Category: 15862-50-7

Adding a certain compound to certain chemical reactions, such as: 15862-50-7, 3-Bromo-2-methoxy-5-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, 15862-50-7, blongs to pyridine-derivatives compound. Formula: C6H5BrN2O3

2nd Step Pd(PPh3)4 (60 mg) and tributyl (1-ethoxyvinyl)tin were added to a DMAc (3 ml) solution containing 3-bromo-2-methoxy-5-nitropyridine (69 mg) obtained in the 1st step, followed by microwave irradiation (Initiator, 180 C., 10 minutes, 2.45 GHz, 0-240 W). Saturated sodium hydrogen carbonate was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure and the obtained residue was purified by silica gel chromatography (n-hexane:ethyl acetate=9:1 to 3:7). A light yellow solid of 1-(2-methoxy-5-nitropyridin-3-yl)ethanone (72 mg) was thus obtained. MS (ESI m/z): 197 (M+H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-50-7, its application will become more common.

Reference:
Patent; FUJIFILM Corporation; FUJIWARA, Hideyasu; MIZUMOTO, Shinsuke; KUBO, Yohei; NAKATA, Hiyoku; HAGIWARA, Shinji; BABA, Yasutaka; TAMURA, Takashi; KUNIYOSHI, Hidenobu; MASHIKO, Tomoyuki; YAMAMOTO, Mari; US2014/309225; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15862-50-7, 3-Bromo-2-methoxy-5-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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 3-bromo-2-methoxy-5-nitropyridine (30b; 5.56 g, 23.86 mmol), potassium trifluoro(vinyl)borate (6.39 g, 47.7 mmol), PdCl2Amphos2(0.338 g, 0.477 mmol), and potassium carbonate (35.8 mL, 71.6 mmol) in dioxane (119 mL) was stirred at 80 C for 30 min. The reaction mixture was then diluted with DCM (200 mL) and washed with saturated aqueous ammonium chloride (2×100 mL). The organic layer was separated, dried over sodium sulfate, filtered, and concentrated in vacuo to give 2-methoxy-5-nitro-3-vinylpyridine (4.90 g, 27.2 mmol, >99% yield) as a yellowish-tan solid.

The synthetic route of 15862-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lanman, Brian A.; Reed, Anthony B.; Cee, Victor J.; Hong, Fang-Tsao; Pettus, Liping H.; Wurz, Ryan P.; Andrews, Kristin L.; Jiang, Jian; McCarter, John D.; Mullady, Erin L.; San Miguel, Tisha; Subramanian, Raju; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Zalameda, Leeanne; Zhang, Nancy; Tasker, Andrew S.; Hughes, Paul E.; Norman, Mark H.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5630 – 5634;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 15862-50-7, 3-Bromo-2-methoxy-5-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, category: pyridine-derivatives, blongs to pyridine-derivatives compound. category: pyridine-derivatives

A mixture of 3-bromo-2-methoxy-5-nitropyridine (30b; 5.56 g, 23.86 mmol), potassium trifluoro(vinyl)borate (6.39 g, 47.7 mmol), PdCl2Amphos2(0.338 g, 0.477 mmol), and potassium carbonate (35.8 mL, 71.6 mmol) in dioxane (119 mL) was stirred at 80 C for 30 min. The reaction mixture was then diluted with DCM (200 mL) and washed with saturated aqueous ammonium chloride (2×100 mL). The organic layer was separated, dried over sodium sulfate, filtered, and concentrated in vacuo to give 2-methoxy-5-nitro-3-vinylpyridine (4.90 g, 27.2 mmol, >99% yield) as a yellowish-tan solid.

The synthetic route of 15862-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Lanman, Brian A.; Reed, Anthony B.; Cee, Victor J.; Hong, Fang-Tsao; Pettus, Liping H.; Wurz, Ryan P.; Andrews, Kristin L.; Jiang, Jian; McCarter, John D.; Mullady, Erin L.; San Miguel, Tisha; Subramanian, Raju; Wang, Ling; Whittington, Douglas A.; Wu, Tian; Zalameda, Leeanne; Zhang, Nancy; Tasker, Andrew S.; Hughes, Paul E.; Norman, Mark H.; Bioorganic and Medicinal Chemistry Letters; vol. 24; 24; (2014); p. 5630 – 5634;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine, the common compound, a new synthetic route is introduced below. Application In Synthesis of 3-Bromo-2-methoxy-5-nitropyridine

Example 1.1: Preparation of Intermediate 2-Methoxy-3-(2-methyl-2H~pyrazol-3-yl)-5- nitro-pyridine.To a suspension of 3-bromo-2-methoxy-5-nitrorhoyridine (986 mg, 4.23 mmol), 1- methyl-lH-pyrazol-5-ylboronic acid (1.55 g, 12.3 mmol), and CsCO3 (5.24 g, 16.1 mmol) in DME (80 mL) under argon was added Pd(PPh3),, (269 mg, 0.233 mmol). The reaction mixture was heated to 85C overnight, cooled to room temperature, and then diluted with water (250 mL) and extracted with ethyl acetate (250 mL). The organic layer was dried with MgSO4 and concentrated in vacuo. The resulting residue was purified by HPLC to afford 2-methoxy-3-(2- methyl-2H-pyrazol-3-yl)-5-nitro-pyridine as a beige solid (312 mg, 31%). LCMS m/z (%) = 235 (M+H, 100). 1H NMR (400 MHz, DMSO-d6) delta: 9.20 (d, J= 2.76 Hz, IH), 8.47 (d, J= 2.76 Hz, IH), 7.53 (d, J= 1.90 Hz3 IH), 6.48 (d, J= 1.87 Hz, IH), 4.05 (s3 3H), 3.72 (s, 3H).

The synthetic route of 15862-50-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2007/120600; (2007); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15862-50-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine. A new synthetic method of this compound is introduced below.

Step 2 Scheme 38:a bTo a solution of a ( 6.8 g , 29 mmol ) in 78 mL of EtOH and l OmL of H20 was added 0.8 mL of cone. HC1 and iron powder ( 49 g ,174 mmol ) with stirring. The resulting solution was heated at 80C under a nitrogen atmosphere for 3 hrs and cooled to room temperature. The reaction mixture was filtered and the filtrate was concentrated to afford b (5.1 g, 86%) as a brown-yellow residue, which was used directly to next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine, and friends who are interested can also refer to it.

Reference:
Patent; GENZYME CORPORATION; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; MASSACHUSETTS INSTITUTE OF TECHNOLOGY; MAZITSCHEK, Ralph; CLARDY, Jon, C.; WIRTH, Dyann; WIEGAND, Roger; URGAONKAR, Sameer; BANIECKI, Mary, Lynn; CORTESE, Joseph; CELATKA, Cassandra; XIANG, Yibin; SKERLJ, Renato; BOURQUE, Elyse, M.j.; WO2011/53697; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine, molecular formula is C6H5BrN2O3, 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. name: 3-Bromo-2-methoxy-5-nitropyridine

Under 2 atmosphere, to a suspension of 3-bromo-2-methoxy-5- nitropyridine (5.00 g, 21.5 mmol, 1.00 equiv) and 5% Rh/C (0.123 g, 0.30 mol% Rh) in THF (107 mL, 0.200 M) hydrazine monohydrate (1.56 g, 25.8 mmol, 1.20 equiv) was added dropwise. The reaction mixture was monitored via TLC using EtOAc : hexanes 1:1 (v/v) as an eluent 15 until the disappearance of the starting 3-bromo-2-methoxy-5- nitropyridine (R/ = 0.90 (EtOAc : hexanes 1:1 (v/v)) and the appearance of the hydroxylamine intermediate (Rf = 0.61 (EtOAc : hexanes 1:1 (v/v)). Subsequently, sodium bicarbonate (2.14 g, 25.8 mmol, 1.20 equiv) was added to the reaction mixture followed by a solution of 20 methyl chloroformate (2.42 g, 25.75 mmol, 1.20 equiv) in THF (6.58 mL, 0.200 M) via a syringe pump (at a rate of 10.0 mL/h) . After the addition was complete, the reaction mixture was filtered through a short pad of celite and the celite was washed with EtOAc. The organic layers were combined and concentrated in vacuo. The residue was 25 purified by chromatography on silica gel, eluting with EtOAc : hexanes (3:7 to 1:1 (v/v)), to afford the title compound as a slightly light yellow solid (3.82 g, 13.8 mmol, 64% yield). Ri = 0.54 (EtOAc: hexanes 1:1 (v/v) ) . NMR Spectroscopy: XH NMR (500 MHz, (CD3)2SO, 25 C, delta) : 10.60 (s, 1H) 8.29 (d, J= 2.44 Hz, 1H) 8.13 (d, J = 2.44 Hz, 1H) 3.93 (s, 3H) 3.74 (s, 3H) . 13C NMR (125 MHz, (CD3)2SO, 25 C, delta) : 156.97, 155.40, 138.89, 135.74, 134. 47, 105.44, 5 55.01, 53.67. Mass Spectrometry: HRMS (ESI-TOF) (m/z) : calcd for C8Hi0BrN2O4 ([M + H]+), 276.9818, found, 276.9821.

With the rapid development of chemical substances, we look forward to future research findings about 15862-50-7.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; NGAI, Ming-Yu; HOJCZYK, Katarzyna, N.; (214 pag.)WO2016/57931; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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. 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine, molecular formula is C6H5BrN2O3, 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. name: 3-Bromo-2-methoxy-5-nitropyridine

Under 2 atmosphere, to a suspension of 3-bromo-2-methoxy-5- nitropyridine (5.00 g, 21.5 mmol, 1.00 equiv) and 5% Rh/C (0.123 g, 0.30 mol% Rh) in THF (107 mL, 0.200 M) hydrazine monohydrate (1.56 g, 25.8 mmol, 1.20 equiv) was added dropwise. The reaction mixture was monitored via TLC using EtOAc : hexanes 1:1 (v/v) as an eluent 15 until the disappearance of the starting 3-bromo-2-methoxy-5- nitropyridine (R/ = 0.90 (EtOAc : hexanes 1:1 (v/v)) and the appearance of the hydroxylamine intermediate (Rf = 0.61 (EtOAc : hexanes 1:1 (v/v)). Subsequently, sodium bicarbonate (2.14 g, 25.8 mmol, 1.20 equiv) was added to the reaction mixture followed by a solution of 20 methyl chloroformate (2.42 g, 25.75 mmol, 1.20 equiv) in THF (6.58 mL, 0.200 M) via a syringe pump (at a rate of 10.0 mL/h) . After the addition was complete, the reaction mixture was filtered through a short pad of celite and the celite was washed with EtOAc. The organic layers were combined and concentrated in vacuo. The residue was 25 purified by chromatography on silica gel, eluting with EtOAc : hexanes (3:7 to 1:1 (v/v)), to afford the title compound as a slightly light yellow solid (3.82 g, 13.8 mmol, 64% yield). Ri = 0.54 (EtOAc: hexanes 1:1 (v/v) ) . NMR Spectroscopy: XH NMR (500 MHz, (CD3)2SO, 25 C, delta) : 10.60 (s, 1H) 8.29 (d, J= 2.44 Hz, 1H) 8.13 (d, J = 2.44 Hz, 1H) 3.93 (s, 3H) 3.74 (s, 3H) . 13C NMR (125 MHz, (CD3)2SO, 25 C, delta) : 156.97, 155.40, 138.89, 135.74, 134. 47, 105.44, 5 55.01, 53.67. Mass Spectrometry: HRMS (ESI-TOF) (m/z) : calcd for C8Hi0BrN2O4 ([M + H]+), 276.9818, found, 276.9821.

With the rapid development of chemical substances, we look forward to future research findings about 15862-50-7.

Reference:
Patent; THE RESEARCH FOUNDATION FOR THE STATE UNIVERSITY OF NEW YORK; NGAI, Ming-Yu; HOJCZYK, Katarzyna, N.; (214 pag.)WO2016/57931; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 15862-50-7, 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 15862-50-7 as follows.

Dioxane (10.4 L, 8 v), 1 (1.3 kg, 1.0 eq.), KOAc (1.65 kg, 3.0 eq.), and B2Pin2 (1.7 kg, 1.2 eq.) were charged into 20 L reactor. Nitrogen was bubbled into the solution to remove any excess oxygen for 1 hour at 20~30C. Pd(dppf)Cl2 (125.6 g, 0.03 eq.) was into the reactor into the mixture under nitrogen. The mixture was heated to 80~90C. Thehe reaction mixture stirred for 3 hours at until HPLC showed the reaction was completed. The reaction mixtiire was cooled to 20-30C and then filtered. The filtered cake was washed with dioxane (2.6 L, 2 v). The filtered solutions were combined and concentrated and then transferred to 20 L reactor. H2O2 (3.25 L, 2.5 v) was added at 20~50C, and the temperature was increased from 23 to 50C. The reaction misture was stirred for 30-60 min until HPLC showed the reaction was completed. H2O (6.5 L, 5 v) was added in to the mixture, and the mixture was extracted with DCM (13.0 L, 10 v) twice. The organic phase was collected and washed with 15% brine (6.5 L, 5 v) twice, and was then extracted with 15% Na2C03 (6.5 L, 5 L) twice. The aqueous phase was colleted and the pH value was ajdjusted 10-1 1 to 4-5 with 3M HC1. The aqueous phase was then extracted with EA (13.0 L, 10.0 v) twice. The organic phase was collected and concentrated to about dryness, and heptane (6.5 L, 5.0 v) was added to slurry for 1 hour at 20~30C. The slurry was filtered, and the filtered cake was washed with heptane (650 ml, 0.5 v), drid in oven at 30~40C for overnight to obtain 650.2 g product as brown solid with purity: 99.6%, yield: 67.8%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,15862-50-7, its application will become more common.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; DUNCAN, Kenneth William; MILLS, James Edward John; MUNCHHOF, Michael John; (301 pag.)WO2019/79540; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 15862-50-7, Adding some certain compound to certain chemical reactions, such as: 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine,molecular formula is C6H5BrN2O3, 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 15862-50-7.

Step 1) A mixture of 3-bromo-2-methoxy-5-nitropyridine (Intermediate 51, 25 g, 107.3 mmol), tributyl(l-ethoxyvinyl)stannane (43.5 mL, 130.3 mmol) and tetrakis(triphenylphosphine)palladium(0) (8.68 g, 7.51 mmol) in anhydrous DMAC (100 mL) was purged with N2 for 30 min and then heated at 120C for 3 h. After cooling to rt the mixture was poured into 1M aqueous HC1 (500 mL). The mixture was stirred overnight before saturated aqueous potassium sodium tartrate solution (800 mL) was added and the mixture was extracted with EtOAc (2 x 300 mL). The combined organic phases were dried (MgS04), filtered and concentrated in vacuo. Purification by gradient flash column chromatography eluting with 0-30% EtOAc in z’sohexane yielded a yellow solid, which was slurried in diethyl ether and filtered to afford l-(2-methoxy-5-nitropyridin-3-yl)ethanone (3.38 g, 17.2 mmol) as white solid. LCMS (Method 3): m/z 197 (ES+), at 1.09 min. (0387) 1H NMR: (400 MHz, DMSO-i) delta: 2.62 (s, 3H), 4.13 (s, 3H), 8.66 (d, J=2.8, 1H), 9.24 (d, J=2.8, 1H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 15862-50-7, 3-Bromo-2-methoxy-5-nitropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; HEPTARES THERAPEUTICS LIMITED; CHRISTOPHER, John Andrew; BUCKNELL, Sarah Joanne; CONGREVE, Miles Stuart; TEHAN, Benjamin Gerald; NONOO, Rebecca Helen; BROWN, Giles Albert; SWAIN, Nigel Alan; MILLS, Mark; (111 pag.)WO2019/86902; (2019); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 15862-50-7, 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 15862-50-7, name is 3-Bromo-2-methoxy-5-nitropyridine. This compound has unique chemical properties. The synthetic route is as follows.

Morpholine (54 mul), cesium carbonate (336 mg), Pd2(dba)3 (57 mg), and Xantphos (72 mg) were added to a 1,4-dioxane (3 ml) solution containing 3-bromo-2-methoxy-5-nitropyridine (96 mg) in a nitrogen atmosphere, followed by stirring at 100C for 10 hours. The reaction solution was adjusted to room temperature, and water was added, followed by extraction with ethyl acetate. The resultant was washed with saturated saline and dried over anhydrous sodium sulfate, and the solvent was distilled away under reduced pressure. The obtained residue was purified by silica gel chromatography (n-hexane : ethyl acetate = 4:1 to 2:1), and a yellow solid of 2-methoxy-3-morpholino-5-nitropyridine (54 mg) was thus obtained. MS (ESI m/z): 240 (M+H) RT (min): 1.21

According to the analysis of related databases, 15862-50-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FUJIFILM Corporation; FUJIWARA, Hideyasu; SATO, Kimihiko; MIZUMOTO, Shinsuke; SATO, Yuichiro; KURIHARA, Hideki; KUBO, Yohei; NAKATA, Hiyoku; BABA, Yasutaka; TAMURA, Takashi; KUNIYOSHI, Hidenobu; HAGIWARA, Shinji; YAMAMOTO, Mari; (630 pag.)EP2589592; (2018); B1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem