Category: 174669-74-0

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.174669-74-0, name is 2-Fluoropyridin-3-ol, molecular formula is C5H4FNO, molecular weight is 113.09, as common compound, the synthetic route is as follows.Quality Control of 2-Fluoropyridin-3-ol

A solution comprising 2,3,4,6-Tetra-O- acetyl-a-D-galactopyranosyl bromide 3 (1 .0 g, 2.4 mmol), Ag2C03 (0.74 g, 2.7 mmol), MS- 4A (5 g) and 2-fluoro-pyridin-3-ol 5 (0.33 g, 2.9 mmol) in anhydrous DCM (15 mL ) is stirred overnight, in the dark, at room temperature, under an argon atmosphere. TLC analysis indicated the complete consumption of the starting bromide and the formation of a new nonpolar product. The solution is filtered through a celite, which was rinsed with DCM (3 x 10 mL ). After removing the solvent under reduced pressure, the crude residue is purified directly using silica gel column chromatography, using an increasing gradient of EtOAc in PE. The product afforded is a colorless solid (0.51 g, 51 %). (0101) [0074] TLC: Rf = 0.5 (EtOAc: PE = 1 : 1 ); 1H NMR (600 MHz, Chloroform-d) delta 7.94 (d, J= 4.6 Hz, 1 H, ArH), 7.58 (t, J= 7.8 Hz, 1 H, ArH), 7.13 (dd, J= 7.8, 4.8 Hz, 1 H, ArH), 5.50 (dd, J= 10.5, 7.9 Hz, 1 H), 5.45 (d, J= 3.4 Hz, 1 H), 5.10 (dd, J= 10.5, 3.4 Hz, 1 H), 4.96 (d, J= 7.9 Hz, 1 H), 4.22 (dd, J= 1 1.4, 6.8 Hz, 1 H), 4.15 (dd, J= 1 1 .4, 6.3 Hz, 1 H), 4.01 (td, J = 6.8, 1 .1 Hz, 1 H), 2.19 (s, 3H, OAc), 2.1 1 (s, 3H, OAc), 2.04 (s, 3H, OAc), 2.02 (s, 3H, OAc); 13C NMR (151 MHz, CDCI3) delta 170.26 (COquart), 170.13 (COquart), 170.04 (COquart), 169.44 (COquart), 154.75 (d, J= 239.9 Hz), 141 .59 (d, J= 13.4 Hz, ArC), 139.49 (d, J= 25.5 Hz, ArC), 130.22 (d, J = 3.5 Hz, ArC), 121.85 (d, J = 4.3 Hz, ArC), 121.23 (CH), 101.12 (CH), 71.38 (CH), 70.5 (CH), 68.29 (CH), 66.70 (CH), 61.17 (CH2), 21.03 (OAc), 20.63 (OAc), 20.61 (OAc), 20.55 (OAc).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,174669-74-0, 2-Fluoropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Patent; EBERHARD KARLS UNIVERSITAET TUEBINGEN MEDIZINISCHE FAKULTAET; COTTON, Jonathan; KUEHN, Anna; MAURER, Andreas; PICHLER, Bernd; SCHULZE-OSTHOFF, Klaus; FUCHS, Kerstin; KRUEGER, Marcel Andre; ZENDER, Lars; (42 pag.)WO2018/153966; (2018); 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. 174669-74-0, name is 2-Fluoropyridin-3-ol, molecular formula is C5H4FNO, 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. Safety of 2-Fluoropyridin-3-ol

To a suspension of sodium hydride (0.129 g, 3.21 mmol) in DMF (10 mL) at 0 C was dropwise added a stuffing solution of 2-fluoropyridin-3-ol (0.363 g, 3.21 mmol) in DMF (5 mL), then followed by the dropwise addition of the solution of 2-(2-(2-(2- azidoethoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate (1.00 g, 2.68 mmol) in DMF (5 mL). The suspension was held at 0 C for 10 mm, then brought to ambient temperature for 1 hour, followed by additional heating at 60 C for 4 hours. The solvent was removed in vacuo. 100 ml of ethyl acetate was added followed by 3 separate wash extractions with concentrated brine solution. The organic layer was dried over sodium sulfate, filtered, and concentrated. The crude material was purified using flash chromatography (IscoCombiFlash – eluted with 10 – 50% EtOAc in Hex) to give a colorless oil. 3-(2-(2-(2-(2- azidoethoxy)ethoxy)ethoxy)ethoxy)-2-fluoropyridine (702 mg, 2.233 mmol, 83 % yield) was isolated as a clear oil. ?H NMR (400MHz, CHLOROFORM-d) oe 7.75 (dt, 1=4.9, 1.6 Hz, 1H), 7.33 (ddd, 1=10.0, 8.1, 1.5 Hz, 1H), 7.10 (ddd, 1=7.9, 4.9, 0.7 Hz, 1H), 4.30 – 4.16 (m, 2H),3.95 – 3.83 (m, 2H), 3.80 – 3.61 (m, 1OH), 3.38 (t, 1=5.1 Hz, 2H) 13C NMR (101MHz, CHLOROFORM-d) d 142.3, 137.7, 137.5, 123.4, 123.4, 121.7, 121.6, 77.3, 76.7, 70.9, 70.7, 70.6, 70.0, 69.4, 69.0, 50.6 19F NMR (400MHz, CHLOROFORM-d) oe -83.55. HRMS (ESI) Theory:C 1 3H20FN404+ mlz 315.464; found 315.1463.

With the rapid development of chemical substances, we look forward to future research findings about 174669-74-0.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; MORIN, Paul, E.; DONNELLY, David; LIPOVSEK, Dasa; GOKEMEIJER, Jochem; JURE-KUNKEL, Maria, N.; FABRIZIO, David; WRIGHT, Martin, C.; DISCHINO, Douglas; BONACORSI, Samuel, J.; SMITH, Ralph, Adam; LAFONT, Virginie; (0 pag.)WO2016/86021; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 174669-74-0, name is 2-Fluoropyridin-3-ol. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 2-Fluoropyridin-3-ol

Step-1: Preparation of 6-bromo-2-fluoropyridin-3-ol [0175] To a solution of 2-fluoropyridin-3-ol (1 g, 8.842 mmol) and sodium acetate (0.72 g, 8.842 mmol) in acetic acid (10 mL) was added bromine (0.23 mL, 8.842 mmol) at 0 C and the reaction mixture was stirred at room temperature for 4 h. The solution was poured into ice, pH was adjusted to 6 using 2N sodium hydroxide solution and extracted with ethyl acetate (50 mL x 2). The combined organic layer was dried over anhydrous sodium sulfate, filtered and concentrated to afford the crude product, which was purified by silica gel column chromatography (10% ethyl acetate/hexane) to obtain the title compound 6-bromo-2- fluoropyridin-3-ol (0.5 g, 30% yield) as a colorless liquid. Calculated (M+H): 193; Found (M+l): 193.9

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, 174669-74-0, 2-Fluoropyridin-3-ol.

Reference:
Patent; MNEMOSYNE PHARMACEUTICALS, INC.; ANDERSON, David R.; VOLKMANN, Robert A.; MENNITI, Frank S.; WO2015/48507; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 174669-74-0 ,Some common heterocyclic compound, 174669-74-0, molecular formula is C5H4FNO, 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.

2-Fluoro-3-methoxypyridine (3): 2-Fluoropyridin-3-ol (10 mmol),methyl iodide (20 mmol) and potassium carbonate (20 mmol) in acetone (100 ml) was refluxed overnight. The inorganic salt wasfiltered and the solvent was evaporated. The residue was purified oncolumn (eluent: EtOAc:hexane = 1:5) to afford a colorless liquid [19](95%). 1H NMR (CDCl3): d 7.74-7.75 (m, 1H, C6-H), 7.26-7.31 (m, 1H,C4-H), 7.11-7.15 (m, 1H, C5-H), 3.91 (s, 3H, OMe). 19F NMR (CDCl3): d90.15 (s). ESI-MS: 128 (M+1)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,174669-74-0, its application will become more common.

Reference:
Article; Ma, Yongmin; Hider, Robert C.; Journal of Fluorine Chemistry; vol. 173; (2015); p. 29 – 34;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 174669-74-0, 2-Fluoropyridin-3-ol, 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, 174669-74-0, blongs to pyridine-derivatives compound. Formula: C5H4FNO

To a stirred solution of 2-fluoropyridin-3-ol (J. Labelled Cou7npound. Radioplzann., 1998, 41, 451) (3.81 g, 33.7 mmol) and sodium acetate (2.76 g, 33.7 mmol) in acetic acid (30 mL) was added bromine (1.74 mL, 33.7 mmol) at 0C, and the mixture was stirred at room temperature for 3.5 hours. The mixture was poured onto ice-aq. sodium hydroxide and extracted with ethyl acetate. The combined organic layer was dried and evaporated to afford the titled compound as a yellow solid (4.67 g, 72 %). ‘H NMR (270MHz, DMSO-d6) 8 = 7.29 (d, J = 8.2 Hz, 1H), 7.28 (s, 1H), 7.23 (d, J = 8.2 Hz, 1H) ppm. MS (EI) ; M+=191, 193

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,174669-74-0, its application will become more common.

Reference:
Patent; PFIZER JAPAN, INC.; PFIZER INC.; WO2005/35522; (2005); 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 174669-74-0, name is 2-Fluoropyridin-3-ol. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H4FNO

Iodomethane 1.7 mL (27 mmol) and cesium carbonate 4.3 g (13. mmol) were added to a DMSO (20 mL) solution of 2-fluoropyridin-3-ol 1.0 g (8.8 mmol), and the mixture was stirred at 60C for 1 hour. After the completion of the reaction, a saturated aqueous ammonium chloride solution was added to the reaction mixture, and followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure to give the title compound 1.1 g (8.7 mmol, yield 99%) as a white solid. 1H-NMR spectrum (400MHz, DMSO-d6) delta:7.76 – 7.69 (m, 1H), 7.65 (ddd, J = 1.5, 8.0, 10.7 Hz, 1H), 7.31 (ddd, J = 0.9, 4.8, 8.0 Hz, 1H), 3.88 (s, 3H).

With the rapid development of chemical substances, we look forward to future research findings about 174669-74-0.

Reference:
Patent; UBE Industries, Ltd.; KOMORI, Ken-ichi; NINOMIYA, Akishi; USHIYAMA, Shigeru; SHINOHARA, Masaru; ITO, Koji; KAWAGUCHI, Tetsuo; TOKUNAGA, Yasunori; KAWADA, Hiroyoshi; YAMADA, Haruka; SHIRAISHI, Yusuke; KOJIMA, Masahiro; ITO, Masaaki; KIMURA, Tomio; (432 pag.)EP3333163; (2018); A1;,
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.174669-74-0, name is 2-Fluoropyridin-3-ol, molecular formula is C5H4FNO, molecular weight is 113.09, as common compound, the synthetic route is as follows.COA of Formula: C5H4FNO

General procedure: Using an apparatus previously described for method B [21] , potassium hydroxide (2.52 g, 45 mmol, 15 equiv) and water (2.52 g) were added to the reaction vessel and the mixture was allowed to stir until the potassium hydroxide was almost completely dissolved. Then, 2-bromo-3-pyridinol (0.354 g, 3 mmol) was added and the mixture stirred for 30 min, after which acetonitrile (10 mL) was added via syringe and the mixture stirred at room temperature. Fluoroform was then bubbled slowly into the mixture for 2 h, after which the resulting mixture was stirred for one additional hour. After being quenched with water and extracted with ethyl acetate, the ethyl acetate layer was washed with a saturated solution on sodium hydroxide, separated and concentrated. Additional impurities were removed via column chromatography on silica gel using an 80:20 mixture of hexanes/methylene chloride to give a 53% yield of the liquid product, 2-bromo-3-difluoromethoxypyridine (3d):

At the same time, in my other blogs, there are other synthetic methods of this type of compound,174669-74-0, 2-Fluoropyridin-3-ol, and friends who are interested can also refer to it.

Reference:
Article; Thomoson, Charles S.; Wang, Linhua; Dolbier, William R.; Journal of Fluorine Chemistry; vol. 168; (2014); p. 34 – 39;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem