Extracurricular laboratory: Synthetic route of 4282-47-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4282-47-7, 2-(4-Nitrophenyl)pyridine, 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.4282-47-7, name is 2-(4-Nitrophenyl)pyridine, molecular formula is C11H8N2O2, molecular weight is 200.1934, as common compound, the synthetic route is as follows.Recommanded Product: 2-(4-Nitrophenyl)pyridine

2-(4-Nitrophenyl)pyridine (1.10 g) and 10% Pd/C (300 mg) were dissolved suspended in 80 mL of an 8:1 solution of 30 mL of THF and 10 mL of ethanol under an atmosphere of dry N2. To this solution was added 1.0 mL of anhydrous hydrazine. The reaction mixture was stirred at room temperature overnight and then filtered. The filtrate was concentrated under vacuum. The residue was partitioned between dichloromethane and water and the organic layer was washed with brine, dried over MgSO4, filtered and concentrated under vacuum. The residue was purified via silica gel chromatography to give 653.3 mg of 4-(pyridin- 2-yl)benzenamine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4282-47-7, 2-(4-Nitrophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA, INC.; WO2007/130743; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 4282-47-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4282-47-7, 2-(4-Nitrophenyl)pyridine, 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.4282-47-7, name is 2-(4-Nitrophenyl)pyridine, molecular formula is C11H8N2O2, molecular weight is 200.1934, as common compound, the synthetic route is as follows.Recommanded Product: 2-(4-Nitrophenyl)pyridine

2-(4-Nitrophenyl)pyridine (1.10 g) and 10% Pd/C (300 mg) were dissolved suspended in 80 mL of an 8:1 solution of 30 mL of THF and 10 mL of ethanol under an atmosphere of dry N2. To this solution was added 1.0 mL of anhydrous hydrazine. The reaction mixture was stirred at room temperature overnight and then filtered. The filtrate was concentrated under vacuum. The residue was partitioned between dichloromethane and water and the organic layer was washed with brine, dried over MgSO4, filtered and concentrated under vacuum. The residue was purified via silica gel chromatography to give 653.3 mg of 4-(pyridin- 2-yl)benzenamine.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4282-47-7, 2-(4-Nitrophenyl)pyridine, and friends who are interested can also refer to it.

Reference:
Patent; ARRAY BIOPHARMA, INC.; WO2007/130743; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 2-(4-Nitrophenyl)pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4282-47-7, its application will become more common.

Application of 4282-47-7, 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 4282-47-7 as follows.

A solution of compound52(0.2 g, 1.03 mmol) in methanol (10 mL) was treated with 10% palladium on carbon (20 mg) and subjected to a hydrogen atmosphere. The mixture was stirred for a further 18 h and then filtered through a pad of Celite. The pad was washed with methanol (50 mL) and the combined filtrates evaporatedin vacuoto give the crude residue which was purified by flash chromatography on silica eluting withCH2Cl2-methanol-aqueous ammonia (95:4.5:0.5) to give amine53(0.15 g, 87%) as a brown solid; mp 89-92 C (lit mp 94-95 C); numax/cm-13333, 3210, 1606, 1586, 1519, 1294, 1181;deltaH(500 MHz, CDCl3) 8.62 (1 H, dt,J1.0, 5.0 Hz), 7.83 (2 H, d,J8.5 Hz), 7.68-7.61 (2 H, m), 7.11 (1 H, m) 6.75 (2 H, d,J8.5 Hz), 3.83 (2 H, br s);deltaC(125 MHz, CDCl3) 157.6, 149.5, 147.5, 136.6, 129.8, 128.1, 121.0, 119.4, 115.2;m/z(ESI) 171 ([M + H]+, 100).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4282-47-7, its application will become more common.

Reference:
Article; Beinat, Corinne; Reekie, Tristan; Banister, Samuel D.; O’Brien-Brown, James; Xie, Teresa; Olson, Thao T.; Xiao, Yingxian; Harvey, Andrew; O’Connor, Susan; Coles, Carolyn; Grishin, Anton; Kolesik, Peter; Tsanaktsidis, John; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 277 – 301;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 2-(4-Nitrophenyl)pyridine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4282-47-7, its application will become more common.

Application of 4282-47-7, 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 4282-47-7 as follows.

A solution of compound52(0.2 g, 1.03 mmol) in methanol (10 mL) was treated with 10% palladium on carbon (20 mg) and subjected to a hydrogen atmosphere. The mixture was stirred for a further 18 h and then filtered through a pad of Celite. The pad was washed with methanol (50 mL) and the combined filtrates evaporatedin vacuoto give the crude residue which was purified by flash chromatography on silica eluting withCH2Cl2-methanol-aqueous ammonia (95:4.5:0.5) to give amine53(0.15 g, 87%) as a brown solid; mp 89-92 C (lit mp 94-95 C); numax/cm-13333, 3210, 1606, 1586, 1519, 1294, 1181;deltaH(500 MHz, CDCl3) 8.62 (1 H, dt,J1.0, 5.0 Hz), 7.83 (2 H, d,J8.5 Hz), 7.68-7.61 (2 H, m), 7.11 (1 H, m) 6.75 (2 H, d,J8.5 Hz), 3.83 (2 H, br s);deltaC(125 MHz, CDCl3) 157.6, 149.5, 147.5, 136.6, 129.8, 128.1, 121.0, 119.4, 115.2;m/z(ESI) 171 ([M + H]+, 100).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,4282-47-7, its application will become more common.

Reference:
Article; Beinat, Corinne; Reekie, Tristan; Banister, Samuel D.; O’Brien-Brown, James; Xie, Teresa; Olson, Thao T.; Xiao, Yingxian; Harvey, Andrew; O’Connor, Susan; Coles, Carolyn; Grishin, Anton; Kolesik, Peter; Tsanaktsidis, John; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 95; (2015); p. 277 – 301;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem