Category: pyridine-derivatives

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. 1628-89-3, name is 2-Methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C6H7NO

General procedure: Under the N2 atmosphere,2x (0.5 mmol) was added to the reaction tube in turn.3b (0.75mmol) and dissolved in 1.0M in advanceThe mixture obtained from KHMDS (0.75 mmol) of THF was heated to 100 C, and the reaction was stirred for about 16 hours until the conversion of the starting material was completed, and the temperature was lowered to room temperature.Diluted with THF (3 ml) to the reaction mixture.Filter through silica gel or diatomaceous earth, wash with THF,The crude product was concentrated in vacuo and subjected to silica gel column chromatography to give the corresponding product 1xb.As shown in the following equation, where, lists the yield of 1xb isolated using different 2x as raw materials.For example, when using 2f?,The yield of the product 1f’b was 88%.

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, 1628-89-3, 2-Methoxypyridine.

Reference:
Patent; Hunan University; Wang Xueqiang; Tan Weihong; Wang Xia; Long Chengyu; Huang Sijie; (22 pag.)CN109608394; (2019); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 609-71-2, 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. 609-71-2, name is 2-Oxo-1,2-dihydropyridine-3-carboxylic acid, molecular formula is C6H5NO3, 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.

To a solution of the chlorophosphite (10) (1.121 g; 0.936 mmol) in toluene (7 ml) is added dropwise at 0 C. while stirring a solution of 2-hydroxynicotinic acid (0.506 g; 3.742 mmol) in a mixture of toluene (13 ml) and triethylamine (5.6 ml). The mixture is stirred at room temperature overnight and filtered, and the filtrate is concentrated under reduced pressure. The residue obtained is dried at 50 C./0. 1 mbar for 2 h and is used as obtained. Yield: 0.67 g (0.458 mmol; 49%).10117] Analysis (calc. for C74H74N4020P4=1463.30 g/mol): C, 60.92 (60.74) %; H, 5.02 (5.10) %; P, 8.57 (8.47)j0118] 31P-NMR (CD2C12): 115.1 (s) ppm. ?H-NMR (CD2C12): 1.18 (36H); 1.84 (6H); 3.08 (4H); 3.85 (4H); 7.008.63 (24H) ppm.

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 609-71-2, 2-Oxo-1,2-dihydropyridine-3-carboxylic acid.

Reference:
Patent; EVONIK DEGUSSA GMBH; DYBALLA, Katrin Marie; FRANKE, Robert; (21 pag.)US2017/88569; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 104508-24-9, 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.104508-24-9, name is 6-(Bromomethyl)picolinonitrile, molecular formula is C7H5BrN2, molecular weight is 197.03, as common compound, the synthetic route is as follows.

Sodium azide (0.280 g, 4.32 mmol) was added to a solution of 6-bromomethyl- pyridine-2-carbonitrile (0.610 g, 2.88 mmol) in DMF (12 ml) and the resulting pale yellow solution was stirred at rt for 16 h. Standard basic workup gave the crude product as a tan solid in quantitative yield (0.501 g).

The chemical industry reduces the impact on the environment during synthesis 104508-24-9, I believe this compound will play a more active role in future production and life.

Reference:
Patent; ANORMED INC.; WO2006/138350; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 65-22-5 ,Some common heterocyclic compound, 65-22-5, molecular formula is C8H10ClNO3, 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.

General procedure: The synthetic routes for ligands (H3L1-2*Cl) are presented in Scheme 2. Pyridoxal N(4)-substituted thiosemicarbazone hydrochloride has been prepared according to a modification of the procedure described in the literature [25]. Substituted thiosemicarbazide (2 mmol) was dissolved in 10 mL of ethanol with constant stirring, and was added to pyridoxal hydrochloride (2 mmol) dissolved in 10 mL of ethanol. The mixture was stirred at 80 C for 30 min. After the reaction mixture was cooled to room temperature, the yellow solid was isolated by filtration, washed with ethanol and dried in vacuo.

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. 65-22-5, 3-Hydroxy-5-(hydroxymethyl)-2-methylisonicotinaldehyde hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Manikandan, Rajendran; Vijayan, Paranthaman; Anitha, Panneerselvam; Prakash, Govindan; Viswanathamurthi, Periasamy; Butcher, Ray Jay; Velmurugan, Krishnaswamy; Nandhakumar, Raju; Inorganica Chimica Acta; vol. 421; (2014); p. 80 – 90;,
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 889865-45-6, name is 2,3-Dichloro-4-iodopyridine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 889865-45-6

A solution of 2-3-dichloro-4-iodopyridine(1.5 g, 5.47 mmol) in an aqueous solution of ammonia (25% w/w, 30 mL) washeated in a sealed tube at 130C for 8 hours. After cooling to roomtemperature, the reaction mixture was extracted with EtOAc (3 x 30 mL). Thecombined organic phases were washed with a saturated solution of brine (30 mL),dried over MgSO4,filtered and concentrated underreduced pressure. The residue was purified by chromatography on silicagel with Petroleum ether/Et2O(5:5) as eluent to afford 2l as a white solid (500 mg, 36% yield). Spectral data were inagreement with literature.

With the rapid development of chemical substances, we look forward to future research findings about 889865-45-6.

Reference:
Article; Silpa, Laurence; Niepceron, Alisson; Laurent, Fabrice; Brossier, Fabien; Penichon, Melanie; Enguehard-Gueiffier, Cecile; Abarbri, Mohamed; Silvestre, Anne; Petrignet, Julien; Bioorganic and Medicinal Chemistry Letters; vol. 26; 1; (2016); p. 114 – 120;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 52833-94-0 ,Some common heterocyclic compound, 52833-94-0, molecular formula is C6H5BrN2O2, 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.

4-[N’-(2-Amino-5-bromo-pyridine-3-carbonyl)-hydrazinocarbonyl]-piperidine-^ acid tert-butyl ester: To a solution of 2-amino-5-bromo-nicotinic acid (1.2 g, 5.53 mmol) in DMF (30 mL) were added 4-hydrazinocarbonyl-piperidine-l-carboxylic acid tert-butyl ester (1.5 g, 6.173 mmol), HATU (2.35 g, 6.184 mmol) and DIPEA (4 mL, 23.56 mmol) at RT. The reaction mixture was stirred for 18 h at RT. The reaction mixture was poured into ice-water (30 mL), extracted with ethyl acetate (3 X 50 mL), organic layer was washed with brine dried over anhydrous sodium sulphate concentrated under reduced pressure. Crude compound was purified by column chromatography using 100-200 mesh silica gel. The column was eluted with 60% EtOAc in petroleum ether to afford the title compound as an off- white solid. Yield: 1.3 g (53.19%) FontWeight=”Bold” FontSize=”10″ HNMR (DMSO-de, 400 MHz, TMS) delta: 10.32 (1H, s), 9.92 (1H, s), 8.20 (1H, s), 8.12-8.11 (1H, d), 7.2 (2H, s), 3.96-3.94 (2H, m), 2.77-2.69 (2H, m), 2.50-2.41 (1H, m), 1.73-1.70 (2H, m), 1.49-1.44 (2H, m), 1.40 (9H, s).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,52833-94-0, its application will become more common.

Reference:
Patent; H. LUNDBECK A/S; VERNALIS (R&D) LTD.; MIKKELSEN, Gitte Kobber°e; DAVID, Laurent; WATSON, Stephen; SMITH, Garrick Paul; WILLIAMSON, Douglas Stewart; CHEN, I-Jen; WO2014/106612; (2014); 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 107504-08-5, name is 5-Fluoro-2-picolinic acid. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Example B 11Preparation of compound 20: rac-5-fluoro-pyridine-2-carboxylic acid [3-(4-amino-6- difluoromethyl-6,7-dihydro-pyrazolo[l,5-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide and compound 21: (S*)-5-fluoro-pyridine-2-carboxylic acid [3-(4-amino-6-difluoromethyl- 6,7-dihydro-pyrazolo[l,5-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide and compound 22: (R*)-5-fluoro-pyridine-2-carboxylic acid [3-(4-amino-6-difluoromethyl-6,7-dihydro- pyrazolo[l,5-a]pyrazin-6-yl)-4-fluoro-phenyl]-amide5-Fluoro-2-pyridinecarboxylic acid (74.5 mg, 0.528 mmol) was added to a mixture of4-(4,6-dimethoxy-l,3,5-triazin-2-yl)-4-methylmorpholinium chloride (146 mg,0.528 mmol) in MeOH (3 mL). The mixture was stirred at room temperature for 5 min. Then the mixture was cooled to 0 C and a solution of intermediate A58 (130 mg, 0.44 mmol) in MeOH (2 mL) was added. The mixture was warmed to roomtemperature and stirred for 1 hour, then treated with a saturated solution of Na2C03 and H20 and extracted with DCM. The organic layer was separated, dried (MgS04), filtered and the solvents evaporated in vacuo. The crude product was purified by flash column chromatography (silica gel; 7 M NH3 in MeOH/DCM). The desired fractions were collected and the solvents evaporated in vacuo. The resulting product was triturated with heptane, sonicated and filtered, to afford compound 17 (112 mg, 60% yield) as a white solid. This racemic compound was then further purified by preparative SFC on a Chiralpak AD-H column (5 muiotaeta, 250 x 20 mm), mobile phase [70% C02, 30% EtOH (+ 0.3% iPr H2)]. The desired fractions for each enantiomer were collected and concentrated in vacuo to yield compound 21 (41 mg, 22% yield), for which the 1H NMR was in agreement with the one of compound 22, and compound 22 (43 mg, 23% yield). 1H NMR (400 MHz, DMSO-i ) delta ppm 4.53 – 4.61 (m, 1 H), 4.74(br. d, J=13.4 Hz, 1 H), 6.26 (t, J=55.9 Hz, 1 H), 6.67 (d, J=1.8 Hz, 1 H), 6.93(br. s, 2 H), 7.20 (dd, J=12.0, 9.0 Hz, 1 H), 7.47 (d, J=1.8 Hz, 1 H), 7.79 (ddd, J=8.8, 3.9, 2.8 Hz, 1 H), 7.98 (td, J=8.7, 2.9 Hz, 1 H), 8.16 (dd, J=7.1, 2.7 Hz, 1 H), 8.21 (dd, J=8.8, 4.6 Hz, 1 H), 8.73 (d, J=2.8 Hz, 1 H), 10.62 (br. s, 1 H).

With the rapid development of chemical substances, we look forward to future research findings about 107504-08-5.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; TRABANCO-SUAREZ, Andres, Avelino; GIJSEN, Henricus, Jacobus, Maria; VAN GOOL, Michiel, Luc, Maria; VEGA RAMIRO, Juan, Antonio; DELGADO-JIMENEZ, Francisca; WO2012/117027; (2012); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 17368-12-6, Adding some certain compound to certain chemical reactions, such as: 17368-12-6, name is 2-Chloro-4-hydroxypyridine,molecular formula is C5H4ClNO, 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 17368-12-6.

A 0 C. suspension of NaH (60% in mineral oil, 0.620 g, 15.5 mmol) in DMF (30 mL) was treated portion-wise with of 2-chloro-4-hydroxypyridine (1.339 g, 10.33 mmol), stirred at 0 C. for 0.5 h, slowly warmed to RT, treated with a solution of 5-chloro-2,4-difluoronitrobenzene (2 g, 10.33 mmol) in DMF (4.4 mL) and heated at 90 C. for 15 h. The mixture was cooled to RT, diluted with EtOAc, washed with 10% LiCl (3*), then brine (2*), dried over MgSO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 2-chloro-4-(2-chloro-5-fluoro-4-nitrophenoxy)pyridine (1.415 g, 45%). 1H NMR (400 MHz, DMSO-d6): delta 8.56 (dd, 1H), 8.35 (dd, 1H), 7.88 (dd, 1H), 7.32 (dd, 1H), 7.18 (m, 1H); MS (ESI) m/z: 303.0 (M+H+).

According to the analysis of related databases, 17368-12-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Deciphera Pharmaceuticals, LLC; Flynn, Daniel L.; Kaufman, Michael D.; Samarakoon, Thiwanka; Caldwell, Timothy Malcolm; Vogeti, Lakshminarayana; Ahn, YuMi; Patt, William C.; Yates, Karen M.; US2014/315917; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 6271-78-9, 6-Chloropyridine-3-carboxamide, 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 C6H5ClN2O, blongs to pyridine-derivatives compound. Computed Properties of C6H5ClN2O

A solution of 4-hydroxy-3-methylbenzaldehyde (1. 0 equiv) in DMF (0.2 M solution) was treated with K2CO3 (1.5 equiv) and 6-CHLORONICOTINAMIDE (1.0 equiv). The reaction mixture was placed inside the microwave oven and then irradiated for 5 min. Upon completion of the reaction, the mixture was cooled, poured into H20 and extracted with ethyl acetate, and the combined organic layers were washed twice with water and brine. After drying the extracts over magnesium sulfate and evaporation under vacuum the crude product was purified by silica gel chromatography using CHCl3 : EtOH 7%: NH40H 0.7% to afford the title compound as a solid. 40% yield ‘H NMR (CD30D, 200 MHz) 8 : 9.94 (s, I H), 8.59 (d, J = 2.2 Hz, 1H), 8.29 (dd, J=8.8, 2.6 Hz, 1H), 7.86 (s, 1H), 7.80 (dd, J = 8.4, 1.8 Hz, 1H), 7.22 (d, J = 8.4 Hz, 1H), 7.10 (d, J = 8. 8 Hz, 1H), 2.22 (s, 3H). 13C NMR (CD30D, 200 MHz) 5 : 191.6, 167.3, 165.3, 157.2, 147.6, 140.0, 134.1, 133.4, 132.2, 129.5, 125.0, 122.7, 111.6, 16. 8.

The synthetic route of 6271-78-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2004/26305; (2004); A1;,
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. 114-33-0, name is N-Methylnicotinamide. A new synthetic method of this compound is introduced below., Application In Synthesis of N-Methylnicotinamide

The compound 1 was prepared by the reaction of an aqueous solution (50 mL) of copper(II) acetate monohydrate (1.0 mmol,0.200 g) with N-methylnicotinamide (mna, 2.0 mmol, 0.272 g) followed by an addition of the 4-nitrobenzoic acid (2.0 mmol, 0.334 g) and one pellet of potassium hydroxide. The reaction mixture was stirred until the blue product precipitated (1 h). It was filtered off, washed with a small portion of water and dried at the ambient temperature. The mother liquor obtained from filtration was left for crystallization at ambient temperature on air. The single crystals suitable for X-ray structure determination were separated after several days. Yield: 0.20 g (57%). Anal. Calc. for C28H26O11N6Cu (Mr = 686.09): C, 49.02; H, 3.82; N, 12.25. Found: C, 49.52; H, 3.60; N, 12.53%. IR (cm-1): gamma(C=O) 1670, gammaas(COO-)1572, gammas(COO-) 1385, UV-Vis (cm-1): 15300. EPR: g = 2.10.

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, 114-33-0, N-Methylnicotinamide.

Reference:
Article; Vaskova, Zuzana; Kitanovski, Nives; Jagli?i?, Zvonko; Strauch, Peter; R??i?kova, Zde?ka; Valigura, Du?an; Koman, Marian; Kozlev?ar, Bojan; Moncol, Jan; Polyhedron; vol. 81; (2014); p. 555 – 563;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem