New downstream synthetic route of 4-Bromo-5-fluoro-2-methoxypyridine

The synthetic route of 884495-00-5 has been constantly updated, and we look forward to future research findings.

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. 884495-00-5, name is 4-Bromo-5-fluoro-2-methoxypyridine, the common compound, a new synthetic route is introduced below. Recommanded Product: 884495-00-5

A solution of 4-bromo-5-fluoro-2-methoxypyridine (1.0 g, 4.8 mmol) in THF (15 mL) was cooled to -78 C and n-butyllithium (2.2 mL, 5.5 mmol, 2.5 M in THF) was added drop-wise. The resulting mixture was stirred at -78 C for 10 min and a solution of ethyl 4-oxocyclohexanecarboxylate (1.2 g, 7.3 mmol) in THF (5 mL) was added drop-wise with stirring. The resulting solution was stirred for 2 h at -78 C, poured into 100 mL of saturated, aq. H4CI and extracted with ethyl acetate (3 x 100 mL). The separated organic layers were combined, dried over Na2S04 and concentrated. The residue obtained was purified on silica gel with ethyl acetate/petroleum ether (0-20%) to give compound 25a. Mass Spectrum (LCMS, ESI pos.): Calcd. For C15H20FNO4: 298.1 [M+H]+; found: 297.9.

The synthetic route of 884495-00-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; HUANG, Hui; LANTER, James C.; MEEGALLA, Sanath K.; PLAYER, Mark R.; (275 pag.)WO2018/81047; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Extracurricular laboratory: Synthetic route of 884495-00-5

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-00-5, its application will become more common.

Synthetic Route of 884495-00-5, 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 884495-00-5 as follows.

Preparation of intermediate (40) All apparatus was flushed with N2 and dried by heating. Reaction under Ar flow.Intermediate (8) (0.00187 mol) was dissolved in degassed TFA (15 ml), then stirred for 4 hours at 85C. The mixture was cooled. The solvent was evaporated in vacuo. The residue was taken up into degassed toluene. The organic layer was separated, washed with a degassed aqueous NaHCO3 solution (2 x 50 ml), dried, filtered and the solvent was evaporated in vacuo to give a yellow foam (*). Under Ar, 4-bromo-5-fiuoro-2- methoxypyridine (1.3 equiv.; 0.50Og) was dissolved in degassed dioxane (10 ml). Cs2CO3 (0.914 g) was added to give suspension (**). A solution of the crude residual oil (*) in degassed dioxane (10 ml) was added to the suspension (**). Then, Pd2(dba)3 (0.029 g) and Xantphos (0.032 g) were added. The resultant brown reaction suspension was stirred overnight at 1000C. The reaction mixture was cooled, and the solvent was evaporated. The residue was dissolved in ethyl acetate, then washed with an aqueous NaHCO3 solution, and once with brine. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel. The product fractions were collected and the solvent was evaporated, yielding 0.5113 g of intermediate (40).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-00-5, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; WO2008/3665; (2008); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

New downstream synthetic route of 884495-00-5

With the rapid development of chemical substances, we look forward to future research findings about 884495-00-5.

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 884495-00-5, name is 4-Bromo-5-fluoro-2-methoxypyridine. This compound has unique chemical properties. The synthetic route is as follows. name: 4-Bromo-5-fluoro-2-methoxypyridine

Example A.18 Preparation of [0214] [0215] All apparatus was flushed with N2 and dried by heating. Reaction under Ar flow. Intermediate (8) (0.00187 mol) was dissolved in degassed TFA (15 ml), then stirred for 4 hours at 85 C. The mixture was cooled. The solvent was evaporated in vacuo. The residue was taken up into degassed toluene. The organic layer was separated, washed with a degassed aqueous NaHCO3 solution (2×50 ml), dried, filtered and the solvent was evaporated in vacuo to give a yellow foam (*). Under Ar, 4-bromo-5-fluoro-2-methoxypyridine (1.3 equiv.; 0.500 g) was dissolved in degassed dioxane (10 ml). Cs2CO3 (0.914 g) was added to give suspension (**). A solution of the crude residual oil (*) in degassed dioxane (10 ml) was added to the suspension (**). Then, Pd2(dba)3 (0.029 g) and Xantphos (0.032 g) were added. The resultant brown reaction suspension was stirred overnight at 100 C. The reaction mixture was cooled, and the solvent was evaporated. The residue was dissolved in ethyl acetate, then washed with an aqueous NaHCO3 solution, and once with brine. The organic layer was separated, dried, filtered and the solvent was evaporated. The residue was purified by column chromatography over silica gel. The product fractions were collected and the solvent was evaporated, yielding 0.5113 g of intermediate (40).

With the rapid development of chemical substances, we look forward to future research findings about 884495-00-5.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Gijsen, Henricus Jacobus Maria; De Cleyn, Michel Anna Jozef; Surkyn, Michel; Verbist, Bie Maria Pieter; US2013/324529; (2013); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Analyzing the synthesis route of 884495-00-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884495-00-5, 4-Bromo-5-fluoro-2-methoxypyridine, and friends who are interested can also refer to it.

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.884495-00-5, name is 4-Bromo-5-fluoro-2-methoxypyridine, molecular formula is C6H5BrFNO, molecular weight is 206.01, as common compound, the synthetic route is as follows.Safety of 4-Bromo-5-fluoro-2-methoxypyridine

INTERMEDIATE 28 5-Fluoro-4-(3-iodo-lH-pyrazol-l-yl)-2-methoxypyridine To a solution of 3-iodopyrazole (0.20 g, 1.031 mmol), in DMSO (5.20 mL) was added sodium hydride (60% in oil, 0.045 g, 1.134 mmol) and stirred for 0.5 h before 4- bromo-5-fluoro-2-methoxypyridine (0.212 g, 1.031 mmol) was added. The reaction mixture was stirred at 80 C for 4 h. This was quenched by the addition of water and extracted with EtOAc. The combined organic extracts were washed with water and brine, dried over MgS04 and concentrated in vacuo. The crude mixture was purified by flash chromatography (ISCO Combiflash, 12 g, 0-20 % EtOAc in hexanes) to give 5- fluoro-4-(3-iodo-lH-pyrazol-l-yl)-2-methoxypyridine, as a white solid. LCMS calc. = 319.96; found = 320.05 (M+H)+. NMR (500 MHz, CDC13): delta 8.13 (d, J= 2.8 Hz, 1 H); 7.97 (d, J = 1.7 Hz, 1 H); 7.37 (m, 1 H); 6.67 (d, J= 2.6 Hz, 1 H); 3.94 (t, J = 1.2 Hz, 3 H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,884495-00-5, 4-Bromo-5-fluoro-2-methoxypyridine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MOCHIDA PHARMACEUTICAL CO., LTD.; SMITH, Cameron, James; TAN, John, Qiang; ZHANG, Ting; BALKOVEC, James; GREENLEE, William, John; GUO, Liangqin; XU, Jiayi; CHEN, Yi-heng; CHEN, Yili; CHACKALAMANNIL, Samuel; HIRABAYASHI, Tomokazu; NAGASUE, Hiroshi; OGAWA, Kouki; WO2014/120346; (2014); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem