Category: 128071-75-0

Application of 128071-75-0, 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.128071-75-0, name is 2-Bromonicotinaldehyde, molecular formula is C6H4BrNO, molecular weight is 186.01, as common compound, the synthetic route is as follows.

General procedure: A mixture of the appropriate o-haloaldehyde (1 eq, 2.60mmol), methyl propargyl ether (1.2 eq, 3.12mmol), Pd(PPh3)2Cl2 (0.04 eq, 0.10mmol), CuI (0.075 eq, 0.19mmol), Et3N (1.5 eq, 3.90mmol), in dry DMF (12mL), was stirred under nitrogen atmosphere, at room temperature for 1h. The mixture was quenched with H2O and the product was extracted with Et2O. The combined organic layers were washed with water, brine, dried over Na2SO4, and evaporated. The crude product was purified by FC (petroleum ether/AcOEt 6:4).

Statistics shows that 128071-75-0 is playing an increasingly important role. we look forward to future research findings about 2-Bromonicotinaldehyde.

Reference:
Article; Dore, Antonio; Asproni, Battistina; Scampuddu, Alessia; Pinna, Gerard Aime; Christoffersen, Claus Tornby; Langgard, Morten; Kehler, Jan; European Journal of Medicinal Chemistry; vol. 84; (2014); p. 181 – 193;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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 128071-75-0, name is 2-Bromonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 128071-75-0

Wittig Reaction (8) (0263) Ethyl (triphenylphosphoranylidene) acetate (2.80 g, 8.17 mmol) was added to a solution of 2-bromonicotinaldehyde (1.0 g, 5.4 mmol) in dry DCM (dichloromethane) at 0 C. and stirred for 8 h at room temperature. The solvent was then evaporated under vacuum. The colorless oil was partitioned between ethylacetate and water. The organic layer was washed with water, brine and dried over Na2SO4. It was then filtered and evaporated to give an oil from which the title compound 8 was isolated by column chromatography (Si-gel, PE: EA=15:1). Yield: 1.3 g, 94%; State:colorless oil.

With the rapid development of chemical substances, we look forward to future research findings about 128071-75-0.

Reference:
Patent; The Florida State University Research Foundation, Inc.; Alabugin, Igor V.; Mondal, Sayantan; Mohamed, Rana K.; (60 pag.)US2016/347778; (2016); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 128071-75-0 ,Some common heterocyclic compound, 128071-75-0, molecular formula is C6H4BrNO, 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.

1. (2-Bromo-3-pyridyl)methanol; To a 2 L round bottom flask (fitted with stir bar, under nitrogen and at 0 C.) containing 2-bromo-3-pyridine-carboxaldehyde (22.15 g, 119.08 mmol) and methanol (200 mL), is added sodium borohydride (1.35 g, 35.72 mmol) in three portions. After 1 h at 0 C. water (200 mL) is added and the reaction is concentrated under reduced pressure to remove the methanol. The resulting residue is dissolved in ethyl acetate and washed with water (200 mL). The organic extraction is washed with brine, dried over magnesium sulfate, filtered and concentrated to afford 22 g of (2-bromo-3-pyridyl)methanol as a white solid. MS (m/z): 188 (M+1), 190 (M+3).

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. 128071-75-0, 2-Bromonicotinaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; US2011/118251; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 128071-75-0, 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.128071-75-0, name is 2-Bromonicotinaldehyde, molecular formula is C6H4BrNO, molecular weight is 186.01, as common compound, the synthetic route is as follows.

General procedure: To a solution of 2-bromobenzaldehyde (1a, 1 mmol) and 1H-pyrazol-5-amine (2a, 1.2 mmol) in DMF (5 mL) were added K2CO3 (2 mmol), CuI (0.2 mmol) and ethylenediamine(0.2 mmol). The mixture was stirred at 110 C until a complete conversion as indicated by TLC. It was cooled to room temperature and added with saturated brine, then extracted with ethyl acetate. The combined organic phase was concentrated under vacuum. The crude product was purified by columnchromatography eluting with petroleum ether/ethyl acetate (10:1) to give the desired product 3a. Products 3b-3ll were obtained in a similar manner.

Statistics shows that 128071-75-0 is playing an increasingly important role. we look forward to future research findings about 2-Bromonicotinaldehyde.

Reference:
Article; Gao, Lin; Song, Yunping; Zhang, Xinying; Guo, Shenghai; Fan, Xuesen; Tetrahedron Letters; vol. 55; 36; (2014); p. 4997 – 5002;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

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.128071-75-0, name is 2-Bromonicotinaldehyde, molecular formula is C6H4BrNO, molecular weight is 186.01, as common compound, the synthetic route is as follows.COA of Formula: C6H4BrNO

General procedure: In a 20 mL glass tube equipped with septa, the aldehyde, dry Na2SO4 (2.81 equiv) and triethylamine (2 equiv) were suspended in dry THF. Then, the hydroxylamine hydrochloride (2 equiv) was added. The mixture was stirred for 30 s, and then exposed to MWI (250 W) at 80 C during the time indicated for each compound. When the reaction was(TLC analysis), the reaction mixture was diluted with water, extracted with CH2Cl2, driedanhydrous sodium sulphate, filtered and the solvent was evaporated. The resultant solid was purified by column chromatography to give pure compounds.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,128071-75-0, 2-Bromonicotinaldehyde, and friends who are interested can also refer to it.

Reference:
Article; Samadi, Abdelouahid; Soriano, Elena; Revuelta, Julia; Valderas, Carolina; Chioua, Mourad; Garrido, Ignacio; Bartolome, Begona; Tomassolli, Isabelle; Ismaili, Lhassane; Gonzalez-Lafuente, Laura; Villarroya, Mercedes; Garcia, Antonio G.; Oset-Gasque, Maria J.; Marco-Contelles, Jose; Bioorganic and Medicinal Chemistry; vol. 19; 2; (2011); p. 951 – 960;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 128071-75-0, 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. 128071-75-0, name is 2-Bromonicotinaldehyde, molecular formula is C6H4BrNO, 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.

A 40 mL vial was charged with 6 mL of 1,4-dioxane and a stir bar. The mixture was degassed with nitrogen for 5 minutes. The vial was charged with 2-bromonicotinaldehyde (240 mg, 1.290 mmol), cyclopropylboronic acid (222 mg, 2.58 mmol), and cesium fluoride (588 mg, 3.87 mmol). The vial was degassed again with nitrogen. PdCl2dppf (53.1 mg, 0.065 mmol) was added and the reaction mixture was heated to 100 C. under nitrogen. Upon reaction completion, the mixture was cooled to room temperature. Ethyl acetate (30 mL) was added, and the mixture was stirred for 5 minutes, filtered over a pad of silica gel with ethyl acetate, concentrated, and purified via flash column chromatography (0 to 20% ethyl acetate in heptanes) to provide 2-cyclopropylnicotinaldehyde (170 mg, 1.155 mmol, 90% yield). 1H NMR (501 MHz, DMSO-d6) delta ppm 10.40 (s, 1H), 8.61 (dd, J=4.7, 1.8 Hz, 1H), 8.10 (dd, J=7.8, 1.9 Hz, 1H), 7.33 (dd, J=7.9, 4.8 Hz, 1H), 3.08 (tt, J=8.0, 4.7 Hz, 1H), 1.18-0.90 (m, 4H); MS (ESI+) m/z 148.0 (M+H)+.

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 128071-75-0, 2-Bromonicotinaldehyde.

Reference:
Patent; AbbVie S.a.r.l.; Galapagos NV; Altenbach, Robert J.; Bogdan, Andrew; Couty, Sylvain; De Lemos, Elsa; Desroy, Nicolas; Duthion, Beranger; Gfesser, Gregory A.; Greszler, Stephen N.; Housseman, Christopher Gaetan; Koenig, John R.; Kym, Philip R.; Liu, Bo; Scanio, Marc J.; Searle, Xenia; Wang, Xueqing; Yeung, Ming C.; Zhao, Gang; (263 pag.)US2018/99931; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

128071-75-0, 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. 128071-75-0, name is 2-Bromonicotinaldehyde, molecular formula is C6H4BrNO, 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.

2-Bromo-3-vinylpyridine. See Spivey, A. C.; Shukla, L.; Hayler, J. F. Org. Lett. 2007, 9, 891-894. Butyllithium (22.75 mL, 59.1 mmol) was added to the THF (450 mL) suspension of methyltriphenylphosphonium bromide (21.13 g, 59.1 mmol) at 0 C. The solution turned to orange and the reaction was lift to room temperature for 30 min before cooled it back to 0 C. 2-bromonicotinaldehyde (10 g, 53.8 mmol) in 50 mL THF was added through canula to the reaction solution. The precipitate was formed and the reaction was lift to room temperature. The color of the reaction turned to green, gray. After a while, the color of the reaction became orange again. The reaction was stirred at room temperature over weekend. The solvent was removed mostly via vacuum and the crude was partitioned between water and diethyl ether. The organic layer was separated and the aqueous layer was extract twice with diethyl ether. The diethyl ether layer was combined, dried (Na2SO4), filtered and concentrated. The product was obtained by flash column eluted with ethyl acetate in hexane (10%) as yellow oil (8.78 g, 89%). MS(ESI)[M+H+]=184.04; 1H NMR delta ppm (400 MHz, CHLOROFORM-d) 8.21-8.29 (m, 1H) 7.78 (dd, J=7.68, 1.89 Hz, 1H) 7.20-7.28 (m, 1H) 6.96 (dd, J=17.37, 11.08 Hz, 1H) 5.72 (d, J=17.37 Hz, 1H) 5.46 (d, J=11.08 Hz, 1H).

The chemical industry reduces the impact on the environment during synthesis 128071-75-0, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bristol-Myers Squibb Company; US2009/258866; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem