Category: 76469-41-5

Adding a certain compound to certain chemical reactions, such as: 76469-41-5, 2,3,5-Trifluoropyridine, 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, Product Details of 76469-41-5, blongs to pyridine-derivatives compound. Product Details of 76469-41-5

Example 1 Compound 1 4-(teri-butyldimethylsilyl)-2,3,5-trifluoropyridineA solution of diisopropylamine (98.85 g, 136.9 mL, 976.9 mmol) in THF (1.350 L) was cooled to -65C. n-BuLi (2.5 M in hexanes) (375.8 mL of 2.5 M, 939.4 mmol) was added dropwise via cannula over lh at such a rate as to maintain reaction temperature below -60C. Once the addition was complete the cooling bath was removed and the reaction mixture was allowed to warm up to 0C. The reaction mixture was stirred for 15 min at 0C, then re-cooled to -78C. 2,3,5-trifluoropyridine (100 g, 751.5 mmol) was added dropwise via cannula over 20 min at such a rate to maintain the reaction temperature below -69C. The reaction mixture was stirred for 45 min at -78C during which time the solution turned orange brown. A solution of tert-butyl- chloro-dimethyl-silane (147.2 g, 976.9 mmol) in THF (150 mL) was then added via cannula over 30 min. The reaction mixture was stirred at -78 C for 90 minutes during which time the solution darkened. Lc/Ms after this time indicated that the reaction was complete. A saturated ammonium chloride solution (300ml) was then added and mixture was allowed to warm up to RT. The reaction mixture was diluted with water (100 ml) and extracted with EtOAc (1.5L then 2 x 500ml). The combined organics were washed with saturated NaHCO (500ml) and brine (400 ml). The crude mixture was partially concentrated in vacuo, dried over magnesium sulfate, filtered and concentrated in vacuo to an oil. The crude was purified by flash chromatography (CombiFlash Companion XL, 1.5kg column, 0-20% ethyl acetate in petroleum ether). This afforded the title compound as a colourless oil (136.2 g, 73%); XH NMR (CDC13) 0.34 (6H, s), 0.89 (9H, s), 7.73 (1H, s); MS ES(+) 248.25 (M+l).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,76469-41-5, 2,3,5-Trifluoropyridine, and friends who are interested can also refer to it.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; JIMENEZ, Juan-Miguel; GOLEC, Julian, M.C.; SETTIMO, Luca; FRAYSSE, Damien; BRENCHLEY, Guy; BOYALL, Dean; TWIN, Heather; YOUNG, Stephen; MILLER, Andrew, W.; DAVIS, Christopher, John; WO2011/94283; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 76469-41-5, 2,3,5-Trifluoropyridine, 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, 76469-41-5, blongs to pyridine-derivatives compound. Formula: C5H2F3N

A mixture of 2, 3, 5-trifluoropyridine (5.0 g, 37.6 mmol, 1.0 equiv) and 1, 3-dimethyl propanedioate (7.4 g, 56.0 mmol, 1.5 equiv) and Cs 2CO 3 (24.5 g, 75.2 mmol, 2.0 equiv) in DMSO (100.0 mL) was stirred for 10 hours at 100C under nitrogen atmosphere. The resulting mixture was extracted with EtOAc (4 x 50 mL). The combined organic layers were washed with H2O (3 x 50 mL), dried over anhydrous Na 2SO 4. After filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography, eluted with PE/EtOAc (20: 1) to afford 1, 3-dimethyl 2- (3, 5-difluoropyridin-2-yl) propanedioate (8.1 g, 79.13%) as a yellow oil. LCMS: m/z (ESI), [M+H] + = 246.2.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,76469-41-5, its application will become more common.

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD.; ZENG, Qingbei; QI, Changhe; TSUI, Honchung; YANG, Zhenfan; ZHANG, Xiaolin; (206 pag.)WO2020/52631; (2020); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 76469-41-5, 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. 76469-41-5, name is 2,3,5-Trifluoropyridine, molecular formula is C5H2F3N, 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.

EXAMPLE 1(R)-(trans-(1-carbamoyl-4-adamantyl)) 3-(3,5-difluoropyridin-2-yloxy)pyrrolidine-1- carboxylateStep 1; To a stirred solution of (R)-tert-butyl 3-hydroxypyrrolidine-1-carboxylate(1.1O g, 5.89 mmol) and 2,3,5-trifluoropyridine (0.86 g, 6.48 mmol) in dry THF (20 ml.) and dry DMF (4 ml_), at rt was added 60% NaH in oil (0.35 g, 8.84 mmol). The mixture was stirred in a 40 0C oil bath overnight, cooled to rt, diluted with ether (175 ml_), washed with water (25 mL) and brine (25 ml_), and dried over Na2SO4.Removal of the solvent left a dark oil (1.94 g) which was purified by chromatography on a 40-g silica cartridge eluted with a 0 – 100% EtOAc in hexanes gradient to afford (R)-tert-butyl 3-(3,5-difluoropyridin-2-yloxy)pyrrolidine-1- carboxylate (0.83 g, 47%). LC-MS Method 1 tR = 1.85 min, m/z = 301.

According to the analysis of related databases, 76469-41-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VITAE PHARMACEUTICALS, INC.; CLAREMON, David, A.; LEFTHERIS, Katerina; SINGH, Suresh, B.; TICE, Colin, M.; YE, Yuanjie; ZHUANG, Linghang; WO2010/141424; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Related Products of 76469-41-5 ,Some common heterocyclic compound, 76469-41-5, molecular formula is C5H2F3N, 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.

6.65 g of the compound obtained in Step 3 and 4.6 ml of hydrazine monohydrate were added to 100 ml of n-propanol. The resulting mixture was refluxed for 6 hours, and distilled under a reduced pressure to remove the solvent. The residue thus obtained was dissolved in 80 ml of chloromethane, washed with water, and dried over anhydrous magnesium sulfate. The resulting organic layer was concentrated under a reduced pressure to obtain 6.20 g (yield: 85.6%) of the title compound.

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. 76469-41-5, 2,3,5-Trifluoropyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Park, Tae-Ho; Zhao, Long-Xuan; Lee, Sang-Ho; US2006/47124; (2006); A1;,
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. 76469-41-5, name is 2,3,5-Trifluoropyridine. This compound has unique chemical properties. The synthetic route is as follows. category: pyridine-derivatives

Step 1 (0493) To a solution of A16 (50 mg, 0.11 mmol) and 2,3,5-trifluoropyridine (30.0 mg, 0.23 mmol) in DMSO (2 mL) was added Cs2C03 (74 mg, 0.225 mmol) and the mixture was stirred at 60C for 1 h. The reaction mixture was quenched with water (15 mL) and extracted with EtOAc (4 x 25 mL). The combined organic extracts were washed with brine (10 mL), dried over Na2S04, filtered and concentrated to give a mixture of D1/D2 as brown oil which was used in the next step without further purification Step 2 TFA (0.5 mL, 6.5 mmol) was added to a solution of a mixture of D1 D2 (60 mg, 0.11 mmol) in DCM (2.5 mL). The mixture was stirred at 15 C for 2 h, then concentrated and purified by p- HPLC (TFA) to afford a mixture of D3 D4 The mixture of D3 D4 (30 mg, 0.066 mmol) was separated by SFC (Column AD, 250 mm x 30 mm, 5um) to give Example 5 (tR = 2.564 min) and Example 6 (tR = 2.779 min). Step 3 The mixture of D3 D4 (30 mg, 0.066 mmol) was separated by SFC (Column AD, 250 mm x 30 mm, 5um) to give Example 5 (tR = 2.564 min) and Example 6 (tR = 2.779 min).

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, 76469-41-5, 2,3,5-Trifluoropyridine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WALSH, Shawn, P.; CUMMING, Jared, N.; DAI, Xing; (84 pag.)WO2017/139210; (2017); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem