A new synthetic route of 4-Amino-2-chloropyridine

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Electric Literature of 14432-12-3, 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. 14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, 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.

2-Chloro-4-aminopyridine (1.8 g, 14 mmol) was dissolved in 28 ml dimethylformamide. N-Iodosuccinimide (3.15 g, 14 mmol) was added and the mixture was stirred at room temperature overnight. Additional N-iodosuccinimide (3.15 g, 14 mmol) was added and the mixture wasa stirred at 55 ºC overnight. The mixture was evaporated to dryness and the residue was partitioned between ethyl acetate and water. The aqueous was extracted with ethyl acetate and the combined organics were dried over sodium sulphate, filtered and evaporated under reduced pressure. Purification by flash chromatography (ethyl acetate-hexane gradient, 15:85 rising to 25:75) gave 1.5 g (5.9 mmol, 42%) of the title compound as a purple solid. [0369] 1H NMR (300 MHz, CHLOROFORM-d) delta ppm 8.34 (1 H, s), 6.63 (1 H, s), 4.75 (2 H, br. s.).

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Almirall, S.A.; Vidal Juan, Bernat; Alonso Diez, Juan Antonio; Buil Albero, Maria Antonia; Eastwood, Paul Robert; Esteve Trias, Cristina; Lozoya Toribio, Maria Estrella; Roberts, Richard Spurring; Vidal Gispert, Laura; EP2548876; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 4-Amino-2-chloropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Application of 14432-12-3, 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. 14432-12-3, name is 4-Amino-2-chloropyridine. A new synthetic method of this compound is introduced below.

A mixture of 2-chloro-pyridin-4-ylamine (0.642 g, 5 mmol), Zn (CN) 2 (0.323 g, 2.75 mmol) and Pd (PPh3) 4 (0.288 g, 0.025 mmol) in 5 mL of DMF was heated at 145 C for 20 hours. After the reaction mixture cooled to room temperature, it was partitioned between ethyl acetate and H2O. The aqueous layer was extracted with additional ethyl acetate. The combined organic layers were washed with brine, dried (MGS04), filtered, and concentrated under vacuum. The residue was purified by flash column chromatography on silica gel with 9: 1 HEXANES/ETHYL acetate to provide 0.29 g (20%) of the desired product. MS (DCI) m/e 120 (M+H) + ; IH NMR (300 MHz, DMSO-D6) 8 8.08 (d, J=5.76 Hz, 1H), 6.94 (d, J=2.34 Hz, 1H), 6.68 (dd, J=5. 76,2. 37 Hz, 1H), 6.59 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Reference:
Patent; ABBOTT LABORATORIES; WO2004/76424; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 14432-12-3

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Related Products of 14432-12-3, 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. 14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, 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 17.3 (5.0 g, 54.6 mmol,) in acetic acid (10 ml) was added sodium acetate (8.938 g, 109.0 mmol, 2.0 eq) and iodine monochloride (4.069 g, 65.5 mmol, 1.2 eq). Reaction mixture was heated at 70 C. for 20 hours. After completion of the reaction, mixture was concentrated under reduced pressure and residue was diluted with water and basified with sodium bicarbonate solution. Compound was extracted in EtOAc and washed with brine. Organic layer was separated, dried over sodium sulphate and concentrated under reduced pressure to afford crude material which was purified by chromatography using 12% to afford pure 17.4 (2.8 g, 28.2%), m/z=255.1 [M+H]+.

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nimbus Lakshmi, Inc.; Dahlgren, Markus; Greenwood, Jeremy Robert; Harriman, Geraldine C.; Kennedy-Smith, Joshua Jahmil; Masse, Craig E.; Romero, Donna L.; Shelley, Mee; Wester, Ronald T.; (131 pag.)US2016/251376; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 4-Amino-2-chloropyridine

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 14432-12-3, 4-Amino-2-chloropyridine.

Electric Literature of 14432-12-3, 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. 14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, 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.

Intermediate 252A: 2-chloro-5-iodopyridin-4-amine To a stirred solution of 2-chloropyridin-4-amine (5 g, 39 mmol) in DMF (50 mL) was added NIS (8.75 g, 39 mmol). The reaction mixture was then heated at 80 C for 3 h. The mixture was cooled and the DMF removed in vacuo. The residue was partitioned between EtOAc and water and the layers were separated. The organic layer was dried over Na2S04, filtered, and concentrated. The product was purified via column chromatography (10% EtO Ac/pet ether) to afford 2-chloro-5-iodopyridin-4-amine (4 g, 39% yield). LCMS: 254.8 (M+). Further elution with 12% EtO Ac/pet ether afforded 2- chloro-3-iodopyridin-4-amine (4 g, 39% yield).

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 14432-12-3, 4-Amino-2-chloropyridine.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GARDNER, Daniel S.; SANTELLA, Joseph B.; PAIDI, Venkatram Reddy; WU, Hong; DUNCIA, John V.; NAIR, Satheesh Kesavan; HYNES, John; (300 pag.)WO2016/210034; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 14432-12-3

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Reference of 14432-12-3, 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 14432-12-3, name is 4-Amino-2-chloropyridine. This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 4-amino-2-chloropyridine (193 mg, 1.50 mmol), di-tert-butyl-di- carbonate (393 mg, 1.80 mmol) and 4-dimethylaminopyridine (1.8 mg, 0.02 mmol) in acetonitrile (5 mL) was stirred at room temperature for 18 hours. This mixture was concentrated under reduced pressure. The residue was purified by column chroma- tography on silica-gel (hexane/ethyl acetate, 20: 1) to give tert-butyl (2-chloropyridin- 4-YL) carbamate (250 mg, 73%).

According to the analysis of related databases, 14432-12-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER HEALTHCARE AG; WO2004/43926; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The origin of a common compound about 14432-12-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14432-12-3, 4-Amino-2-chloropyridine, and friends who are interested can also refer to it.

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.14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.SDS of cas: 14432-12-3

Under nitrogen protection, 2-chloropyridin-4-amine (301) (15 g, 0.116 mol, 1 eq) was dissolved in acetonitrile (200 mL) and heated to 70 C. in an oil bath, and then N-iodosuccinimide (NIS) (33 g, 0.139 mol, 1.2 eq) was added slowly. The reaction was stirred for 16 hours and cooled to room temperature. Saturated sodium thiosulfate solution was added until the reaction system turned to milk white. The pH of the reaction system was adjusted to 9-10 by an addition of saturated aqueous sodium carbonate solution and extracted with ethyl acetate (500 mL). The organic phase was separated which was washed with saturated brine (100 mL) twice, dried over anhydrous sodium sulfate, concentrated in vacuo and separated and purified by silica gel column chromatography (eluent: petroleum ether/ethyl acetate=20/1) to obtain 2-chloro-5-iodopyridin-4-amine (23 g, yield: 78.1%). LCMS (ESI): m/z 255 [M+1]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14432-12-3, 4-Amino-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; GUANGZHOU BEBETTER MEDICINE TECHNOLOGY CO., LTD.; CAI, Xiong; QIAN, Changgeng; LI, Junqi; QING, Yuanhui; WANG, Yanyan; XUE, Weicai; YOU, Huajin; (23 pag.)US2018/297995; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 4-Amino-2-chloropyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14432-12-3, 4-Amino-2-chloropyridine, and friends who are interested can also refer to it.

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.14432-12-3, name is 4-Amino-2-chloropyridine, molecular formula is C5H5ClN2, molecular weight is 128.56, as common compound, the synthetic route is as follows.Computed Properties of C5H5ClN2

N-iodosuccinimide (15.75 g, 70 mmol) was added to a solution of 2-chloropyridin-4-amine (9.00 g, 70 mmol) in N,N’-dimethylformamide (140 mL) and the mixture was stirred at 80 C for 6 hours. Further N-iodosuccinimide (7.80 g, 35 mmol) was added and the mixture was stirred at 60 C overnight. After cooling to room temperature, the solvent was evaporated under reduced pressure and the residue was partitioned between water and ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium thiosulphate, water and brine, dried (MgSO4) and concentrated. The residue was purified by flash chromatography (6:1 to 2:1 hexanes/ethyl acetate) to yield the title compound (6.80 g, 38%) as a beige solid. LRMS (m/z): 255 (M+1)+. 1H-NMR delta (CDCl3): 4.77 (brs, 2H), 6.63 (s, 1H), 8.34 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,14432-12-3, 4-Amino-2-chloropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Laboratorios Almirall, S.A.; EP2108641; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 4-Amino-2-chloropyridine

With the rapid development of chemical substances, we look forward to future research findings about 14432-12-3.

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 14432-12-3, name is 4-Amino-2-chloropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H5ClN2

To a ice-cooled solution of 4-amino-2-chloro-pyridine (8.09g, 63 mmol, 1eq) in water [(150ML)] was added concentrated 98% HCl whilst maintaining the reaction at [0C A] solution of sodium nitrite (5.65g, [82MMOL,] 1.3eq) in water [(50ML)] was added slowly [AT-10C.] The mixture was stirred at-10C [FOR 40 MIN] and a solution of potassium iodide (12.55g, 75. [6MMOL,] 1.2eq) in water [(50ML)] was added. The resulting mixture was stirred at [0C] overnight. After treatment with [NAOH] 35%, and extraction with ethyl acetate, the organic phases were combined and dried over [NA2SO4.] The solvent was removed under reduced pressure and the residue was purified by chromatography on silica gel (eluent : CH2CI2 then [CH2CL2/CH30H] 99/1) to give the title compound as an orange solid (9.5g, 63%) ;’H NMR (300 MHz, CDCl3) [6] : 7.99 (d, [1H),] 7.68 (s, 1H), 7.52 (d, 1H) ; (GC-MS) m/z: 239.

With the rapid development of chemical substances, we look forward to future research findings about 14432-12-3.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2004/13125; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 14432-12-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Adding a certain compound to certain chemical reactions, such as: 14432-12-3, 4-Amino-2-chloropyridine, 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, 14432-12-3, blongs to pyridine-derivatives compound. category: pyridine-derivatives

(a) Sodium azide (1.31 g) and ammonium chloride (1.07 g) were added to a solution of 4-amino-2-chloropyridine (2 g) in dimethylformamide (20 ml) and the mixture was stirred at 110 C. for 10 hours. After the insoluble material was filtered off, the filtrate was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography to give 1.83 g of 4-amino-2-azidopyridine, melting point 220 C. (decomposition). PMR(DMSO-d6 /TMS) delta: 6.55(2H, s), 6.67(1H,d,J=2 Hz), 6.76(1H, dd, J=2,8 Hz), 8.78(1H,d,J=8 Hz)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,14432-12-3, its application will become more common.

Reference:
Patent; Yoshitomi Pharmaceutical Industries, Ltd.; US5478838; (1995); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 4-Amino-2-chloropyridine

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. 14432-12-3, 4-Amino-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Electric Literature of 14432-12-3 ,Some common heterocyclic compound, 14432-12-3, molecular formula is C5H5ClN2, 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-Chloro-pyridin-4-ylamine 1b* (3.2 g, 0.025 mol) and sodium acetate (4.1 g, 0.05 mol) were stirred in acetic acid (20 ml). A solution of iodine monochloride (4.1 g, 0.025 mol) in acetic acid (10 ml) was added and the reaction mixture was heated to 70 C for approximately 3 h (NB: solution at -50 C, brown colour faded and precipitate formed as the reaction proceeded). The reaction mixture was cooled to room temperature, then poured onto water (700 ml), and extracted with EtOAc. The organic layer was carefully washed with a solution of Na2CO3 followed by a solution of Na2S2O3, dried over MgSO4 and concentrated in vacuo. The crude product was purified by column chromatography using 10% EtOAc in DCM to yield 2-chloro-5-iodo-pyridin-4-ylamine 2b* (2.60 g, 40%). 1H NMR (400 MHz, CDCl3) delta (ppm): 8.34 (1 H, s), 6.63 (1 H, s), 4.78 (2 H, s).

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. 14432-12-3, 4-Amino-2-chloropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MAX-PLANCK-GESELLSCHAFT ZUR FOeRDERUNG DER WISSENSCHAFTEN E.V.; ULLRICH, Axel; FALCENBERG, Mathias; WO2014/207260; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem