Pyridine-derivatives

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. 105596-63-2, name is 2-Methoxyisonicotinic acid. A new synthetic method of this compound is introduced below., Recommanded Product: 2-Methoxyisonicotinic acid

Example 4.1 : (S)-2-methoxy-N-methyl-N-(4-(1-methyl-1 H-pyrrole-2-carboxamidoH- phenylbutan-2-yl)isonicotinamide 1-Methyl-1H-pyrrole-2-carboxylic acid ((S)-3-methylamino-4-phenyl-butyl)-amide hydrochloride (100 mg, 0.31 mmol), 2-methoxypyridine-4-carboxylic acid (49 mg, 0.31 mmol), HOBt (71 mg, 0.476 mmol), EDC x HCI (72 mg, 0.37 mmol), and triethylamine (0.108 ml, 0.78 mmol) were dissolved in DCM (5 ml) and stirred at rt for 2 h. The mixture was concentrated, redissolved in EtOAc, washed with sat. NaHC03- and NaCI-soln., dried (Na2S04), filtered and concentrated. The crude product was purified by chromatography (Biotage, DCM to DCM:MeOH 95:5 over 10 min) to yield 84 mg (63 %) of the title compound as white solid. [1 H-NMR (DMSO, 600 MHz) 8.16/7.73 (d, 1 H), 7.93 (t, 1 H), 7.33-7.21, 7.05- 7.01 (2m, 5H), 6.88 (d, 1H), 6.68 (d, 1 H), 6.56/6.11 (d, 1 H), 6.33/5.81 (s, 1H), 6.01-5.98 (m, 1 H), 4.90-4.83/3.58-3.52 (m, 1 H), 3.83/3.76 (s, 3H), 3.81/3.75 (s, 3H), 3.31-3.14 (m, 2H), 3.03-2.90 (m, 1H), 2.96/2.62 (s, 3H), 2.84-2.78 (m, 1 H), 1.89-1.73 (m, 2H); UPLCMS Rt, = 1.09 min; [M+H]+ = 421.3].

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, 105596-63-2, 2-Methoxyisonicotinic acid.

Reference:
Patent; NOVARTIS AG; BETSCHART, Claudia; COTESTA, Simona; HINTERMANN, Samuel; WAGNER, Juergen; ROY, Bernard, Lucien; GERSPACHER, Marc; VON MATT, Anette; BEHNKE, Dirk; WO2011/73316; (2011); 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

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

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

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 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 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

Synthetic Route of 586-95-8 ,Some common heterocyclic compound, 586-95-8, molecular formula is C6H7NO, 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.

(IV) 4-Chloromethylpyridine hydrochloride (19) STR16 4-Hydroxymethylpyridine (18) 54.4 g (0.50 mol) was dissolved in acetonitrile 202 ml. The solution was added dropwise to the mixture of thionyl chloride 65.3 g (0.55 mol) and acetonitrile 109 ml under 50 C. The mixture was stirred at the same temperature for 1 hour, then cooled to room temperature to yield the slurry (quantitative) of the objective (19). 1 H-NMR (DMSO-TMS) delta ppm: 5.09 (s, 2H), 8.09 (d, J=6.6 Hz, 2H), 8.94 (d, J=6.6 Hz, 2H),

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,586-95-8, its application will become more common.

Reference:
Patent; Shionogi & Co., Ltd.; US6057448; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17228-69-2, 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. 17228-69-2, name is 2-Chloro-4-methoxypyridine. A new synthetic method of this compound is introduced below.

Ethanolamine (4.0 ml) was added to potassium tert-butoxide (96 ml of a 1M solution in THF) and the reaction was stirred at room temperature for 30 min. 2-Chloro-4- methoxypyridine was added dropwise and the reaction mixture was heated under reflux for 16 h. The reaction mixture was cooled, filtered and evaporated to an oil. This was dissolved in xylene (100 ml) and treated with toluene-4-sulphonic acid (50 mg) and heated under reflux for 16 h. More toluene-4-sulphonic acid (50 mg) was added and the heating was continued for a further 16 h under reflux. The mixture was concentrated, the residue was passed through a pad of silica and eluted with 5% 7M ammonia in methanol/DCM to give the sub-title compound as a brown oil (5.0 g). MS APCI +VE/Z 169 ([M+H]). 1H NMR 300MHz (DMSO-d6) 7.76 (1H, d), 6.33 (1H, t), 6.13-6. 10 (1H, m), 5.99 (1H, m), 3.70 (3H, s), 3.54-3. 47 (2H, m), 3.31-3. 25 (2H, m).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17228-69-2, 2-Chloro-4-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; WO2004/87666; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 5345-47-1, name is 2-Aminonicotinic acid, molecular formula is C6H6N2O2, 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. COA of Formula: C6H6N2O2

2-Aminonicotinic acid (10.00 g, 72.40 mmol) was suspended in 40 ml of glacial acetic acid. To this suspension was added dropwise a solution of 4.82 ml (94.12 mmol) of bromine in 20 ml of glacial acetic acid. The mixture was stirred vigorouly at room temperature for 30 min. The formed precipitate was filtered off and washed with glacial acetic acid. The filter cake was collected and crystallized from the boiling methol to afford compound 8 as a white solid (14.5 g, 92% yield). 1H NMR (300 MHz, DMSO-d6) delta 8.30 (d, J = 2.4 Hz, 1H), 8.16 (d, J = 2.4 Hz, 1H); MS (ESI, m/z): 216.8 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 5345-47-1.

Reference:
Article; Zhang, Dengyou; Ai, Jing; Liang, Zhongjie; Li, Chunpu; Peng, Xia; Ji, Yinchun; Jiang, Hualiang; Geng, Meiyu; Luo, Cheng; Liu, Hong; Bioorganic and Medicinal Chemistry; vol. 20; 17; (2012); p. 5169 – 5180;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem