Category: 1480-65-5

Synthetic Route of 1480-65-5, 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. 1480-65-5, name is 5-Chloro-2-fluoropyridine, molecular formula is C5H3ClFN, 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 2-methyl-4-(3-pipendin-4-ylpropoxy)benzoic acid hydrochloride (Preparation 22, 574 mg, 1.83 mmol) in DMSO (850 muL) was added 5-chloro-2-fluoropyndine (288 mg, 2.20 mmol), DBU (960 muL, 6 41 mmol) and H2O (6 drops) The resulting suspension was heated in a sealed tube in the microwave at 13O0C for 3 h The reaction mixture was diluted with H2O, acidified to pH 5 with 2M HCl and extracted with EtOAc (3x), then the combined organic extracts were washed with brine, before being dried (MgSO4). Filtration, removal of solvent under reduced pressure and purification by column chromatography (EtOAc-IH, 2 3 to 3:2) afforded the title compound: RT = 3.87 min; mlz (ES+) = 403.11 [M + H]+ (Method A).

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 1480-65-5, 5-Chloro-2-fluoropyridine.

Reference:
Patent; PROSIDION LIMITED; BERTRAM, Lisa, Sarah; FYFE, Matthew, Colin, Thor; JEEVARATNAM, Revathy, Perpetua; KEILY, John; WO2010/4344; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1480-65-5, 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. 1480-65-5, name is 5-Chloro-2-fluoropyridine. A new synthetic method of this compound is introduced below.

Example 116 EPO (5R)-7-(5-ChIoropyridin-2-yl)-2-(tetrahydro-2H-pyran-4-yl)-2,7-diazaspiro[4.5]decan-l-one A mixture of (5R)-2-(tetrahydro-2H-pyran-4-yl)-2,7-diazaspiro[4.5]decan-l-one hydrochloride (29.4 mg, 0.000107 mol, this compound was prepared by using procedures analogous to those described for the synthesis of example 1, steps 1-5), 5-chloro-2-fluoropyridine (17 mg, 0.00013 mol) and potassium carbonate (0.029 mL, 0.00032 mol) in N,N-dimethylformamide (0.6 mL, 0.008 mol) was heated at 120 0C for 5 h. The crude product was purified by prep-HPLC to afford the desired product. LC-MS: 350.2 (M+H)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1480-65-5, 5-Chloro-2-fluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; INCYTE CORPORATION; WO2006/53024; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1480-65-5 , The common heterocyclic compound, 1480-65-5, name is 5-Chloro-2-fluoropyridine, molecular formula is C5H3ClFN, 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 suspension of 5-chloro-2-fluoropyridine 4d (5.00g, 38.0mmol) and guanidine carbonate (20.5g, 114mmol) in NMP (50mL) was added K2CO3 (26.3g, 190mmol), and the mixture was heated to 130°C and stirred for 8h. To the mixture at room temperature were added EtOAc (100mL) and H2O (200mL), and the layers were separated. The aqueous layer was extracted with EtOAc (3×100mL), and the combined organic layer was washed with 10percent aqueous NaCl (3×50mL) and concentrated in vacuo. To the resulting residue was added EtOAc (500mL), and the solution was filtered through a pad of NH silica gel. The filtrate was evaporated, and the residue was suspended in EtOAc/ hexane (1:3, 40mL). The mixture was stirred at 40°C for 1h. The mixture was cooled to room temperature and stirred for 1h, and then filtered. The obtained solids were dissolved into H2O (15mL) at 50°C, and the solution was gradually cooled to room temperature. The slurry was stirred at room temperature for 1h, and then filtered to give 5d (3.03g, 47percent) as a white solid. Mp 162?163°C; 1H NMR (500MHz, DMSO-d6) delta 6.60 (dd, J=8.8, 0.6Hz, 1H), 6.75 (br s, 4H), 7.48 (dd, J=8.8, 2.8Hz, 1H), 8.04 (d, J=2.5Hz, 1H); 13C NMR (125MHz, DMSO-d6) delta 119.3, 120.0, 136.5, 143.7, 157.6, 162.1; IR (ATR) 3468, 3414, 2362, 1627, 1573, 1543, 1518, 1463, 1370, 1314, 1278, 1229, 1133, 1110, 1004, 914, 857, 834, 756, 730, 614, 572, 520, 459, 436, 405cm?1; HRMS-ESI (m/z): [M+H]+ calcd for C6H8ClN4 171.0437; found, 171.0432.

The synthetic route of 1480-65-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ishimoto, Kazuhisa; Nagata, Toshiaki; Murabayashi, Mika; Ikemoto, Tomomi; Tetrahedron; vol. 71; 3; (2015); p. 407 – 418;,
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 1480-65-5, name is 5-Chloro-2-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 1480-65-5

General procedure: To an oven dried glass vessel capable of being sealed with a Teflon cap (for microwave vials) was added XPhos?Pd-G2 (11.8mg, 15mumol), XPhos (14.3mg, 30mumol), B2(OH)4 (203mg, 2.25mmol), KOAc (441mg, 4.5mmol), and halide (only if a solid). The vessel was sealed, evacuated, and filled with an inert gas (4×). EtOH (15mL, degassed) was added via syringe followed by the addition of ethylene glycol (280mg, 250muL, 4.5mmol) and the halide (1.5mmol) in a similar manner (if applicable). The reaction was heated to the specified temperature until the starting material was consumed (as monitored by GC). The reaction was cooled, and a needle attached to a manifold under an inert atmosphere was inserted into the septum, and 3equiv of degassed K3PO4 (1M, 4.5mL, 4.5mmol) was added via syringe, and the reaction was allowed to sit for 5min. Then the second halide was added in a similar manner (as a solution in 500muL of degassed EtOH or THF if a solid). The manifold needle was removed, and the reaction was heated to the specified temperature for 24h. The reaction was cooled to rt and filtered through a very thin pad of Celite, eluting with 5×10mL of EtOAc, and then concentrated. The crude reaction was dissolved in EtOAc (10mL), transferred to a separatory funnel, and then saturated NaHCO3 (10mL) was added. The aqueous layer was extracted with EtOAc (3×5mL). The combined organics were dried (Na2SO4), filtered, and concentrated. The desired compound was purified by silica gel column chromatography, eluting with EtOAc/hexane.

With the rapid development of chemical substances, we look forward to future research findings about 1480-65-5.

Reference:
Article; Molander, Gary A.; Trice, Sarah L.J.; Tschaen, Brittany; Tetrahedron; vol. 71; 35; (2015); p. 5758 – 5764;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1480-65-5, Adding some certain compound to certain chemical reactions, such as: 1480-65-5, name is 5-Chloro-2-fluoropyridine,molecular formula is C5H3ClFN, 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 1480-65-5.

To a suspension of cesium carbonate (3.76 g, 11.5 mmol) in DMF (20 mL) at room temperature was added 5-chloro-2-fluoropyridine (1.00 mL, 9.96 mmol) and benzylmercaptan (1.15 mL, 9.80 mmol). The reaction mixture was stirred at room temperature for 16 h and heated to 60 °C for 6 h. The reaction mixture was diluted with Et20. The organic phase was washed with water (2 x), brine and dried over MgS04. The filtrate was concentrated under reduced pressure and the residue was purified by flash column chromatography on silica gel ( 5percent to 10percent EtOAc in heptane) to give the title compound (2.33 g, 9.88 mmol, 101percento yield) as a colorless oil that was used without further purification in the next step. MS) m/z = 236.1 [M+H]+

According to the analysis of related databases, 1480-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 1480-65-5, 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 1480-65-5 as follows.

[0271] A mixture of 5-chloro-2-fluoropyridine (2 g, 15.21 mmol), N, N-dimethylformamide (40 mL), phenylmethanethiol (2 g, 16.10 mmol), and CS2CO3 (7.52 g, 23.08 mmol) was stirred for 16 h at room temperature. The resulting solution was stirred for 6 h at 60°C. The solids were filtered out. The residue was dissolved in ethyl acetate, washed with brine, dried over anhydrous sodium sulfate, and concentrated under vacuum. The residue was purified by a silica gel column eluting with ethyl acetate/petroleum ether (1 : 10) to afford the title compound (3 g, 83.7percent) as colorless oil. LCMS [M+H+] 236.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1480-65-5, its application will become more common.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; VERMA, Vishal; VOLGRAF, Matthew; HU, Baihua; (105 pag.)WO2018/29288; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1480-65-5 ,Some common heterocyclic compound, 1480-65-5, molecular formula is C5H3ClFN, 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 solution of 5-chloro-2-fluoropyridine (500 mg, 3.80 mmol), DIEA (1.5 g, 11.61 mmol), methyl 2-(piperidin-4-yl)acetate (599 mg, 3.81 mmol) in DMSO (10 mL) was stirred for 16 h at 90 ¡ãC under N2. The resulting solution was extracted with 2×50 mL of EtOAc, and the combined organic layers were concentrated under vacuum and purified with silica gel chromatography using EtOAc / hexane (1/1) to afford 700 mg (69percent) of the title compound as an off-white solid. -MS (ES, m/z): 268.9

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1480-65-5, its application will become more common.

Reference:
Patent; CENTAURUS THERAPEUTICS; ROMERO, Donna L.; MCCALL, John M.; BLITZER, Jeremy; (118 pag.)WO2018/112077; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1480-65-5 ,Some common heterocyclic compound, 1480-65-5, molecular formula is C5H3ClFN, 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.

In a microwave vial was combined M (18 mg, 0.062 mmol, 1 eq.), triethylamine (0.172 mL, 1.24 mmol, 20 eq.), 5-chloro-2-fluoropyridine (163 mg, 1.24 mmol, 20 eq.), and NMP (0.60 mL). The reaction was heated under microwave irradiation at 250¡ã C. for 20 minutes. The crude reaction mixture was purified directly on preparative HPLC. Fractions were neutralized with saturated NaHCO3, extracted with EtOAc. dried over Na2SO4, and concentrated under forced air with heat to afford the title compound (5.42 mg, 24percent yield) as a white solid. 1H NMR (400 MHz, CDCl3) delta 8.04 (d, J=2.5 Hz, 1H), 7.39 (dd, J=8.9, 2.6 Hz, 1H), 7.32-7.28 (m, 2H), 7.11 (t, J=8.3 Hz, 2H), 6.87 (s, 1H), 6.46 (d, J=8.5 Hz, 1H), 5.35 (bs, 1H), 4.50 (d, J=5.6 Hz), 4.51-4.48 (m, 2H), 4.16-4.13 (m, 2H). ES-MS [M+1]+: 356.1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1480-65-5, its application will become more common.

Reference:
Patent; Vanderbilt University; Conn, P. Jeffrey; Lindsley, Craig W.; Emmitte, Kyle A.; Engers, Julie L.; Konkol, Leah C.; US2015/361081; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 1480-65-5, 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 1480-65-5, name is 5-Chloro-2-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 5-bromo-2-(tert-butylthio)aniline (300 mg, 1 .2 mmol), 5-chloro-2-fluoropyridine (157 mg, 1 .2 mmol), Cs2C03 (782 mg, 2.4 mmol) in NMP (5 mL) was purged with N2 before heated to 140 ¡ãC for 8 h. The reaction mixture was then cooled down to room temperature. Water was added and the mixture was partitioned between EtOAc (50 mL) and water (15 mL). The layers were separated and the organic layer was washed with brine (20 mL), dried with Na2S04, and concentrated. The crude product was purified by flash chromatography (silica gel, 5-20percent EtOAc in petroleum ether) to give the title compound (100 mg, 24percent) as a yellow solid. LCMS (M+H)+: m/z = 371 .43.

According to the analysis of related databases, 1480-65-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; JOHNS, Brian Alvin; KAZMIERSKI, Wieslaw Mieczyslaw; DE LA ROSA, Martha Alicia; SAMANO, Vicente; (84 pag.)WO2017/195149; (2017); 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. 1480-65-5, name is 5-Chloro-2-fluoropyridine, molecular formula is C5H3ClFN, 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. Application In Synthesis of 5-Chloro-2-fluoropyridine

A solution of n-butyllithium (2.7N in heptanes; 165 mL, 445 mmol) in THF (300 mL) was cooled to -78¡ãC and treated with 2,2,6,6-tetramethylpiperidine (77 mL, 456 mmol). The reaction mixture was allowed to stir for 30 minutes. A solution of 5-chloro-2- fluoropyridine (50.0 g, 380 mmol) in THF (200 mL) was added drop wise over 30 minutes. After stirring for an additional 30 minutes, the reaction mixture was quenched by bubbling CO2 through the reaction mixture for 10 minutes. The reaction mixture was allowed to warm to RT, and CO2 was bubbled through for an additional 30 minutes. The reaction mixture was then concentrated under reduced pressure and dissolved in DMF (400 mL). 4-Bromo-3-fluorophenol (72.6 g, 380 mmol) was added, followed by potassium carbonate (68.3 g, 494 mmol). The reaction mixture was heated to 120 ¡ãC overnight. The reaction mixture was diluted with EtOAc and washed with 4N HC1. The organic layer was separated, washed with water and dried over MgS04. The solvent was removed under reduced pressure. The crude residue was dissolved in Eaton’s Reagent (700 mL, 54.0 g, 380 mmol) and the reaction mixture was heated to 120 ¡ãC overnight. The reaction mixture was poured onto a mixture of ice and MeOH. The resulting solid was filtered off and washed with water. The solid was suspended in a mixture of MeOH (100 mL) and cyclopropyl methyl ether (200 mL) and filtered off. The grey solid was washed with hexanes and dried yielding 7-bromo-3-chloro-8-fluoro-5H-chromeno[2,3- b]pyridin-5-one (53.76 g, 164 mmol, 43.0 percent yield) as a ~4:1 mixture of isomers.

With the rapid development of chemical substances, we look forward to future research findings about 1480-65-5.

Reference:
Patent; AMGEN INC.; WHITE, Ryan; CHENG, Yuan; MINATTI, Ana Elena; YANG, Bryant; ZHENG, Xiao Mei; LOPEZ, Patricia; HUMAN, Jason B.; EPSTEIN, Oleg; JUDD, Ted; SHAM, Kelvin; XUE, Qiufen; WO2013/44092; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem