine 1a (100 mg, 1.26 mmol), and potassium persulphate (683 mg, 2.53 mmol), formamide 2a (2 ml) was added and the reaction mixture was heated at 70 C. Upon the completion of the reaction (monitored by TLC), saturated sodium bicarbonate solution (5 mL) was added and the crude product was extracted in ethyl acetate (3 X 5 mL). The crude product was purified by column chromatography to furnish compound 3aa as a white crystalline solid (122 mg, 79% yield)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,108-99-6, 3-Methylpyridine, and friends who are interested can also refer to it.

Reference:
Article; Mete, Trimbak B.; Singh, Ankit; Bhat, Ramakrishna G.; Tetrahedron Letters; vol. 58; 50; (2017); p. 4709 – 4712;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 73583-37-6 ,Some common heterocyclic compound, 73583-37-6, molecular formula is C5H3BrClN, 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.

To a stirring solution of 4-bromo-2-chloropyridine (2.0 g, 10.39 mmol) in diethyl ether (30 mL) at -70 C under nitrogen was added n- butyllithium, 2.5 M solution in hexanes (4.57 mL, 11.43 mmol) at a rate not to exceed -65 C. A white precipitate had formed. After 5 min a solution of cyclopropyl methyl ketone (Lancaster Synthesis, Ltd., 1.030 mL, 10.39 mmol) in diethyl ether (5 mL) was added to the suspension. After 5 min the cooling bath was removed and warmed to -15 C. The suspension was then quenched with saturated NH4C1 (15 mL) and EtOAc (20 mL) added. The separated organic was then dried over MgSC^, concentrated under reduced pressure, then purified by silica gel chromatography (80 g) eluting products with 10 to 30% gradient of EtO Ac/Hex to afford l-(2-chloro-4-pyridinyl)-l-cyclopropylethanol (1.35 g, 6.83 mmol, 65.7 % yield) as amber oil (mixture of 2 enantiomers).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,73583-37-6, its application will become more common.

Reference:
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 117519-08-1, Adding some certain compound to certain chemical reactions, such as: 117519-08-1, name is 2-Chloro-3-nitro-6-(trifluoromethyl)pyridine,molecular formula is C6H2ClF3N2O2, 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 117519-08-1.

A solution of 2-chioro-3-nitro-6-(trifiuoromethyl)pyridine (2.0 g, 8.8 mmoi) and 6-aninobenzo[d]thiazoi-2(3H?)-one (1.5 g, 8.8 mmol) in DMF (40 ml.) was heated at 110 0Q After 3h. sodium dithionite (6.1 g, 35.3 mmoi) was added to the mixture was let stir at 110 cc for 5 h. Thereaction was diluted with water (320 mL) and let stir for 20 mm where precipitate formed. Thereaction was filtered and the solid was washed with H20 and oven dried at 45 C to give the desiredcompound as a solid (2.6 g, 90%). MS (ESI): mass caicd. for C,3HF3N4OS, 326.05 rn/z found, 327.0 [M++{]t.

According to the analysis of related databases, 117519-08-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; BERRY, Cynthia G.B.; CHEN, Gang; JOURDAN, Fabrice Loic; LEBOLD, Terry Patrick; LIN, David Wei; PENA PINON, Miguel Angel; RAVULA, Suchitra; SAVALL, Bradley M.; SWANSON, Devin M.; WU, Dongpei; ZHANG, Wei; AMERIKS, Michael K.; (407 pag.)WO2016/176460; (2016); 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 13958-98-0, name is 3-Bromo-4-cyanopyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 13958-98-0

Step A: Preparation of 2-phenylthieno[2,3-c]pyridin-3-amine: A mixture of benzyl mercaptan (0.2719 g, 2.19 mmol, 1.0 equiv.) and DMF (3 mL) was stirred at room temperature, and NaOMe (250 mg, 2.1 equiv) was added. The solution was stirred for 5 minutes, and then 3-bromoisonicotinonitrile (400 mg, 1.0 equiv.) was added directly to the solution. The reaction mixture was stirred overnight at room temperature, then the volatiles were removed via rotary evaporation. Water was added, and the reaction mixture was extracted twice with ether. The combined organic layers were dried (Na2SO4) and purified by silica gel chromatography (eluting first with 100% Et2O to remove non-polar impurities, then switching to a CHCl3/MeOH gradient) to afford 221 mg (45%) of the desired product.

With the rapid development of chemical substances, we look forward to future research findings about 13958-98-0.

Reference:
Patent; Miknis, Greg; Lyssikatos, Joseph P.; Laird, Ellen; Tarlton, Eugene; Buckmelter, Alexandre J.; Ren, Li; Rast, Bryson; Schlacter, Stephen T.; Wenglowsky, Steven Mark; US2007/49603; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 145100-50-1, 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. 145100-50-1, name is 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide, molecular formula is C7H4F6N2O4S2, 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.

At -78C, a solution of tert-butyl 4-oxo-3 ,4-dihydro-2//-spiro[naphthalene- 1 ,4′- piperidine]-l’-carboxylate (Al) (2.66g, 8.44 mmol) in THF (30 ml) was added dropwise to a solution of lithium bis(trimethylsilyl) amide (1.0M in hexane, 10.5 ml, 10.5 mmol) in THF (20 ml). After 30 min at -78C, 2-(N,N-bis(trifluoromethylsulfonyl)amino)-pyridine (3.77g, 10.5 mmol) was added and the reaction mixture was slowly warmed to 00C (ca. 2h), poured into ice, extracted with ether, and purified by flash chromatography on silica gel(hexane/dichloromethane 8:2) to give tert-butyl 4-(trifluoromethylsulfonyloxy)-2H- spiro[naphthalene-l,4′-piperidine]-l’-carboxylate (A2). LC-MS: m/e = 391.9 (M + H – C(CH3)3). Rt= 4.19 min. 1H-NMR (500MHz, DMSO-d6): 7.50 (d, IH)3 7.40 (t, IH), 7.30 (t, IH), 6.16 (t, IH), 3.83 (br.d, 2H), 3.05 (br. s, 2H), 2.67 (d, 2H), 1.72 – 1.67 (m, 4H), 1.41 (s, 9H). [00147] A mixture of the triflate (A2) (447 mg, lmmol), sodium cyanide (lOOmg, 2 mmol), copper (I) iodide (19 mg, 0.1 mmol) and tetrakis(triphenylphosphine)palladium(0) (58 mg, 0.05 mmol) in acetonitrile (10 ml) was degassed and heated under reflux under nitrogen for 4h. After concentration, the residue was directly purified by flash chromatography (hexane/EtOAc 8:2) to give tert-butyl 4-cyano-2H-spiro[naphthalene-l,4′-piperidine]-r-carboxylate (A3) (300 mg). LC-MS: m/e = 269.0 (M + H – C(CH3)3. 3.75 min. 1H-NMR (500MHz5 DMSOd6): 7.49 (d, 1 H), 7.42 – 7.36 (m, 3H), 7.09 (t, IH), 3.81 (br. d, 2 H), 3.03 (br. s, 2H), 2.67 (d, 2H), 1.70 (td, 2H), 1.62 (d, 2H), 1.41 (s, 9H),[00148] A solution of the m’trile (A3) (300 mg) in dichloromethane (3 ml) was treated with TFA (1 ml) for 1 hour, concentrated, co-evaporated with acetonitrile and dissolved in dichloromethane (ca. 100ml). The resulting solution was washed with a mixture of brine (ca. 20 ml) and 6N NaOH (2 ml), dried over Na2SO4, and concentrated to give 2H-spiro[naphthalene- l,4′-piperidine]-4-carbonitrile (A4) as a white solid. LC-MS: m/e = 225.2 (M + H). R,= 1.53 min.

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 145100-50-1, 1,1,1-Trifluoro-N-(pyridin-2-yl)-N-((trifluoromethyl)sulfonyl)methanesulfonamide.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/5295; (2008); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 22245-83-6, 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. 22245-83-6, name is 3-(Trifluoromethyl)pyridin-2-ol. A new synthetic method of this compound is introduced below.

EXAMPLE 12APreparation of compound 2003Step 1 :To a mixture of 2-hydroxy-3-triotafluoromethylpyridine 12a1 (39.01 g, 239 mmol) and anhydrous DMF (800 ml_) under Ar is added lambda/-iodosuccinimiotade (4.89 g, 244 mmol) and anhydrous K2CO3 (33.72 g, 244 mmol) and the mixture is allowed to stir at 600C for about 3 hours. The mixture is cooled to ambient temperature, filtered and concentrated under reduced pressure. The residue is dissolved in DCM (1 L) and the organic phase is washed with brine The aqueous phase is adjusted to pH 4 by the addition of 2 M HCI then extracted with DCM (1 L). The combined organic extracts are washed with brine (2 L) and dried over Na2SO4 The mixture is concentrated to ~300 mL and cooled overnight in a fridge. The precipitated solid is removed by filtration and dried to provide aryl iodide 12a2

At the same time, in my other blogs, there are other synthetic methods of this type of compound,22245-83-6, 3-(Trifluoromethyl)pyridin-2-ol, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; WO2009/18657; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem