Category: 189281-66-1

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. 189281-66-1, name is Methyl 2,6-dichloro-5-fluoronicotinate, the common compound, a new synthetic route is introduced below. HPLC of Formula: C7H4Cl2FNO2

A mixture of 2,6-dichloro-5-fluoro-nicotinic acid methyl ester (1.00 g 4.46 mmol), trimethylboroxin (0.620 mL, 4.40 mmol), tetrakis(triphenylphosphine)palladium (0.500 g, 0.433 mmol) and potassium carbonate (1.50 g, 12.0 mmol) is heated at 110 0C overnight. The mixture is cooled to room temperature, diluted with water, and extracted with EtOAc. The combined organic phase is washed with water followed by brine, then dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue is purified by flash silica gel chromatography using a gradient of 0-30% EtOAc/heptane to provide 0.410 g (45.1%) of 2-chloro-5-fluoro-6-methyl-nicotinic acid methyl ester as a solid.

The synthetic route of 189281-66-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; GINN, John David; MARSHALL, Daniel Richard; PROKOPOWICZ, Anthony S.; SCHYLER, Sabine; SIBLEY, Robert; TURNER, Michael Robert; WU, Di; WU, Frank; WO2010/126851; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 189281-66-1, Adding some certain compound to certain chemical reactions, such as: 189281-66-1, name is Methyl 2,6-dichloro-5-fluoronicotinate,molecular formula is C7H4Cl2FNO2, 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 189281-66-1.

Description 111Methyl 2-chloro-5-fluoro-6-methylnicotinate (Dl 11)FXQN CIA mixture of methyl 2,6-dichloro-5-fluoronicotinate (DuO, 6 g), 2,4,6-trimethyl-1,3,5,2,4,6- trioxatriborinane (3.36 g), K2C03 (9.99 g) and Pd(Ph3P)4 (1.548 g) in 1,4-dioxane (50 mL) was heated to 110C for 20 hours. The mixture was filtered, and the filtrate was concentrated. The residue was purified by column chromatography (silica gel, petroleum ether/EtOAc = 10:1) toafford the title compound (3.5 g) as yellow oil. MS (ES1): C8H7C1FNO2 requires 203; found 204[M+H].

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. 189281-66-1, Methyl 2,6-dichloro-5-fluoronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; GLAXOSMITHKLINE (CHINA) R&D COMPANY LIMITED; DENG, Jing; LEI, Hui; MA, Xin; LIN, Xichen; WO2015/180612; (2015); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Application of 189281-66-1, 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 189281-66-1 as follows.

Preparation 5; 5-Fluoro-6-methyl-3-pyridinecarbaldehyde (Used to prepare Example 52) (a) (2,6-Dichloro-5-fluoro-3-pyridinyl)methanolTo a solution of methyl 2,6-dichloro-5-fluoro-3-pyridinecarboxylate (3 g, 13.39 mmol) in DCM (12 ml) at 0 C. under N2 was added dropwise DIBAL-H (1.5 M solution in toluene, 19.20 ml, 28.8 mmol). The reaction mixture was stirred at 0 C. for 20 h. TLC (DCM) showed starting material remaining. Then, more DIBAL-H (1.5 M solution in toluene, 10 ml) was added. The reaction was stirred at 0 C. for 20 h. The reaction mixture was diluted with MeOH and concentrated under reduced pressure. The residue was treated with 1N HCl solution and extracted 3 times with EtOAc. The combined organic phases were washed with sat. NaCl, dried over Na2SO4 and concentrated to give 1.5 g (53%) of the title compound.1H-NMR (delta, ppm, CDCl3): 7.77 (d, 1H), 4.77 (bs, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,189281-66-1, its application will become more common.

Reference:
Patent; Alemparte-Gallardo, Carlos; Barfoot, Christopher; Barros-Aguirre, David; Cacho-Izquierdo, Monica; Fiandor Roman, Jose Maria; Hennessy, Alan Joseph; Pearson, Neil David; Remuinan-Blanco, Modesto Jesus; US2009/306089; (2009); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 189281-66-1, Adding some certain compound to certain chemical reactions, such as: 189281-66-1, name is Methyl 2,6-dichloro-5-fluoronicotinate,molecular formula is C7H4Cl2FNO2, 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 189281-66-1.

1st Step 2-methoxy ethanol (423 mul) and sodium hydride (60% in oil) (196 mg) were added to a THF (10 ml) solution containing methyl 2,6-dichloro-5-fluoronicotinate (1 g) under ice cooling in a nitrogen atmosphere, followed by stirring for 1.5 hours. Water was added to the reaction solution, followed by extraction with ethyl acetate. The organic layers were washed with saturated saline and dried over anhydrous sodium sulfate. The solvent was distilled away under reduced pressure and yellow oily matter of methyl 2-chloro-5-fluoro-6-(2-methoxyethoxy)nicotinate (1.07 g) was thus obtained. MS (ESI m/z): 264 (M+H)

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. 189281-66-1, Methyl 2,6-dichloro-5-fluoronicotinate, other downstream synthetic routes, hurry up and to see.

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