15862-34-7 | Pyridine-derivatives

9/24 News Extracurricular laboratory: Synthetic route of 15862-34-7

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, 15862-34-7, 5-Bromo-2-hydroxy-3-nitropyridine.

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. 15862-34-7, name is 5-Bromo-2-hydroxy-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C5H3BrN2O3

To a solution of 5-Bromo-3-nitro-pyridin-2-ol (10.0 g, 45.66 mmol) in 70 ml of toluene and 7 ml of DMF was added PBr3 (6.60 ml, 68.49 mmol) and the reaction mixture was heated at 12O0C for 20 min under nitrogen atmosphere. After the completion of the reaction mixture (TLC monitoring), water (100 mL) was added and extracted with ethyl acetate (3 x 200 mL). The combined organics was washed with water, brine, dried (Na2SO4), filtered and concentrated to get the desired product (10.30 g, 80.03%).

Reference:
Patent; PROLYSIS LTD; WO2007/107758; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extended knowledge of 5-Bromo-2-hydroxy-3-nitropyridine

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. 15862-34-7, name is 5-Bromo-2-hydroxy-3-nitropyridine. A new synthetic method of this compound is introduced below., HPLC of Formula: C5H3BrN2O3

Example 4N-(2-Methyl-3-(5-(5-(4-methylpiperazin-l-yl)pyridine-2-ylamino)-6-oxo-l,6- dihydropyridin-3-yl)phenyl)-4,5,6,7-tetrahydrobenzo[Z>]thiophene-2- carboxamide (19); 5-Bromo-2-methoxy-3-nitropyridine (15)[00197] In a 1 L, round-bottomed, single-necked flask equipped with a magnetic stirring bar was placed 5-bromo-3-nitropyridin-2-ol (50.0 g, 0.23 mol) in CHCl3 (500 mL) under nitrogen in the dark (wrapped in aluminum foil.) To this solution was added Ag2CO3 (75.5 g, 0.28 mol) and MeI (142.0 mL, 2.3 mol). After the mixture was stirred for 48 h at room temperature, it was filtered through a pad of Celite, washed with CH2Cl2, and concentrated. The crude mixture was purified by column chromatography (EtOAc:Hexane, 1:4) to give 24.0 g (45%) of 5-bromo-2- methoxy-3-nitropyridine (15) as a solid.

Reference:
Patent; CGI PHARMACEUTICALS, INC.; WO2008/33854; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Some tips on 15862-34-7

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. 15862-34-7, 5-Bromo-2-hydroxy-3-nitropyridine, other downstream synthetic routes, hurry up and to see.

Related Products of 15862-34-7, Adding some certain compound to certain chemical reactions, such as: 15862-34-7, name is 5-Bromo-2-hydroxy-3-nitropyridine,molecular formula is C5H3BrN2O3, 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 15862-34-7.

To a round-bottom flask charged with 5-Bromo-3-nitro-pyridin-2-ol (976 mg, 4.0 mmol) was added 6.0 mL of phosphoryl chloride, the resulting suspension was heated to 105 0C and kept for 12 hrs. Then the excess POCI3 was removed under reduced pressure, the residue then was dissolved in anhydrous 10 mL of DCM, 1 mL of 3-aminopropyl-1-ol was then added. The resulting mixture was stirred for 30 min., DCM was then removed under reduced pressure to give a oil residue which was stirred at 45 0C for 12 hrs. Then the reaction was quenched with water, extracted with ethyl acetate, washed with brine and dried over sodium sulfate. After removal of solvent, the residue was obtained as a yellow solid 3-(5-bromo-3-nitro-pyridin-2-ylamino)-propan-1-ol and was used for next step without further purification. 1H NMR (400 MHz, CDCI3) delta 1.90 (2H, m), 2.60 (1 H, br.), 3.71 (2H, m), 3.78 (2H, m), 8.42 (1 H, d, J = 2.4 Hz), 8.55 (1 H, d, J = 2.4 Hz); MS m/z (MH)+: 276, 278

Reference:
Patent; S*BIO PTE LTD; YU, Niefang; WO2006/101456; (2006); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Introduction of a new synthetic route about 5-Bromo-2-hydroxy-3-nitropyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-34-7, its application will become more common.

Reference of 15862-34-7 ,Some common heterocyclic compound, 15862-34-7, molecular formula is C5H3BrN2O3, 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.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-34-7, its application will become more common.

Reference:
Patent; PROLYSIS LTD; WO2007/107758; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 15862-34-7

N,N’-dimethylformamide (3 mL) was added to a mixture of 5-bromo-2-hydroxy-3-nitropyridine (16.54 g, 80 mmol) and thionyl chloride (43 mL) and the mixture was stirred and heated to reflux. After 1 hour, the solution was cooled and the solvent was evaporated. The mixture was co-evaporated with toluene to give a dark solid. Purification by flash chromatography (10:1 hexanes/ethyl acetate) gave the title compound (14.63 g, 82%) as a yellow solid. 1H-NMR delta (CDCl3): 8.38 (d, J=3.0 Hz, 1H), 8.70 (d, J=3.0 Hz, 1H).

Reference:
Patent; Laboratorios Almirall, S.A.; EP2113503; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Brief introduction of 15862-34-7

15862-34-7, 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. 15862-34-7, name is 5-Bromo-2-hydroxy-3-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Method B: to a suspension of 14 (5.0 g, 22.8 mmol) in anhydrous CH3Cl (50 mL) under N2 in the dark (wrapped in aluminum foil) was added Ag2CO3 (7.55 g, 28.0 mmol), followed by CH3I (14.2 mL, 230.0 mmol). After stirring at rt for 48 h, the reaction mixture was filtered through a pad of Celite, washed with abundant CH2Cl2, and concentrated in vacuo. The crude product was purified by silica gel column chromatography (10:1 hexanes/EtOAc) to afford 16 (1.86 g, 34%) as a pale yellow solid. The analytical data were same as aforementioned.

Reference:
Article; Wang, Min; Gao, Mingzhang; Miller, Kathy D.; Sledge, George W.; Zheng, Qi-Huang; Bioorganic and Medicinal Chemistry Letters; vol. 22; 4; (2012); p. 1569 – 1574;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem