Category: 17368-12-6

Related Products of 17368-12-6 , The common heterocyclic compound, 17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, 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 mixture of 3-bromo-2-ethyl-6-nitropyridine (3.168 g, 13.71 mmol), 2-chloro-4-hydroxypyridine (3.55 g, 27.4 mmol) and K2CO3 (5.69 g, 41.1 mmol) in DMA (25 mL) was sparged with Ar and heated at 105 C. overnight. The mixture was cooled to RT, treated with EtOAc, washed successively with 10% K2CO3, 5% LiCl, then brine, dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 3-((2-chloropyridin-4-yl)oxy)-2-ethyl-6-nitropyridine (1.102 g, 28%). MS (ESI) m/z: 280.0 (M+H+).

The synthetic route of 17368-12-6 has been constantly updated, and we look forward to future research findings.

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

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. 17368-12-6, name is 2-Chloro-4-hydroxypyridine. A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Chloro-4-hydroxypyridine

To a solution of 2-chloropyridin-4-ol (1 g, 7.75 mmol) in DMA (10 ml) was added bromocyclopropane (2.8 g, 23.2 mmol), Nal (1.16 g, 7.75 mmol) and CS2CO3 (5 g, 15.5 mmol). The mixture was stirred at MW 170 C for 20 minutes, and then MW 180 C for 30 minutes. The reaction mixture was extracted with EA. The organic layer was dried and concentrated. The residue was purified by flash column chromatography to give 300 mg of 2-chloro-4-cyclopropoxypyridine. 1H NMR (400MHz, CDC13 ) delta = 8.19 (d, J=5.8 Hz, IH), 7.02 (d, J=2.0 Hz, IH), 6.87 (dd, J=2.0, 5.8 Hz, IH), 3.80 (tt, J=3.0, 6.0 Hz, IH), 0.91 – 0.75 (m, 4H)

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, 17368-12-6, 2-Chloro-4-hydroxypyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WU, Hao; KIM, Ronald M.; LIU, Jian; GAO, Xiaolei; BOGA, Sobhana Babu; GUIADEEN, Deodialsingh; LIU, Shilan; YANG, Chundao; WANG, Hongjian; WO2014/113932; (2014); 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

Synthetic Route of 17368-12-6, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 17368-12-6 as follows.

A solution of 2-chioropyridin-4-ol (1.0 g, 7.72 mmoi) in DMF (20 rnL) was treated wtih i,i-difluoro-2-iodoethane (1.14 mL, 1.92 mmol) and K2C03 (1.6 g, 11.58 mmol)and heated at 60 C overnight, The reaction was diluted with EtOAc and washed with saturated, aqu. NaHCO3, then with brine. The organics were dried over Na2SO4, filtered,and concentrated, The crude material was purified by chromatography on silica (0-30% EtOAc in hexanes) to give the title compound as an oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,17368-12-6, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; SKUDLAREK, Jason; (79 pag.)WO2016/95204; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17368-12-6, 2-Chloro-4-hydroxypyridine, 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, name: 2-Chloro-4-hydroxypyridine, blongs to pyridine-derivatives compound. name: 2-Chloro-4-hydroxypyridine

A mixture of 2-chloropyridin-4-oi (5 g, 38.7 mmoi), K2C03 (10.7 g, 77.5 mnmol) and iodomethane (10.9 g, 77.5 mmol) in DMF (70 mL) was stirred at RI? for 15 h, diluted with EtOAc (100 mL) and filtered. The filtrate was washed with water, brine, dried over MgSO4 and filtered. The filtrate was concentrated in vacuo to give the crude product, which was purified bychromatography on silica (5-50% EtOAc in petroleum ether) to give the title compound as an oil. LRMS rn/z (M+FI) 144.0 found, 144.0 required.

The synthetic route of 17368-12-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; SKUDLAREK, Jason; (79 pag.)WO2016/95204; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17368-12-6, 2-Chloro-4-hydroxypyridine, 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 C5H4ClNO, blongs to pyridine-derivatives compound. Computed Properties of C5H4ClNO

Example A2: 2-Chloro-4-hydroxypyridine (0.319 g, 2.460 mmol) was dissolved in DMF ( 1 0 mL) under argon and cooled to – 15 C. Sodium hydride (60%> in mineral oil) (0.148 g, 3.69 mmol) was added slowly and the mixture was stirred for 15 minutes. 5-Chloro-2,4- difluoronitrobenzene (0.5 g, 2.58 mmol) was then added all at once as a solution in DMF (2 mL). The reaction mixture stirred at – 15 C for 1 hour and then additional 5-chloro-2,4- difluoronitrobenzene (0.075g) was added. The mixture stirred at – 15 C for an additional 1 5 hours and was then warmed to room temperature and diluted with ethyl acetate ( 100 mL) and washed with 10% aqueous lithium chloride (3 x 75 mL) and brine (75 mL). The organic layer was dried over magnesium sulfate and evaporated to yield an orange oil, which was then purified by silica gel chromatography (0 to 30% ethyl acetate/hexane) to give 2-chloro-4-(2-chloro-5- fluoro-4-nitrophenoxy)pyridine (0.64g, 86%yield) as a light yellow oil. 1H NMR (400MHz, DMSO-i/6): delta 8.57 (dd, 1 H), 8.36 (dd, 1 H), 7.87 (dd, 1 H), 7.32 (dd, 1 H), 7.19 (m, 1 H); MS (ESI) m/z: 303.0 (M+H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17368-12-6, 2-Chloro-4-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2011/137342; (2011); 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.17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, molecular weight is 129.5444, as common compound, the synthetic route is as follows.SDS of cas: 17368-12-6

A mixture of 2-chloropyridin-4-oi (5 g, 38.7 mmoi), K2C03 (10.7 g, 77.5 mnmol) and iodomethane (10.9 g, 77.5 mmol) in DMF (70 mL) was stirred at RI? for 15 h, diluted with EtOAc (100 mL) and filtered. The filtrate was washed with water, brine, dried over MgSO4 and filtered. The filtrate was concentrated in vacuo to give the crude product, which was purified bychromatography on silica (5-50% EtOAc in petroleum ether) to give the title compound as an oil. LRMS rn/z (M+FI) 144.0 found, 144.0 required.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17368-12-6, 2-Chloro-4-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; SKUDLAREK, Jason; (79 pag.)WO2016/95204; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 17368-12-6, 2-Chloro-4-hydroxypyridine, 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

Tert-butyl 4-((2-chloropyridin-4-yl)oxy)piperidine-1-carboxylate (X22) To a solution of DEAD (97.4 mg, 0.56 mmol, 1.5 eq.) and PPh3 (146.6 mg, 0.56 mmol, 1.5 eq.) in THE (4 mL) at room temperature was added 1-Boc-4-hydroxypiperidine (75 mg, 0.37 mmol, 1.0 eq.). After 10 min, 2-chloro-4-hydroxypyridine (72.4 mg, 0.56 mmol, 1.5 eq.) was added and the reaction was heated to 50 C. The reaction was monitored via LCMS and after 12 h, the reaction was filtered through a syringe filter. The solvent was removed under vacuum. The crude residue was dissolved in DMSO (3 mL) and purified by Gilson HPLC (30*100 mm, 40-100% MeCN/H2O w/ 0.1% TFA). The desired fractions were concentrated to afford tert-butyl 4-((2-chloropyridin-4-yl)oxy)piperidine-1-carboxylate. ES-MS [M+1]+: 313.2.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,17368-12-6, 2-Chloro-4-hydroxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; Vanderbilt University; Lindsley, Craig W.; Conn, P. Jeffrey; Engers, Darren W.; Bollinger, Sean; Tarr, James C.; Spearing, Paul; Engers, Julie L.; Long, Madeline; Bridges, Thomas M.; (151 pag.)US2017/369505; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 17368-12-6, 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. 17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, 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: To a vigorously stirred solution of 2-chloro-6-hydroxypyridine(0.13 g, 1.0 mmol) in acetonitrile (2 mL) at room temperature was added a 6 M aqueous solution of potassium hydroxide (2 mL). Difluoromethyltriflate (0.38 mL, 3.0 mmol, 3 equiv.) was added dropwiseto the reaction mixture which was maintained at room temperature by means of a water bath (the reaction is exothermic), and the medium was stirred for 30 min. The mixture was diluted with water(20 mL) and extracted with diethyl ether (2 ¡Á10 mL) and ethyl acetate(3 ¡Á10 mL). The combined organic layers were dried over Na2SO4, filtered and evaporated under reduced pressure. The crude material was purified by column chromatography on silica gel with pentane/diethylether (100:0 to 70:30) as eluent to afford the pure title compound

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 17368-12-6, 2-Chloro-4-hydroxypyridine.

Reference:
Article; Landelle, Gregory; Schmitt, Etienne; Panossian, Armen; Vors, Jean-Pierre; Pazenok, Sergiy; Jeschke, Peter; Gutbrod, Oliver; Leroux, Frederic R.; Journal of Fluorine Chemistry; vol. 203; (2017); p. 155 – 165;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

17368-12-6, 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. 17368-12-6, name is 2-Chloro-4-hydroxypyridine, molecular formula is C5H4ClNO, 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.

3-Bromo-2,4-dimethyl-6-nitropyridine (2.2 g, 9.5 mmol) and 2-chloro-4- hydroxypyridine (2.5 g, 19 mmol) were combined in DMA (10 mL) and the solution was sonicated and sparged with Ar for 10 min. K2CO3 (4.0 g, 29 mmol) was added and the reaction mixture was stirred at 100 C for 12 h. The reaction mixture was poured into water (200 mL) and the precipitated solids were isolated by filtration. The solids were washed with sat. K2CO3 (aq) (3 x 50 mL) and water (3 x 50 mL) and dried under high vacuum for 5 h. The crude product was purified by silica gel chromatography (EtOAc/hexanes) to afford 3-((2-chloropyridin-4-yl)oxy)- 2,4-dimethyl-6-nitropyridine (0.50 g, 19 %) as a brown solid. H NMR (400 MHz, DMSO-i: delta 8.33-8.30 (m, 2 H), 7.15 (d, J = 2.3 Hz, 1 H), 7.01 (dd, J = 5.8, 2.3 Hz, 1 H), 2.33 (s, 3 H), 2.23 (s, 3 H); MS (ESI) m/z: 280.0 (M+H+).

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. 17368-12-6, 2-Chloro-4-hydroxypyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DECIPHERA PHARMACEUTICALS, LLC; BRANDT, Gary E. L.; TELIKEPALLI, Hanumaiah; CALDWELL, Timothy Malcolm; SAMARAKOON, Thiwanka; FLYNN, Daniel L.; KAUFMAN, Michael D.; WO2014/145023; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem