Category: 435273-55-5

Reference of 435273-55-5, The prevalence of solvent effects in heterogeneous catalysis has motivated developing quantitative kinetic, spectroscopic, and theoretical assessments of solvent structures and their interactions with reaction intermediates and transition states.

Example 2: Synthesis of 5,6-dimethyldibenzo[crfj/lindol-4(5//)-one; 4-Bromo-2-methylisoindolin-l-one (60 mg, 0.26 mmol) obtained in Step 3 of Example 1, 2-acetylphenylboronic acid (51 mg, 0.32 mmol), tetrakis(triphenylphosphine)palladium (12 mg, 0.01 mmol), 2- (dicyclohexylphosphino)-2′-(N,N-dimethylamino)biphenyl (8 mg, 0.02 mmol) and cesium carbonate (259 mg, 0.80 mmol) were dissolved in a 1 m. of ethanol-2 mNo. toluene mixture and placed in a vessel. The vessel was sealed using a septum, and heated for 5 min at 120C and for 10 min at 150C is a microwave reactor and cooled to room temperature. The reaction mixture was filtered through a cellite column while washing with ethyl acetate, and the solvent was evaporated under a reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 5,6- dimethyldibenzoindol-4(5H)-one (52 mg (77%)).1H NMR (300 MHz, CDCl3) delta 8.56-8.53 (m, 2H), 8.08-8.05 (m, 2H), 7.79-7.76 (m, IH), 7.65-7.59 (m, 2H), 3.75 (s, 3H), 2.84 (s, 3H).

Hope you enjoy the show about 435273-55-5.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2009/51417; (2009); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 435273-55-5, name is 4-Bromo-2-methylisoindolin-1-one, A new synthetic method of this compound is introduced below., SDS of cas: 435273-55-5

Compound 1 L: 4-Bromo-2-methyl-7-nitro-2,3-dihydro-1 H-isoindol-1 -oneAn 8M solution of methylamine in ethanol (10 mL, 80 mmol) was added to a solution of methyl 3-Bromo-2-(bromomethyl)benzoate in THF (30 mL) and allowed to stir for 2h. The reaction mixture was concentrated to dryness and the residue was triturated with water. The solids produced were collected by filtration and dried to afford 4-bromo-2-methyl-2,3- dihydroisoindol-1-one which used immediately in the next step. To a cold suspension of 4- bromo-2-methyl-2,3-dihydroisoindol-1 -one (60 g, 265 mmol) in concentrated sulfuric acid (60 mL) was added pre-cooled mixture of cone, nitric acid (12.5 mL, 265 mmol) and cone, sulfuric acid (60 mL) over 20 min. The reaction mixture was stirred for 30 min at 0 C and 2h at room temperature. The reaction mixture was poured into an ice-water mixture (300 mL) and the precipitate that formed was collected by filtration and washed with water (3×100 mL). The solids were suspended in isopropanol (200 mL) and heated on a steam bath for 10 minutes. The mixture was cooled and the solid was collected by filtration and air dried to afford 53 g of the title compound (74 %). 1H NMR (CDCI3, 300 MHz) delta 3.22 (s, 3H), 4.36 (s, 2H), 7.67 (d, J = 8.4= 8.4 Hz, 1 H).

The synthetic route of 435273-55-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; OSI PHARMACEUTICALS, LLC; CREW, Andrew, P.; DONG, Hanqing; FERRARO, Caterina; SHERMAN, Dan; SIU, Kam, W.; WO2012/74951; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 435273-55-5, name is 4-Bromo-2-methylisoindolin-1-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 435273-55-5, HPLC of Formula: C9H8BrNO

; 4-Bromo-2-methylisoindolin-l-one (60 mg, 0.26 mmol) obtained in Step3, 2-formylphenylboronic acid (48 mg, 0.32 mmol), tetrakis(triphenylphosphine)palladium (12 mg, 0.01 mmol) and cesium carbonate (259 mg, 0.80 mmol) were dissolved in a 1 mi ethanol-2 mi toluene mixture and placed in a vessel. The vessel was sealed using aseptum, and heated for 10 min at 150C in a microwave reactor and cooled to room temperature. The reaction mixture was filtered through a cellite column while washing with ethyl acetate, and the solvent was evaporated under a reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 5-methyldibenzoindol-4(5H)-one (62 mg (99%)).1H NMR (300 MHz, CDCl3) delta 8.62-8.51 (m, 2H), 8.12-8.08 (m, IH), 7.90-7.80 (m, 2H), 7.65-7.54 (m, 2H), 7.10 (s, IH), 3.52 (s, 3H).

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.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2009/51417; (2009); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 435273-55-5,Some common heterocyclic compound, 435273-55-5, name is 4-Bromo-2-methylisoindolin-1-one, molecular formula is C9H8BrNO, 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.

2-methyl-l-oxoisoindoline-4-carbaldehyde: To a solution of 4-bromo-2- methylisoindolin-l-one (200mg, 0.89 mmol) in THF (3 mL), n-BuLi (0.78 mL, 1.95 mmol) was added to the solution at -78 C. After 30 minutes, DMF (0.273 mL, 3.57 mmol) was added to the solution. After 1 hour, the reaction was warmed up. Diluted with EtOAc and washed with brine. The organic layer was dried over sodium sulfate, and concentrated. The product was purified by chromatography on silica gel (eluent: EtOAc/hexanes) to yield the product after lyophilization from water / MeCN.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2-methylisoindolin-1-one, its application will become more common.

Reference:
Patent; GILEAD SCIENCES, INC.; BACON, Elizabeth, M.; BALAN, Gayatri; CHOU, Chien-Hung; CLARK, Christopher, T.; COTTELL, Jeromy, J.; KIM, Musong; KIRSCHBERG, Thorsten, A.; LINK, John, O.; PHILLIPS, Gary; SCHROEDER, Scott, D.; SQUIRES, Neil, H.; STEVENS, Kirk, L.; TAYLOR, James, G.; WATKINS, William, J.; WRIGHT, Nathan, E.; ZIPFEL, Sheila, M.; (604 pag.)WO2017/7689; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 435273-55-5, 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 435273-55-5 as follows.

Example 2: Synthesis of 5,6-dimethyldibenzo[crfj/lindol-4(5//)-one; 4-Bromo-2-methylisoindolin-l-one (60 mg, 0.26 mmol) obtained in Step 3 of Example 1, 2-acetylphenylboronic acid (51 mg, 0.32 mmol), tetrakis(triphenylphosphine)palladium (12 mg, 0.01 mmol), 2- (dicyclohexylphosphino)-2′-(N,N-dimethylamino)biphenyl (8 mg, 0.02 mmol) and cesium carbonate (259 mg, 0.80 mmol) were dissolved in a 1 m. of ethanol-2 mNo. toluene mixture and placed in a vessel. The vessel was sealed using a septum, and heated for 5 min at 120C and for 10 min at 150C is a microwave reactor and cooled to room temperature. The reaction mixture was filtered through a cellite column while washing with ethyl acetate, and the solvent was evaporated under a reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain 5,6- dimethyldibenzoindol-4(5H)-one (52 mg (77%)).1H NMR (300 MHz, CDCl3) delta 8.56-8.53 (m, 2H), 8.08-8.05 (m, 2H), 7.79-7.76 (m, IH), 7.65-7.59 (m, 2H), 3.75 (s, 3H), 2.84 (s, 3H).

According to the analysis of related databases, 435273-55-5, the application of this compound in the production field has become more and more popular.

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. 435273-55-5, name is 4-Bromo-2-methylisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 435273-55-5

To a mixed solution of compound 3b (5 g, 22 mmol), bisboronic acid pinacol (8.5 g, 33 mmol) and KOAc (3.2g, 33 mmol) in 1,4-dioxane (50 ml) was added Pd(dppf)2Cl2 (1g), and flushed with nitrogen. The reaction flask wassealed and the reaction was stirred overnight at 85C. After cooled to room temperature, an aqueous Na2CO3 solution (2.5M, 10ml), Pd(dppf)2Cl2 (1g) and 2,5-dibromo-3-nitropyridine (9 g, 33 mmol) were added. After flushed with nitrogenfor 10 minutes, the reaction flask was sealed and the mixture was stirred overnight at 85C. The reaction was pouredinto water and extracted with ethyl acetate. The organic phase mixture was dried over Na2SO4, dried by suction andpurified by silica gel column chromatography (PE:EA=10:2 to 1:1) to provide compound 3c as a yellow solid.MS(ESI)m/z:347.9(M+H)+.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 435273-55-5.

Reference:
Patent; NINGBO WENDA PHARMA TECHNOLOGY LTD.; WANG, Nenghui; (65 pag.)EP3406612; (2018); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem