893620-44-5 Archives - Indolines-derivatives

9/13/2021 News Downstream Synthetic Route Of 893620-44-5

Adding a certain compound to certain chemical reactions, such as: 893620-44-5, name is 6-Bromo-5-fluoroindolin-2-one, belongs to indolines-derivatives compound, 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 893620-44-5, Recommanded Product: 6-Bromo-5-fluoroindolin-2-one

d) 6-Bromo-5-fluoro-1 ,3-trimethylindolin-2-one To a suspension of NaH (5.04 g, 126 mmol) in tetrahydrofuran (105 ml) under an argon atmosphere was added 6-bromo-5-fluoroindolin-2-one (7.24 g, 31.5 mmol) in portions. After gas evolution has ceased methyl iodide (17.9 g, 7.88 ml, 126 mmol) was added dropwise within 50 minutes by means of a syringe pump (exothermic reaction), keeping the temperature of the reaction mixture between 24C and 26C. The reaction mixture was kept at room temperature for 4 hours and then carefully quenched with aqueous ammonium chloride solution. The reaction mixture was diluted with tert-butyl methyl ether, water and saturated aqueous ammonium chloride solution. The aqueous phase was extracted with tert-butyl methyl ether, the combined organic phases were washed with saturated aqueous ammonium chloride and dried over sodium sulfate. The solvent was evaporated and the residue was triturated with heptane to give the title compound as light brown solid (7.87 g). 1H NMR (CDC13, 400 MHz): (ppm) = 7.02-6.97 (m, 2H), 3.19 (s, 3H), 1.36 (s, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-5-fluoroindolin-2-one, and friends who are interested can also refer to it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BRUNNER, Daniela; MALBERG, Jessica; SHANKAR, Bavani G.; KOLCZEWSKI, Sabine; LIMBERG, Anja; PRINSSEN, Eric; RIEMER, Claus; STOLL, Theodor; WO2014/40969; (2014); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Analyzing the synthesis route of 893620-44-5

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 6-Bromo-5-fluoroindolin-2-one, and friends who are interested can also refer to it.

The origin of a common compound about 893620-44-5

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. 893620-44-5, name is 6-Bromo-5-fluoroindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 6-Bromo-5-fluoroindolin-2-one

a) 6-Bromo-5-fluoro-3,3-dimethylindolin-2-one To a solution of potassium tert-butoxide (9.27 g, 82.6 mmol) in dry THF (50 ml) under icebath cooling was added 6-bromo-5-fluoroindolin-2-one (example 20c, 3.8 g, 16.5 mmol) in portions, followed by copper (I) bromide-dimethyl sulfide complex (340 mg, 1.65 mmol). After cooling to 2C methyl iodide (4.92 g, 2.17 ml, 34.7 mmol) was added slowly over a period of 30 minutes. The reaction mixture was warmed to room temperature, stirred for 16 hours, then cooled to 0C and carefully quenched with saturated ammonium chloride solution. The mixture was diluted with tert-butyl methyl ether and water. The aqueous phase was extracted with tert-butyl methyl ether, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/ heptane as eluent and followed by trituration with diethyl ether. The title compound was obtained as yellow solid (3.6 g). MS ESI (m/z): 258.0/ 260.0 [(M+H)+]. 1H NMR (CDCI3, 400 MHz): (ppm) = 10.44 (bs, 1H), 7.48-7.45 (m, 1H), 7.05-7.04 (m, 1H), 1.25 (s, 6H).

According to the analysis of related databases, 893620-44-5, the application of this compound in the production field has become more and more popular.

Discovery of 6-Bromo-5-fluoroindolin-2-one

The synthetic route of 893620-44-5 has been constantly updated, and we look forward to future research findings.

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. 893620-44-5, name is 6-Bromo-5-fluoroindolin-2-one, A new synthetic method of this compound is introduced below., COA of Formula: C8H5BrFNO

d) 6-Bromo-5-fluoro-1,3,3-trimethylindolin-2-one To a suspension of NaH (5.04 g, 126 mmol) in tetrahydrofuran (105 ml) 6-bromo-5- fluoroindolin-2-one (7.24 g, 31.5 mmol) was added portionwise under an argon atmosphere. After gas evolution had ceased methyl iodide (17.9 g, 7.88 ml, 126 mmol) was added dropwise within 50 minutes by means of a syringe pump (exothermic reaction), keeping the temperature of the reaction mixture between 24 C and 26 C. The reaction mixture was kept at roomtemperature for 4 hours and then carefully quenched with aqueous ammonium chloride solution. The reaction mixture was diluted with tert-butyl methyl ether, water and saturated aqueous ammonium chloride solution. The aqueous phase was extracted with tert-butyl methyl ether, the combined organic phases were washed with saturated aqueous ammonium chloride and dried over sodium sulfate. The solvent was evaporated and the residue was triturated with heptane to give the title compound as light brown solid (7.87 g).MS ESI (m/z): 272.1, 274.1 [(M+H)i.H NMR (CDC13, 400 MHz): (ppm) = 7.02-6.97 (m, 2H), 3.19 (s, 3H), 1.36 (s, 6H).

The synthetic route of 893620-44-5 has been constantly updated, and we look forward to future research findings.