Analyzing the synthesis route of 6945-67-1

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Reference of 6945-67-1, Adding some certain compound to certain chemical reactions, such as: 6945-67-1, name is 2-Bromo-4-nitropyridine,molecular formula is C5H3BrN2O2, 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 6945-67-1.

The 2-bromo-4-nitropyridine (200mg, 0.99mmol),4-hydroxypiperidine (149.48mg, 1.48mmol) and cesium carbonate(642.02mg, 1.97mmol) placed in the reaction flask, add 20mL 1,4-Dioxane, react overnight at 100C. The reaction is over,Cool to room temperature, filter,The filtrate was concentrated and purified by column chromatography to obtain the title compound.

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Zhao Liwen; Wang Yazhou; Quan Xu; Liu Haixuan; Wang Xiaowei; Zhang Yan; Li Xue; Cao Chen; Guo Zhuang; Lv Kunzhi; Wang Hai; Zheng Guochuang; (126 pag.)CN111196804; (2020); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 6945-67-1

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 6945-67-1, 2-Bromo-4-nitropyridine.

Application of 6945-67-1, 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 6945-67-1, name is 2-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

The crude title compound from Step A above was dissolved in a mixture of degassed 1,4- dioxane (8.6 mL) and water (2 mL) in a microwave vial. Then [1 ,1 – bis(diphenylphosphino)ferrocene]dichloro-palladium(ll), complex with dichloromethane (0.034 g, 0.04 mmol), 2-bromo-4-nitropyridine (0.1 g, 0.49 mmol) and cesium carbonate (0.266 g, 0.82 mmol) were added and the reaction mixture was heated at ~115C in a sand- bath for 6 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (30 mL), the organic phase separated, dried over Na2S04, filtered and the solvents evaporated in vacuo. The dark residue was purified by chromatography on silica (25 g puriFlash, Interchim) using a Biotage Isolera system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 100/0) to afford a mixture of the title compound and byproducts (0.076 g). Step C (0435) The mixture of the title compound from Step B above and byproducts (0.076 g) was dissolved in dichloromethane (10 mL) and trifluoroacetic acid (2.4 mL) was added. The reaction mixture was stirred at room temperature for 6 hours and then methanol was added (10 mL). The solvents were evaporated in vacuo and the residue suspended in methanol (10 mL). The solvents were again evaporated in vacuo and the residue suspended in dichloromethane (4 mL). After the addition of triethylamine (2 mL, 14.4 mmol), di-tert-butyl dicarbonate (0.2 g, 0.86 mmol), and 4-(dimethylamino)-pyridine (0.0036 g, 0.028 mmol), the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (40 mL). The organic phase was separated, dried over Na2S0 , filtered and the solvents removed in vacuo. The residue was purified on silica (25 g puriFlash, Interchim) using a Biotage Isolera One purification system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 100/0) to afford the Comparative Example C9 (F-9) Precursor and the byproduct as ~1.1-mixture (0.0231 g, pale yellow solid). 1H-NMR (400 MHz, CDCI3) delta = 9.38 (d, 1 H), 9.35 (d, 1 H), 9,31 (s, 2Eta), 9.02 (d, 1 H), 8.76- 8.70 (m, 5H), 8.68 (d, 1 H), 8.55 (d, 1 H), 8.43-8.37 (m, 3H), 8.12 (dd, 1 H), 8.07 (dd, 1 H), 7.43 (d, 1 H), 7.41 (d, 1 H), 1.82 (s, 18H) (0436) MS (ESI): m/z = 291.94 [MH-Boc of the title compound]*, 170.04 [MH+-Boc of byproduct]*

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 6945-67-1, 2-Bromo-4-nitropyridine.

Reference:
Patent; AC IMMUNE S.A.; PIRAMAL IMAGING SA; KROTH, Heiko; MOLETTE, Jerome; DARMENCY, Vincent; SCHIEFERSTEIN, Hanno; MUeLLER, Andre; SCHMITT-WILLICH, Heribert; BERNDT, Mathias; ODEN, Felix; GABELLIERI, Emanuele; (93 pag.)WO2018/15549; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 6945-67-1

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 6945-67-1, 2-Bromo-4-nitropyridine.

Application of 6945-67-1, 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 6945-67-1, name is 2-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

The crude title compound from Step A above was dissolved in a mixture of degassed 1,4- dioxane (8.6 mL) and water (2 mL) in a microwave vial. Then [1 ,1 – bis(diphenylphosphino)ferrocene]dichloro-palladium(ll), complex with dichloromethane (0.034 g, 0.04 mmol), 2-bromo-4-nitropyridine (0.1 g, 0.49 mmol) and cesium carbonate (0.266 g, 0.82 mmol) were added and the reaction mixture was heated at ~115C in a sand- bath for 6 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (30 mL), the organic phase separated, dried over Na2S04, filtered and the solvents evaporated in vacuo. The dark residue was purified by chromatography on silica (25 g puriFlash, Interchim) using a Biotage Isolera system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 100/0) to afford a mixture of the title compound and byproducts (0.076 g). Step C (0435) The mixture of the title compound from Step B above and byproducts (0.076 g) was dissolved in dichloromethane (10 mL) and trifluoroacetic acid (2.4 mL) was added. The reaction mixture was stirred at room temperature for 6 hours and then methanol was added (10 mL). The solvents were evaporated in vacuo and the residue suspended in methanol (10 mL). The solvents were again evaporated in vacuo and the residue suspended in dichloromethane (4 mL). After the addition of triethylamine (2 mL, 14.4 mmol), di-tert-butyl dicarbonate (0.2 g, 0.86 mmol), and 4-(dimethylamino)-pyridine (0.0036 g, 0.028 mmol), the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate (100 mL) and water (40 mL). The organic phase was separated, dried over Na2S0 , filtered and the solvents removed in vacuo. The residue was purified on silica (25 g puriFlash, Interchim) using a Biotage Isolera One purification system employing an ethyl acetate/n-heptane gradient (5/95 -> 100/0 -> 100/0) to afford the Comparative Example C9 (F-9) Precursor and the byproduct as ~1.1-mixture (0.0231 g, pale yellow solid). 1H-NMR (400 MHz, CDCI3) delta = 9.38 (d, 1 H), 9.35 (d, 1 H), 9,31 (s, 2Eta), 9.02 (d, 1 H), 8.76- 8.70 (m, 5H), 8.68 (d, 1 H), 8.55 (d, 1 H), 8.43-8.37 (m, 3H), 8.12 (dd, 1 H), 8.07 (dd, 1 H), 7.43 (d, 1 H), 7.41 (d, 1 H), 1.82 (s, 18H) (0436) MS (ESI): m/z = 291.94 [MH-Boc of the title compound]*, 170.04 [MH+-Boc of byproduct]*

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 6945-67-1, 2-Bromo-4-nitropyridine.

Reference:
Patent; AC IMMUNE S.A.; PIRAMAL IMAGING SA; KROTH, Heiko; MOLETTE, Jerome; DARMENCY, Vincent; SCHIEFERSTEIN, Hanno; MUeLLER, Andre; SCHMITT-WILLICH, Heribert; BERNDT, Mathias; ODEN, Felix; GABELLIERI, Emanuele; (93 pag.)WO2018/15549; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 2-Bromo-4-nitropyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6945-67-1, 2-Bromo-4-nitropyridine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 6945-67-1, 2-Bromo-4-nitropyridine, 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, Computed Properties of C5H3BrN2O2, blongs to pyridine-derivatives compound. Computed Properties of C5H3BrN2O2

Preparation 35 To a suspension of 2-bromo-4-nitropyridine (1.0 g) in ethanol (5 ml) was added a solution of sodium ethoxide in ethanol (20%, 2 ml), and the resultant mixture was stirred at 85 C. for 1.5 hours. After cooling, the mixture was diluted with dichloromethane and washed with water and brine. The separated organic layer was dried over sodium sulfate and evaporated under reduced pressure to give 2-bromo-4-ethoxypyridine (927 mg). 1H-NMR (CDCl3): delta1.43(3H,t,J=7.0 Hz), 4.08(2H,q,J=7.0 Hz), 6.76(1H,dd,J=5.8 Hz,2.3 Hz), 6.98(1H,d,J=2.3 Hz), 8.15(1H,d,J=5.8 Hz)

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6945-67-1, 2-Bromo-4-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6521643; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

The important role of 2-Bromo-4-nitropyridine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6945-67-1, 2-Bromo-4-nitropyridine, 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.6945-67-1, name is 2-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.Product Details of 6945-67-1

The 2-[1-hydroxy-1-[4-(naphth-2-ylmethoxy)pyrid-2-yl]propyl]thiazole used as a starting material was obtained as follows: 2-Naphthylmethanol was reacted with 2-bromo-4-nitropyridine (Chem. Abstracts, 1951, 45, 9536) using the conditions described in the first paragraph of the portion of Example 4 which is concerned with the preparation of starting materials except that the reaction mixture was stirred at ambient temperature for 2 hours. There was thus obtained 2-bromo-4-(naphth-2-ylmethoxy)pyridine in 80% yield, m.p. 99-100 C.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,6945-67-1, 2-Bromo-4-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; ICI Pharma; Imperial Chemical Industries PLC; US5089513; (1992); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 2-Bromo-4-nitropyridine

The chemical industry reduces the impact on the environment during synthesis 6945-67-1, I believe this compound will play a more active role in future production and life.

Related Products of 6945-67-1, 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.6945-67-1, name is 2-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a mixture of 4-[[4-nitro-3-(trifluoromethyl)phenyl] amino]cyclohexan-l-ol (12 g, 39 mmol, 1.3 eq.) in N-dimethylformamide (100 mL), sodium hydride (1.9 g, 79 mmol, 2 eq.), and 2-bromo-4-nitropyridine (6.2 g, 31 mmol). The resulting solution was stirred for 1.5 hours at room temperature in an oil bath. The reaction was then quenched by the addition of 200 mL of water. The resulting solution was diluted with 200 mL of ethyl acetate. The resulting mixture was washed with water and then brine. The organic layer was dried over anhydrous sodium sulfate. The solids were filtered out and the solution was concentrated under vacuum to provide 10 g (56%) of aniline as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 6945-67-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERIAL INC.; LONG, Alan; WILKINSON, Douglas, Edward; (224 pag.)WO2016/118638; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 2-Bromo-4-nitropyridine

The chemical industry reduces the impact on the environment during synthesis 6945-67-1, I believe this compound will play a more active role in future production and life.

Related Products of 6945-67-1, 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.6945-67-1, name is 2-Bromo-4-nitropyridine, molecular formula is C5H3BrN2O2, molecular weight is 202.99, as common compound, the synthetic route is as follows.

Into a 250-mL 3-necked round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed a mixture of 4-[[4-nitro-3-(trifluoromethyl)phenyl] amino]cyclohexan-l-ol (12 g, 39 mmol, 1.3 eq.) in N-dimethylformamide (100 mL), sodium hydride (1.9 g, 79 mmol, 2 eq.), and 2-bromo-4-nitropyridine (6.2 g, 31 mmol). The resulting solution was stirred for 1.5 hours at room temperature in an oil bath. The reaction was then quenched by the addition of 200 mL of water. The resulting solution was diluted with 200 mL of ethyl acetate. The resulting mixture was washed with water and then brine. The organic layer was dried over anhydrous sodium sulfate. The solids were filtered out and the solution was concentrated under vacuum to provide 10 g (56%) of aniline as a yellow solid.

The chemical industry reduces the impact on the environment during synthesis 6945-67-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERIAL INC.; LONG, Alan; WILKINSON, Douglas, Edward; (224 pag.)WO2016/118638; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Simple exploration of 6945-67-1

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Related Products of 6945-67-1, Adding some certain compound to certain chemical reactions, such as: 6945-67-1, name is 2-Bromo-4-nitropyridine,molecular formula is C5H3BrN2O2, 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 6945-67-1.

Preparation 35 To a suspension of 2-bromo-4-nitropyridine (1.0 g) in ethanol (5 ml) was added a solution of sodium ethoxide in ethanol (20%, 2 ml), and the resultant mixture was stirred at 85 C. for 1.5 hours. After cooling, the mixture was diluted with dichloromethane and washed with water and brine. The separated organic layer was dried over sodium sulfate and evaporated under reduced pressure to give 2-bromo-4-ethoxypyridine (927 mg). 1H-NMR (CDCl3): delta1.43(3H,t,J=7.0 Hz), 4.08(2H,q,J=7.0 Hz), 6.76(1H,dd,J=5.8 Hz,2.3 Hz), 6.98(1H,d,J=2.3 Hz), 8.15(1H,d,J=5.8 Hz)

According to the analysis of related databases, 6945-67-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6521643; (2003); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 2-Bromo-4-nitropyridine

With the rapid development of chemical substances, we look forward to future research findings about 6945-67-1.

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 6945-67-1, name is 2-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C5H3BrN2O2

(Step 1) 4-Nitro-2-tetrahydropyran-4-yl-pyridine (0323) (0324) Zinc (19.2 g, 293 mmol) was heated at 210 C. for 10 minutes, cooled to 70 C., then heated to 210 C. again, and the resulting mixture was stirred for 10 minutes. The reaction mixture was cooled to room temperature, then a solution of N,N-dimethylformamide (100 ml) and dibromoethane (6.87 g, 33.6 mmol) in N,N-dimethylformamide (10.0 ml) was added thereto, and the resulting mixture was stirred at 90 C. for 30 minutes. The reaction mixture was cooled to room temperature, then trimethylsilyl chloride (800 mg, 7.30 mmol) was added thereto, and the resulting mixture was stirred at room temperature for 10 minutes. A solution of 4-iodine tetrahydropyran (10.4 g, 49.2 mmol) in N,N-dimethylformamide (60.0 ml) was added to the reaction liquid, and the resulting mixture was stirred at 35 C. for 90 minutes. This zinc derivative was added to a suspension of 2-bromo-4-nitro-pyridine (5.00 g, 24.6 mmol) and Pd(PPh3)2Cl2 (2.60 g, 3.70 mmol) in N,N-dimethylformamide (80.0 ml), and the resulting mixture was stirred in the presence of nitrogen gas at 90 C. for 2 hours. The reaction mixture was cooled to room temperature, then the reaction solution was filtered, and the obtained filtrate was diluted with water (600 ml) and extracted with ethyl acetate (200 ml×3). The extracts were combined, washed with a saturated saline solution, dried over anhydrous sodium sulfate, and then the solvent was removed under reduced pressure. The obtained residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate=10:1 to 5:1) to obtain the title compound (900 mg, 17%). (0325) 1H NMR (CDCl3, 400 MHz): delta 8.85 (d, J=5.6 Hz, 1H), 7.90-7.86 (m, 2H), 4.15-4.11 (m, 2H), 3.61-3.54 (m, 2H), 3.16-3.10 (m, 1H), 2.00-1.91 (m, 4H)

With the rapid development of chemical substances, we look forward to future research findings about 6945-67-1.

Reference:
Patent; Ajinomoto Co., Inc.; UENO, Hirokazu; YAMAMOTO, Takashi; MIYAZAWA, Tomoko; SHINKAI, Kenji; ARISAKA, Harumi; TAKANOHASHI, Toshiyuki; (122 pag.)US2016/244451; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New learning discoveries about 2-Bromo-4-nitropyridine

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 6945-67-1, 2-Bromo-4-nitropyridine.

Electric Literature of 6945-67-1, 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 6945-67-1, name is 2-Bromo-4-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

To a solution of sodium (480mg, 21mmol) dissolved in 1-propanol (45mL), was added 2-bromo-4-nitropyridine [(3.2g, 19.2mmol), J. Med. Chem. 46(7), 1273-1276; 2003] and the mixture was heated at 95C for 2 hours. The solvent was then evaporated under reduced pressure and the residue was suspended in chloroform and filtered. The filtrate was washed with water, dried over magnesium sulfate, and concentrated in vacuo to give an oily residue. The residue was distilled and title product was obtained during a temperature range of 145-150C, as a solid in 58% yield, 2.67g. 1H-NMR(CDCl3, 400MHz) delta: 0.70(t, 3H), 1.58(m, 2H), 3.95(t, 2H), 6.65(m, 1H), 6.83(d, 1H), 8.02(d, 1H) Micro analysis found (%); C(44.10), H(4.70), N(6.80); C8H10BrNO requires (%); C(44.50), H(4.70), N(6.50)

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 6945-67-1, 2-Bromo-4-nitropyridine.

Reference:
Patent; Pfizer Limited; EP1595881; (2005); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem