Analyzing the synthesis route of 380380-64-3

With the rapid development of chemical substances, we look forward to future research findings about 380380-64-3.

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 380380-64-3, name is 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 380380-64-3

Under nitrogen protection, 5.44 g of 3-fluoro-4-bromophenylcarbamic acid benzyl ester, 67 mL of dioxane and 5.76 g of hexabutylditin are added,Dichlorobistriphenylphosphine palladium 0.93g. Stir at 10 C to 15 C for 2 hours to 3 hours, filter and wash with dioxane to obtain a tributyltin intermediate in dioxane solution.The dioxane solution of the tributyltin intermediate is stirred at 35 C to 45 C, and 2-methyl-5- (5-bromopyridin-2-yl) tetrazolium 4.23g, potassium phosphate 2.09g, tetrakis ( Triphenylphosphine) palladium 0.083g, heated to 75 C-85 C and stirred for 3 hours to 4 hours. After cooling, filter 6g of diatomaceous earth, add 40mL of ethyl acetate and 15% saline (the mass concentration refers to the mass of sodium chloride as a percentage of the total mass of saline), and separate the organic phase Dry, concentrate in vacuum (temperature 35 C- 65 C , pressure -0.08MPa -0.1MPa), add ethyl acetate 26mL, heat to 70 C-75 C , stir for 0.5 hours 1 hour, cool to 0 C- 10 C, stir 1 Hours to 2 hours, filtered, rinsed with ethyl acetate 12mL three times, the wet product was dried in a vacuum (pressure -0.01MPa ~ -0.1MPa) drying oven at 45 C to 55 C for 8 hours to 12 hours, to obtain an off-white solid as tedizolid phosphate intermediate II 2.91g, total yield 42.9%, HPLC purity 97.18%.

With the rapid development of chemical substances, we look forward to future research findings about 380380-64-3.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Chen Jian; Liu Zhenfeng; Ying Shuhuan; (16 pag.)CN110804038; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine

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 380380-64-3, 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine.

Related Products of 380380-64-3, 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. 380380-64-3, name is 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine, molecular formula is C7H6BrN5, 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.

Under the protection of nitrogen, add 17.7g of 2-methyl-5- (5-bromopyridin-2-yl) tetrazole, 27.7g of borate intermediate, 0.663g of tricyclohexylphosphine and 0.23L of dioxane Stir to dissolve; add a solution of potassium carbonate 175g in water 70mL at one time; add 0.88g of tris (dibenzylideneacetone) dipalladium, vacuum-nitrogen replacement three times, then heat the reaction to 70C, and keep the reaction for 1 hour, filter the reaction Liquid, rinse, add 15% saline solution to the mother liquor (the mass concentration refers to the mass of sodium chloride as a percentage of the total mass of saline solution) 100mL, separate layers, separate organic phase, and concentrate in vacuum (temperature 45 65 , pressure -0.08MPa -0.1MPa) to dry, the crude product is stirred in ethyl acetate 120mL) for 12 hours to 16 hours and filtered, and the wet product is dried in a vacuum (pressure -0.01MPa -0.1MPa) oven Dry at 45 C to 55 C for 8 hours to 12 hours to obtain 26.0 g of off-white solid as terdazolamide phosphate II, with a total yield of 55.1% (based on benzyl 3-fluoro-4-bromophenylcarbamate) ). HPLC purity 96.23%.

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 380380-64-3, 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Chen Jian; Liu Zhenfeng; Ying Shuhuan; (16 pag.)CN110804038; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 380380-64-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,380380-64-3, its application will become more common.

Reference of 380380-64-3 ,Some common heterocyclic compound, 380380-64-3, molecular formula is C7H6BrN5, 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 5 -L, three-neck, round-bottom flask was charged 4 (200.0 g, 0.833 mol) followed by 1,4-dioxane (3 L, 15 vol). Crude compound 6 (361.2 g, 1.249 mol, 1.5 equiv.), Pd2(dba)3 (11.44 g, 0.0125 g, 0.015 equiv.), and PCy3 (7.0 g, 0.025 mol, 0.03 equiv.) was charged and degassed with nitrogen for 30 minutes. A solution Of K2CO3 (195.7 g, 1.7 equiv.) in water (800 mL, 4 vol) was charged, and the reaction was heated to 70 0C. The reaction was complete after 1 hour with 0.5 area % of 4 remaining. The reaction was cooled to 50 0C, and Darco G-60 (40 g, 0.2 wt) was added and stirred for 30 minutes. Celite 545 (40 g, 0.2 wt) was charged and then the reaction was filtered through Celite 545 (100 g, 0.5 wt) wetted with water (300 mL). The hot filtration into the water from the Celite caused precipitation of the product. Tetrahydrofuran (1.2 L, 6 vol) and brine (600 mL, 3 vol) were added, and the product re-dissolved at room temperature. The phase split was accomplished cleanly (Vmax = 28 volumes). The dioxane was concentrated and ethanol (1 L, 5 vol) was added and concentrated. Then the product was reslurried in ethanol: water (4: 1, 2 L, 10 vol) at 700C, cooled to room temperature over 3 hours, filtered and washed with ethanol (2 x 400 mL). Compound 7 was isolated in 87% yield (292.6 g) with a purity of 97.7 % (AUC) by HPLC analysis. The 1H NMR and 19F NMR indicated the presence of one compound. Pd analysis showed 135 ppm Pd was in the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,380380-64-3, its application will become more common.

Reference:
Patent; TRIUS THERAPEUTICS; COSTELLO, Carrie, A.; SIMSON, Jaqueline, A.; DUGUID, Robert, J.; PHILLIPSON, Douglas; WO2010/42887; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 380380-64-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,380380-64-3, its application will become more common.

Reference of 380380-64-3 ,Some common heterocyclic compound, 380380-64-3, molecular formula is C7H6BrN5, 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 5 -L, three-neck, round-bottom flask was charged 4 (200.0 g, 0.833 mol) followed by 1,4-dioxane (3 L, 15 vol). Crude compound 6 (361.2 g, 1.249 mol, 1.5 equiv.), Pd2(dba)3 (11.44 g, 0.0125 g, 0.015 equiv.), and PCy3 (7.0 g, 0.025 mol, 0.03 equiv.) was charged and degassed with nitrogen for 30 minutes. A solution Of K2CO3 (195.7 g, 1.7 equiv.) in water (800 mL, 4 vol) was charged, and the reaction was heated to 70 0C. The reaction was complete after 1 hour with 0.5 area % of 4 remaining. The reaction was cooled to 50 0C, and Darco G-60 (40 g, 0.2 wt) was added and stirred for 30 minutes. Celite 545 (40 g, 0.2 wt) was charged and then the reaction was filtered through Celite 545 (100 g, 0.5 wt) wetted with water (300 mL). The hot filtration into the water from the Celite caused precipitation of the product. Tetrahydrofuran (1.2 L, 6 vol) and brine (600 mL, 3 vol) were added, and the product re-dissolved at room temperature. The phase split was accomplished cleanly (Vmax = 28 volumes). The dioxane was concentrated and ethanol (1 L, 5 vol) was added and concentrated. Then the product was reslurried in ethanol: water (4: 1, 2 L, 10 vol) at 700C, cooled to room temperature over 3 hours, filtered and washed with ethanol (2 x 400 mL). Compound 7 was isolated in 87% yield (292.6 g) with a purity of 97.7 % (AUC) by HPLC analysis. The 1H NMR and 19F NMR indicated the presence of one compound. Pd analysis showed 135 ppm Pd was in the product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,380380-64-3, its application will become more common.

Reference:
Patent; TRIUS THERAPEUTICS; COSTELLO, Carrie, A.; SIMSON, Jaqueline, A.; DUGUID, Robert, J.; PHILLIPSON, Douglas; WO2010/42887; (2010); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 380380-64-3

Statistics shows that 380380-64-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine.

Related Products of 380380-64-3, 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.380380-64-3, name is 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine, molecular formula is C7H6BrN5, molecular weight is 240.06, as common compound, the synthetic route is as follows.

Under nitrogen protection, to 35.3L of tetrahydrofuran was added 3-fluoro-4-bromophenylcarbamic acid benzyl ester 4.7Kg (14.5mol), stirred at 20 ~ 30 and added zinc powder 3.8Kg (58.1mol), 27.4 g (0.145 mol) of cobaltocene, stirred at 20 C. to 30 C. for 4 hours to 5 hours, filtered, and washed with 11.7 L of tetrahydrofuran to obtain a solution stored under nitrogen, which is a solution of terdazolamide intermediate III.The solution of teridazole amine phosphate intermediate III was stirred at 20 C to 30 C, and 2-methyl-5- (5-bromopyridin-2-yl) tetrazole 3.83Kg (15.95mol) and sodium carbonate 3.1Kg were added (29.2mol), tris (dibenzylideneacetone) dipalladium 26.5g (0.029mol), heated to 65 C to 70 C and stirred for 5 hours to 6 hours.After cooling, filter through 2.5Kg of diatomaceous earth, add 10L of tetrahydrofuran and 15% saline in mass concentration to the mother liquor (the mass concentration refers to the mass of sodium chloride as a percentage of the total mass of saline). After 4L, organic Separate the phases to dry, concentrate in vacuum (temperature 35 C- 55 C , pressure -0.08MPa -0.1MPa) to dryness, draw 30L of ethyl acetate, heat to 70 C- 75 C and stir for 0.5 hours to 1 hour, cool to Stir at 0 to 10 C for 1 to 2 hours, centrifuge, rinse three times with 3L of ethyl acetate, vacuum dry (vacuum degree -0.01MPa to -0.1MPa, temperature 45 C to 55 C) for 16 hours to obtain an off-white solid Tedizolid phosphate intermediate II 4.36kg, total yield 74.4%. HPLC purity 98.74%.

Statistics shows that 380380-64-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Chen Jian; Liu Zhenfeng; Ying Shuhuan; (16 pag.)CN110804038; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 380380-64-3

Statistics shows that 380380-64-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine.

Related Products of 380380-64-3, 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.380380-64-3, name is 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine, molecular formula is C7H6BrN5, molecular weight is 240.06, as common compound, the synthetic route is as follows.

Under nitrogen protection, to 35.3L of tetrahydrofuran was added 3-fluoro-4-bromophenylcarbamic acid benzyl ester 4.7Kg (14.5mol), stirred at 20 ~ 30 and added zinc powder 3.8Kg (58.1mol), 27.4 g (0.145 mol) of cobaltocene, stirred at 20 C. to 30 C. for 4 hours to 5 hours, filtered, and washed with 11.7 L of tetrahydrofuran to obtain a solution stored under nitrogen, which is a solution of terdazolamide intermediate III.The solution of teridazole amine phosphate intermediate III was stirred at 20 C to 30 C, and 2-methyl-5- (5-bromopyridin-2-yl) tetrazole 3.83Kg (15.95mol) and sodium carbonate 3.1Kg were added (29.2mol), tris (dibenzylideneacetone) dipalladium 26.5g (0.029mol), heated to 65 C to 70 C and stirred for 5 hours to 6 hours.After cooling, filter through 2.5Kg of diatomaceous earth, add 10L of tetrahydrofuran and 15% saline in mass concentration to the mother liquor (the mass concentration refers to the mass of sodium chloride as a percentage of the total mass of saline). After 4L, organic Separate the phases to dry, concentrate in vacuum (temperature 35 C- 55 C , pressure -0.08MPa -0.1MPa) to dryness, draw 30L of ethyl acetate, heat to 70 C- 75 C and stir for 0.5 hours to 1 hour, cool to Stir at 0 to 10 C for 1 to 2 hours, centrifuge, rinse three times with 3L of ethyl acetate, vacuum dry (vacuum degree -0.01MPa to -0.1MPa, temperature 45 C to 55 C) for 16 hours to obtain an off-white solid Tedizolid phosphate intermediate II 4.36kg, total yield 74.4%. HPLC purity 98.74%.

Statistics shows that 380380-64-3 is playing an increasingly important role. we look forward to future research findings about 5-Bromo-2-(2-methyl-2H-tetrazol-5-yl)pyridine.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Chen Jian; Liu Zhenfeng; Ying Shuhuan; (16 pag.)CN110804038; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem