Category: 77992-44-0

Electric Literature of 77992-44-0, 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 77992-44-0 as follows.

INTERMEDIATE 1N-(5-Bromopyridin-2-yl)-2-[2-(difluoromethoxy)phenyllacetohydrazideTo a stirred solution of 2-(difluoromethoxy)phenylacetic acid (3.0 g, 14.85 mmol) in DCM (10 mL) at 0C was added triethylamine (4.4 g, 44.5 mmol), followed by EDCI (3.4 g, 21.90 mmol). The reaction mixture was stirred at 0C for 30 minutes. 5-Bromo-2- hydrazinopyridine (3.07 g, 16.4 mmol) was added and the reaction mixture was stirred at room temperature for 12 h, then diluted with DCM. The organic layer was washed with H20 and brine, then concentrated in vacuo. The crude material obtained was triturated with pentane and Et20 to give the title compound (3.90 g, 70%), which was used for the next reaction without any further purification. deltaEta (400 MHz, DMSO-d6) 10.09-9.90 (m, 1H), 8.67-8.44 (m, 1H), 8.12 (d, 1H, J2.4 Hz), 7.66 (dd, 1H, J 9.0, 2.4 Hz), 7.41 (dd, 1H, J7.6, 1.8 Hz), 7.37-7.26 (m, 1H), 7.26-7.09 (m, 3H), 6.58 (d, 1H, J 8.9 Hz), 3.58 (s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,77992-44-0, its application will become more common.

Reference:
Patent; UCB BIOPHARMA SPRL; BROOKINGS, Daniel Christopher; JACKSON, Victoria Elizabeth; WO2015/86496; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 77992-44-0, 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 77992-44-0 as follows.

A mixture of [5-BROMO-PYRIDINE-2-YL-HYDRAZINE] (4.34 g, 23.1 [MMOL)] and isobutyryl chloride (21.8 mL, 0.208 mol) is [REFLUXED] gently for 3 hours. The mixture is cooled to room temperature. Hexane (22.0 mL) is added and the slurry is stirred at room temperature for 15 minutes and filtered. The cake is washed with hexane (3x) and dried in a vacuum-oven (30- [35C)] for 48 hours. The product (5.90 [G,] yield 92.3%) is obtained as an off-white powder. A biphasic mixture of the product (5.87 [G,] 21.2 [MMOL),] water (12.0 mL) and dichloromethane (18.0 mL) is cooled to 5-10 [C.] A [1N] aqueous solution of [NAOH] (21.5 mL) is added over a period of 10 minutes. The mixture is stirred in the bath for 15 minutes. The organic layer is isolated and the aqueous layer extracted with dichloromethane (2x). The combined organic extracts are washed with 1: 1 brine-water and dried [(MGS04). MOST] of the dichloromethane is removed in vacuo. Ethyl acetate (8.0 mL) is added. After removing about half of the solvents, hexane is added. The slurry is stirred in an ice-water bath for 2 hours and filtered. The cake is washed with 9: 1 hexane-Ethyl acetate (3x) and dried in a vacuum-oven [(30-35C)] for 18 hours. The title compound may be obtained as a sandy tan powder (4.72g, 92.5%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,77992-44-0, its application will become more common.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/20440; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 77992-44-0, 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. 77992-44-0, name is (5-Bromopyridin-2-yl)hydrazine. A new synthetic method of this compound is introduced below.

A mixture of 369 mg (1.3 mmol) of the compound from Example 44A, 250 mg (1.3 mmol) of the compound from Example 10A and 46 mg (0.3 mmol) p-toluenesulfonic acid in 5 ml THF is reacted in a single mode microwave (Emrys Optimizer) at 170 C. for 30 min. After addition of 2 ml formic acid to the reaction solution, the solid which has precipitated out is filtered off, stirred with 3 ml of a 4 N solution of hydrogen chloride in dioxane, filtered off again, washed first with acetonitrile and then with diethyl ether and dried in vacuo.Yield: 163 mg (30% of th.)LC-MS (Method 10): Rt=1.06 min; MS (ESIpos): m/z=374 [M+H]+;1H-NMR (400 MHz, DMSO-d6): delta=8.65 (s, 1H), 8.45 (s, 1H), 8.38-8.23 (m, 2H), 8.19 (s, 1H), 8.15 (s, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,77992-44-0, (5-Bromopyridin-2-yl)hydrazine, and friends who are interested can also refer to it.

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; US2010/305085; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 77992-44-0, Adding some certain compound to certain chemical reactions, such as: 77992-44-0, name is (5-Bromopyridin-2-yl)hydrazine,molecular formula is C5H6BrN3, 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 77992-44-0.

5-(methoxycarbonyl)-2-methylbenzoic acid (1.03 g, 5.32 mmol) was dissolved in 20 ml of 1 ,4-dioxane, followed by the dropwise addition of oxalyl chloride (0.464 ml, 5.32 mmol). The mixture was stirred at room temperature for 2 hours. The solution was then added dropwise to a suspension of 5-bromo-2-hydrazinopyridine (1.0 g, 5.3 mmol) in diisopropylethylamine (1.85 ml, 10.6 mmol) and 5 ml of dioxane at 0 0C. After 15 minutes, phosphorus oxychloride (0.974 ml, 10.6 mmol) was added and the reaction stirred at 100 0C overnight. The reaction was cooled, evaporated to about half the solvent volume and quenched with 100 ml of a NaHCO3 solution. The reaction mixture was extracted 2 times with 100 ml of ethyl acetate and the combined organic layers were washed with 100 ml of a NH4CI solution and 100 ml of brine, dried over MgSO4 and evaporated. The resulting residue was purified using silica gel chromatography to obtain a dark oil. The oil was triturated with 20 ml of ether and the resulting solid was dried in vacuo to give a tan solid (450 mg, 24% yield). 1H NMR (400 MHz, DMF-d?) delta 8.59 (s, 1 H), 8.19 (d, J= 1.5 Hz1 1H), 8.11 (dd, J= 8.1 , 1.7 Hz, 1 H), 7.89 (d, J= 9.4 Hz 1 H), 7.66 (d, J= 8.1 Hz, 1 H), 7.59 (dd, J= 9.7, 1.6 Hz, 1H), 3.90 (s, 3H), 2.32 (s, 3H); LC/MS, tr = 2.07 minutes (5 to 95% acetonitrile/water over 5 minutes at 1 ml/min, at 254 nm, at 50 0C), ES-MS m/z 346 (M+H). ES- HRMS m/z 346.0212 (M+H calcd for C15H13BrN3O2 requires 346.0186).

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. 77992-44-0, (5-Bromopyridin-2-yl)hydrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMACIA & UPJOHN COMPANY LLC; WO2006/18735; (2006); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 77992-44-0, name is (5-Bromopyridin-2-yl)hydrazine. This compound has unique chemical properties. The synthetic route is as follows. Recommanded Product: 77992-44-0

General procedure: A mixture of 2-hydrazinylpyridine (0.5 mmol), imidazolium chloride (0.05 mmol) in DMF (2.0 mL) was stirred at 153 for 3-16 hours. The reaction was monitored by TLC. Upon completion, DMF was removed by rotary evaporator and the residue was applied for purification by flash column chromatography on silica gel to afford the desired product.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 77992-44-0, (5-Bromopyridin-2-yl)hydrazine.

Reference:
Article; Liu, Lingfeng; Qiao, Chunhua; Shen, Bei; Xu, Yiwen; Tetrahedron Letters; (2020);,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 77992-44-0, 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 77992-44-0, name is (5-Bromopyridin-2-yl)hydrazine. This compound has unique chemical properties. The synthetic route is as follows.

5-Bromo-2-hydrazinylpyridine (2.00 g, 10.6 mmol) in THF (20 mL) was treated with CDI (2.59 g, 15.9 mmol) at rt and then stirred at reflux overnight. The reaction was diluted with water (50 mL) and extracted in EtOAc (2*50 mL). The combined organic layers were washed with brine (50 mL), dried with Na2SO4, and concentrated to give 6-bromo-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one (1.50 g, 67%); ESI+ve 213.85 [M+1].

According to the analysis of related databases, 77992-44-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; FLATLEY DISCOVERY LAB; Cole, Bridget M.; Nugent, Richard A.; Smith, JR., Paul T.; (82 pag.)US2016/96835; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 77992-44-0 , The common heterocyclic compound, 77992-44-0, name is (5-Bromopyridin-2-yl)hydrazine, molecular formula is C5H6BrN3, 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.

A mixture of [5-BROMO-PYRIDIN-2-YL-HYDRAZINE] (4.34 g, 23.1 [MMOL)] and isobutyryl chloride (21.8 mL, 0.208 mol) is refluxed gently for 3 hours. The mixture is then cooled to room temperature. Hexane (22.0 mL) is added and the resulting slurry stirred at room temperature for 15 minutes and filtered. The filtrate cake is washed with hexane (3x) and dried in a vacuum-oven (30-35 [C)] for 48 hours. The product (5.90 g, yield 92.3%) may be obtained as an off-white powder. A biphasic mixture of the product (5.87 g, 21.2 [MMOL),] water (12.0 mL) and dichloromethane (18.0 mL) is cooled to 5 to [10 C.] A 1N aqueous solution of [NAOH] (21.5 mL) is added over a period of 10 minutes. The mixture is stirred in the bath for 15 minutes. The organic layer is isolated and the aqueous layer extracted with [DICHLOROMETHANE] (2x). The combined organic extracts are washed with 1: 1 brine-water and dried [(MGS04).] Most of the [DICHLOROMETHANE] is removed in vacuo. Ethyl acetate (8.0 mL) is added. After removing about half of the solvent, hexane (32.0 mL) is added. The slurry is stirred in an ice-water bath for 2 hours and filtered. The cake is washed with 9: 1 hexane-ethyl acetate (3x) and dried in a vacuum-oven (30-35 [C)] for 18 hours. The title compound may be obtained as a sandy tan powder (4. 72g, 92.5%).

The synthetic route of 77992-44-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/20440; (2004); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem