The origin of a common compound about 5-bromo-2-hydroxy-3-nitro-4-picoline

With the rapid development of chemical substances, we look forward to future research findings about 228410-90-0.

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 228410-90-0, name is 5-bromo-2-hydroxy-3-nitro-4-picoline. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Step 1. 5-Bromo-1,4-dimethyl-3-nitropyridin-2(1H)-one A solution of 5-bromo-4-methyl-3-nitropyridin-2-ol (15.00 g, 64.37 mmol) [Combi-Blocks, AN-1086] in N,N-dimethylformamide (250 mL) was treated with sodium hydride (3.09 g, 77.3 mmol) (60% dispersion on mineral oil) slowly and portionwise, and stirred at RT for 30 min. The reaction mixture was treated with methyl iodide (4.81 mL, 77.2 mmol) dropwise and stirred at RT for 3 h. LCMS indicated a clean peak for methylated product. The reaction mixture was poured over water/ice (?400 mL) and allowed to stir while the ice melted. The aqueous mixture was extracted with ethyl acetate. The organic layer was washed with water (3*) and brine, dried with magnesium sulfate, filtered, and concentrated to give the desired product (14.9 g, 93%) that was used without further purification. LCMS calculated for C7H8BrN2O3 (M+H)+: m/z=247.0, 249.0. found: 247.0, 248.9.

With the rapid development of chemical substances, we look forward to future research findings about 228410-90-0.

Reference:
Patent; INCYTE CORPORATION; Yue, Eddy W.; Combs, Andrew P.; Douty, Brent; US2015/148342; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Sources of common compounds: 228410-90-0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,228410-90-0, its application will become more common.

Electric Literature of 228410-90-0 ,Some common heterocyclic compound, 228410-90-0, molecular formula is C6H5BrN2O3, 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 solution of 5-bromo-4-methyl-3-nitropyridin-2-ol (24 g, 103 rnmol) in DMF (200 ml) was added K2CO3 (21.39 g, 155 mmol) and CH3I (21.86 g, 155 mmol). The reaction mixture was stirred at room temperature for 2h. The reaction mixture was poured into ice cold water, the solid formed was filtered and dried under vacuum to afford title compound as off white solid (23.5 g, 92 %). FontWeight=”Bold” FontSize=”10″ H NMR (400 MHz, DMSO-d6) delta 8.40 (s, 1H), 3.51 (s, 3H), 2.21 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,228410-90-0, its application will become more common.

Reference:
Patent; AURIGENE DISCOVERY TECHNOLOGIES LIMITED; BORUAH, Anima; CHITTY VENKATA, Srikanth; HOSAHALLI, Subramanya; PANIGRAHI, Sunil Kumar; WO2014/125408; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 5-bromo-2-hydroxy-3-nitro-4-picoline

The synthetic route of 228410-90-0 has been constantly updated, and we look forward to future research findings.

Related Products of 228410-90-0 , The common heterocyclic compound, 228410-90-0, name is 5-bromo-2-hydroxy-3-nitro-4-picoline, molecular formula is C6H5BrN2O3, 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.

Step 1. 5-Bromo-1,4-dimethyl-3-nitropyridin-2(1H)-one A solution of 5-bromo-4-methyl-3-nitropyridin-2-ol (15.00 g, 64.37 mmol) [Combi-Blocks, AN-1086] in N,N-dimethylformamide (250 mL) was treated with sodium hydride (3.09 g, 77.3 mmol) (60% dispersion on mineral oil) slowly and portionwise, and stirred at RT for 30 min. The reaction mixture was treated with methyl iodide (4.81 mL, 77.2 mmol) dropwise and stirred at RT for 3 h. LCMS indicated a clean peak for methylated product. The reaction mixture was poured over water/ice (?400 mL) and allowed to stir while the ice melted. The aqueous mixture was extracted with EA. The organic layer was washed with water (3*) and brine, dried with magnesium sulfate, filtered, and concentrated to give the desired product (14.9 g, 93%) that was used without further purification. LCMS calculated for C7H8BrN2O3 (M+H)+: m/z=247.0, 249.0. found: 247.0, 248.9.

The synthetic route of 228410-90-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Yue, Eddy W.; Combs, Andrew P.; Buesking, Andrew W.; US2015/148375; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem