Category: indolines-derivatives

Related Products of 7147-90-2, 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. 7147-90-2, name is 5-Chloroisoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

3.6 g of 1,1, 1-trifluoro-3-iodopropane are added dropwise to a mixture of 7.5 g of 4- chlorophthalimide and 4.6 g of potassium carbonate in 40 cm3 of [DIMETHYLFORMAMIDE] at a temperature in the region of [110C] with stirring. After stirring for 11 hours at a temperature in the region of [120C,] the reaction mixture is cooled to a temperature in the region [OF 20C] and then poured into 200 cm3 of water. The mixture is acidified with dilute aqueous hydrochloric acid solution to a pH of about 3, and is then extracted 3 times with 100 cm3 of ethyl acetate. The organic phase is dried over magnesium sulphate and then concentrated to dryness. 5.0 g [OF 4-CHLORO-N- (3,] 3, 3-trifluoro- propyl) phthalamic acid are thus obtained, Rf = 0.12 (thin layer chromatography on silica gel, eluent : ethyl acetate)

The chemical industry reduces the impact on the environment during synthesis 5-Chloroisoindoline-1,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AVENTIS PHARMA DEUTSCHLAND GMBH; WO2003/101450; (2003); A1;,
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Indoline | C8H9N – 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. 20870-79-5, name is 5-Nitroindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 20870-79-5

Preparation of 5-amino-oxindole (2) To a solution of 5-nitro-oxindole (25 g) in 120 mL of dimethylacetamide in a Parr bottle was added 10% Pd/C (0.5 g). The mixture was hydrogenated (40 psi H2) for 16 hours. The catalyst was removed by filtration and the filtrate was diluted with ether (2 L) to provide 5-amino-oxindole (10.5 g; 50%).

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 20870-79-5.

Reference:
Patent; Pfizer Inc; US2005/256145; (2005); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – 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. 22190-33-6, name is 5-Bromoindoline, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8BrN

A solution of 5-bromo-2,3-dihydro-1H-indole (4.97 g, 25.1 mmol), di-tert-butyl dicarbonate (6.0 g, 27.5 mmol) and 4-dimethylaminopyridine (catalytic) in dichloromethane (70 mL) was stirred at room temperature until the starting material was consumed. The solvent was evaporated in vacuo, and the residue was purified by flash chromatography on silica gel, eluted with ethyl acetate/hexane to give the product, 4.1 g (55%). 1H NMR (CDCI3) : delta 1.55 (s, 9 H), 3.06 (t, 2 H), 3.97 (t, 2 H), 7.23-7.27 (m, 2 H) and 7.72 (br m, 1 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 22190-33-6.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2004/69792; (2004); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 5394-18-3,Some common heterocyclic compound, 5394-18-3, name is 2-(4-Bromobutyl)isoindoline-1,3-dione, molecular formula is C12H12BrNO2, 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.

N-(4-Bromobutyl)phthalimide (1.5 g, 5.32 mmol) was suspendedin THF (48 mL) and treated with sodium iodide (0.80 g, 5.32 mmol), triethylamine (0.74 mL, 5.32 mmol) and morpholine (0.51 mL, 5.85 mmol). The mixture was then heated at reflux for 16 h. After cooling to ambient temperature, the solvent was removed in vacuo and the residue partitioned between H2O (100 mL) and CHCl3 (100 mL). The aqueous layer was further extracted with CHCl3 (100 mL) and the organic extracts combined, dried (MgSO4), filtered, filtered and the solvent removed under reduced pressure. The crude product was purified by flash chromatography on silica eluting with ethyl acetate to give phthalimide10 (1.02 g, 66%) as a pale yellow oil; numax/cm-12942, 2855, 2807, 1703, 1393, 1359, 1333, 1114, 1069, 1011, 862, 716, 528; deltaH (300 MHz; CDCl3) 7.86-7.77 (2 H, m), 7.73-7.67 (2 H, m), 3.69 (6 H, m), 2.40 (6 H, m), 1.71 (2 H, m), 1.50 (2 H, m); deltaC (75 MHz; CDCl3) 168.5, 134.0, 132.2, 123.3, 66.9, 58.4, 53.7, 37.9, 26.6, 23.8; m/z (+ESI) 289 ([M + H]+, 100); Found: M+, 289.15493. C16H20N2O3 requires 289.15467.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-(4-Bromobutyl)isoindoline-1,3-dione, its application will become more common.

Reference:
Article; Beinat, Corinne; Reekie, Tristan; Hibbs, David; Xie, Teresa; Olson, Thao T.; Xiao, Yingxian; Harvey, Andrew; O’Connor, Susan; Coles, Carolyn; Tsanaktsidis, John; Kassiou, Michael; European Journal of Medicinal Chemistry; vol. 84; (2014); p. 200 – 205;,
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Synthetic Route of 1336963-95-1, 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. 1336963-95-1, name is 6-Bromo-7-fluoroindoline-2,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example Dl, Step 3. To a solution of the 6-bromoindoline-2,3-dione (e.g., 6-bromo-7- fluoroindoline-2,3-dione, 1 equiv) in 1 Nu NaOH (0.14 M) was added H202 (1.8 M) dropwise and the resulting mixture was stirred at room temperature until the reaction was complete (approximately 2 hours). The mixture was filtered and the filtrate was acidified to pH 2 with hydrochloric acid. The precipitate that formed was filtered, washed with water, and concentrated to provide the 2-amino-4-bromobenzoic acid (e.g., 2-amino-4-bromo-3-fluorobenzoic acid).

The synthetic route of 6-Bromo-7-fluoroindoline-2,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HEFFERNAN, Michele, L., R.; HARDY, Larry, Wendell; WU, Frank, Xinhe; SARASWAT, Lakshmi, D.; SPEAR, Kerry, L.; WO2012/170845; (2012); A2;,
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Related Products of 1914-02-9, These common heterocyclic compound, 1914-02-9, name is 3,3-Dimethylindoline, 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.

2d. 3,3-dimethyl-1-(2-nitrophenyl)indoline:; To 2c (317 mg, 2.12 mmol) was added 1-fluoro-2-nitrobenzene (200 mg, 1.42 mmol). The reaction mixture was stirred at 175 C. for 8 h. The reaction mixture was diluted with CH2Cl2 and washed with 1N HCl and dried over Na2SO4. The solvent was evaporated under reduced pressure and purified by column chromatography using 0 to 10% EtOAc in hexane over 30 min as eluting solvent to afford 2d (360 mg, 95%) as an oil. MS (ES) m/z 269 [M+H]+

The synthetic route of 1914-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bristol-Myers Squibb Company; US2006/293281; (2006); A1;,
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These common heterocyclic compound, 7699-18-5, name is 5-Methoxyindolin-2-one, 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. Computed Properties of C9H9NO2

Description 13:5-Hydroxyindolin-2-oneTo 5-methoxyindolin-2-one (200 mg, 1.23 mmol) in dry DCM (5 ml), cooled down to 0C, was added a solution of boron tribromide in DCM (1M, 3.5 equiv., 4.3 ml). The reaction mixture was slowly warmed up to room temperature and stirred overnight, then carefully poured into stirring ice-water and stirred for 1 hour. The precipitate was collected by filtration, washed with water, air-dried to give the title compound as a grey solid. The results of NMR spectroscopy set out below indicate the final product was the title compound D13.’H NMR (dmso-d6): 10.06 (1 H, NH, br s), 8.93 (1H, OH. br s), 6.65 (1 H. s), 6.60-6.52 (2H, m), 3.37 (2H, s).13C NMR (dmso-d6): 176.1 , 152.2, 135.5, 126.9, 113.3, 112.3, 109.3, 33.1. MS: (MH+ 41) 191.0.

The synthetic route of 5-Methoxyindolin-2-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; University of Greenwich; SPENCER, John; WO2012/25726; (2012); A1;,
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. 1074-82-4, name is Potassium 1,3-dioxoisoindolin-2-ide, A new synthetic method of this compound is introduced below., Quality Control of Potassium 1,3-dioxoisoindolin-2-ide

General procedure: A 500 mL round-bottom flask was charged with4.63 g (0.025 mol) Phthalimide potassium salt, dissolve in 120 mL Anhydrousacetone. 6.9 g (0.05 mol) potassium carbonate and 11.75 g (0.0625 mol) 1,2-Dibromoethanewas added. The solution was heated to reflux for 8 h. The stirring mixture wasallowed to cool, and then was filtered. The solids were washed with 50 mL ofacetone, followed by 50 mL of EtOAc. The filtrate and the washer liquid werepooled and concentrated in a rotary evaporator, then purified by flashchromatography on SiO2 (gradient, 1:6 to 1:4 petroleum ether:EtOAc)to obtain 5.2 g (81.8%) of N-(2-Bromoethyl) phthalimideas a white solid.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Si, Weijie; Zhang, Tao; Zhang, Lanxiang; Mei, Xiangdong; Dong, Mengya; Zhang, Kaixin; Ning, Jun; Bioorganic and Medicinal Chemistry Letters; vol. 26; 9; (2016); p. 2380 – 2382;,
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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. 496-12-8, name is Isoindoline, A new synthetic method of this compound is introduced below., COA of Formula: C8H9N

To ketone 24 (43 mg, 0.15 mmol) in anhydrous THF/CH2Cl2 (1.5 ml/1.5 mL) is added isoindoline (25 muL, 0.22 mmol) and glacial acidic acid (3 muL) and triacetoxyl sodium borohydride (98 mg, 0.44 mmol). The mixture is stirred for 2 h and, quenched with saturated sodium bicarbonate, and extracted with CH2Cl2. The organic phase is dried, rotavaped, and was subjected to HPLC purification (aetonitrile-water-0.1% TFA) to give the title compound as a TFA salt (67 mg, 89%).1H-NMR (400 MHz, CDCl3) delta=2.2 (4H, m), 2.3 (3H, s), 2.4 (3H, s), 3.2 (2H, m), 3.6 (1H, m), 3.8 (2H, m), 4.5 (4H, bs), 5.1 (2H, bs), 7.3 (9H, m).HR MS (m/z, MH+) meas. 399.2547.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Novartis AG; US2010/41663; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

141452-01-9, name is Methyl indoline-5-carboxylate, belongs to indolines-derivatives compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 141452-01-9

A 50 ml. RBF was charged with methyl, indoline-5-carboxylate, (2 g, 11 .3 mmol), DCM (20 ml_, 0.6 M), diisopropylethylamine (5.83 g, 45.1 mmol, 4.0 equiv.), and the stirred reaction mixture was then treated dropwise with benzyl chloroformate (5.78 g, 33.9 mmol, 3.0 equiv.). The reaction mixture was stirred for 24 h at RT and then concentrated under reduced pressure. The crude material was purified on silica gel (40 g Si02, 0-100% EtOAc-hexanes) to afford 0-1-benzyl-0-5-methylindoline-1 ,5- dicarboxylate (2.50 g, 3.52 theoretical, 71.0%). 1 H NMR (CDCI3): d 7.79-7.75 (m, 3H), 7.40-7.20 (m, 5H), 5.20 (s, 2H), 4.00 (t, 2H), 3.81 (s, 3H), 3.14 (t, 2H); LCMS: 312 (M+1 ).

The synthetic route of 141452-01-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; COLLABORATIVE MEDICINAL DEVELOPMENT PTY. LTD.; WARNER, John, C.; BALDINO, Carmen; MUOLLO, Lauren; ROSENFELD, Craig; (109 pag.)WO2019/106434; (2019); A1;,
Indoline – Wikipedia,
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