Sources of common compounds: 6-Chloro-5-nitro-2-picoline

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 56057-19-3, name is 6-Chloro-5-nitro-2-picoline, the common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Chloro-5-nitro-2-picoline

Method B applied to 2-chloro-6-methyl-3-nitropyridine (86 mg, 0.5 mmol) and 5-phenylcarbamoyl-pentanoic acid methyl ester (141 mg, 0.6 mmol) afforded the title compound as viscous oil (61 mg, 38%). 1H NMR (DMSO) delta 1.52-1.73 (m, 4 H), 2.22 (t, J = 6.8 Hz, 2 H), 2.48 (s, 3 H), 2.75 (t, J = 6.8 Hz, 2 H), 3.53 (s, 3 H), 7.13 (d, J = 8.0 Hz), 7.47-7.63 (m, 5 H), 7.93 (d, J = 8.0 Hz).

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; sanofi-aventis; EP1878724; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 6-Chloro-5-nitro-2-picoline

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Related Products of 56057-19-3 , The common heterocyclic compound, 56057-19-3, name is 6-Chloro-5-nitro-2-picoline, molecular formula is C6H5ClN2O2, 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.

C. 2-Phenyl-5-nitro-6-methylpyridine A mixture of Compound B and 2-chloro-3-nitro-6-methylpyridine (0.42 g, 2.40 mmol) in THF (10 mL) was degassed with nitrogen. Tetrakistriphenylphosphine palladium (28 mg, 0.024 mmol) was added and the mixture was stirred 30 minutes. 25 Phenylboronic acid (0.44 g, 3.6 mmol) and 2M Na2 CO3 (1.8 mL) were added and the mixture was heated at 75 C. for 17 hours and stirred at room temperature for 48 hours. Methylene chloride was added and the mixture was filtered through celite and partitioned. The mixture was washed with saturated aqueous NaHCO3, dried (magnesium sulfate), filtered and evaporated to afford 0.77 g of brown solid. Flash chromatography (silica, 10% ethyl acetate/hexanes) afforded 0.37 g of Compound C (72%) as an off white solid and 0.05 g of 2-phenyl-3-nitro-6-methylpyridine (10%) as an oil.

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US6011029; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 6-Chloro-5-nitro-2-picoline

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Related Products of 56057-19-3 , The common heterocyclic compound, 56057-19-3, name is 6-Chloro-5-nitro-2-picoline, molecular formula is C6H5ClN2O2, 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.

C. 2-Phenyl-5-nitro-6-methylpyridine A mixture of Compound B and 2-chloro-3-nitro-6-methylpyridine (0.42 g, 2.40 mmol) in THF (10 mL) was degassed with nitrogen. Tetrakistriphenylphosphine palladium (28 mg, 0.024 mmol) was added and the mixture was stirred 30 minutes. 25 Phenylboronic acid (0.44 g, 3.6 mmol) and 2M Na2 CO3 (1.8 mL) were added and the mixture was heated at 75 C. for 17 hours and stirred at room temperature for 48 hours. Methylene chloride was added and the mixture was filtered through celite and partitioned. The mixture was washed with saturated aqueous NaHCO3, dried (magnesium sulfate), filtered and evaporated to afford 0.77 g of brown solid. Flash chromatography (silica, 10% ethyl acetate/hexanes) afforded 0.37 g of Compound C (72%) as an off white solid and 0.05 g of 2-phenyl-3-nitro-6-methylpyridine (10%) as an oil.

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US6011029; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 6-Chloro-5-nitro-2-picoline

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Related Products of 56057-19-3 , The common heterocyclic compound, 56057-19-3, name is 6-Chloro-5-nitro-2-picoline, molecular formula is C6H5ClN2O2, 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.

C. 2-Phenyl-5-nitro-6-methylpyridine A mixture of Compound B and 2-chloro-3-nitro-6-methylpyridine (0.42 g, 2.40 mmol) in THF (10 mL) was degassed with nitrogen. Tetrakistriphenylphosphine palladium (28 mg, 0.024 mmol) was added and the mixture was stirred 30 minutes. 25 Phenylboronic acid (0.44 g, 3.6 mmol) and 2M Na2 CO3 (1.8 mL) were added and the mixture was heated at 75 C. for 17 hours and stirred at room temperature for 48 hours. Methylene chloride was added and the mixture was filtered through celite and partitioned. The mixture was washed with saturated aqueous NaHCO3, dried (magnesium sulfate), filtered and evaporated to afford 0.77 g of brown solid. Flash chromatography (silica, 10% ethyl acetate/hexanes) afforded 0.37 g of Compound C (72%) as an off white solid and 0.05 g of 2-phenyl-3-nitro-6-methylpyridine (10%) as an oil.

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US6011029; (2000); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 56057-19-3

According to the analysis of related databases, 56057-19-3, the application of this compound in the production field has become more and more popular.

Electric Literature of 56057-19-3, Adding some certain compound to certain chemical reactions, such as: 56057-19-3, name is 6-Chloro-5-nitro-2-picoline,molecular formula is C6H5ClN2O2, 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 56057-19-3.

EXAMPLE P1 Preparation of 7-chloro-5-methyl-1H-pyrrolo[2,3-c]pyridine (P1.1) Vinylmagnesium bromide solution (1 M in THF, 111 mL, 111 mmol) was added dropwise at -78 C. to a solution of 2-chloro-3-nitro-6-picoline (6.19 g, 35.2 mmol) in THF (200 mL). The dry ice cooling bath was replaced by an ice/NaCl cooling bath, and the reaction mixture was allowed to reach RT over 18 h, then the reaction mixture was carefully treated with 20% aq. ammonium chloride solution (210 mL). The reaction mixture was extracted with ethyl acetate, the organic layer was dried (MgSO4), and evaporated. Chromatography of the residue (SiO2, heptane/ethyl acetate gradient) afforded the title compound (2.58 g, 44%). Orange solid, MS (EI) 166.1 (100, M+).

According to the analysis of related databases, 56057-19-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Kuehne, Holger; Luebbers, Thomas; Mattei, Patrizio; Maugeais, Cyrille; Pflieger, Philippe; Scalone, Michelangelo; US2007/185154; (2007); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 56057-19-3

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Adding a certain compound to certain chemical reactions, such as: 56057-19-3, 6-Chloro-5-nitro-2-picoline, 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, Product Details of 56057-19-3, blongs to pyridine-derivatives compound. Product Details of 56057-19-3

Step 1 2-Chloro-3-nitro-6-picoline-N-oxide 2-Chloro-3-nitro-6-picoline (2 g, 11.6 mmol) was added to an ice cooled mixture of trifluoroacetic acid (6 mL) and 30% peracetic acid in acetic acid (6 mL). The mixture was allowed to warm to room temperature over 30 minutes and was heated in a 60 C. oil bath for 5 hours. The mixture was partitioned between methylene chloride (100 mL) and water (50 mL). The pH was adjusted to 8 with 2.5 N sodium hydroxide and the aqueous layer was extracted with more methylene chloride (2*50 mL). The combined methylene chloride layers were dried with magnesium sulfate, filtered and evaporated to give the title compound as a white solid (1.6g). 1 H NMR (CDCl3, 300 MHz) delta2.62(s, Me), 7.35 (d, ArH), 7.66 (d, ArH).

The synthetic route of 56057-19-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5498777; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem