Indolines-derivatives

Synthetic Route of 5428-09-1,Some common heterocyclic compound, 5428-09-1, name is 2-Allylisoindoline-1,3-dione, molecular formula is C11H9NO2, 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.

General procedure: To an oven-dried pressure tube were sequentially added aryl carboxylic acid 1 (0.2 mmol), olefin 2 (0.24 mmol), Pd(TFA)2 (3.33 mg, 5.0 molpercent), Ag2CO3 (55.2 mg, 0.2 mmol), THF (2.0 mL) and DMSO (0.10 mL) under nitrogen at room temperature. After degassing three times, the reaction mixture was heated at 100 °C for 8 h, and then was cooled to room temperature. Water (20.0 mL)was added, and the mixture was extracted with ethyl acetate (3 5.0 mL). The combined organic layer was washed with brine, dried over anhydrious Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluant: hexane/ethyl acetate) to give the pure target product.

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

Synthetic Route of 32372-82-0,Some common heterocyclic compound, 32372-82-0, name is Isoindoline hydrochloride, molecular formula is C8H10ClN, 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.

A mixture of N1,N1-dimethyl-1-(thiophen-3-yl)ethane-1,2-diamine (150 mg, 0.88 mmol) and N,N-diisopropylethylamine (180 muL, 1.05 mmol) in CH2Cl2 (10 mL) was purged with argon and cooled to 0 C. A solution of 4-nitrophenylchloroformate (213 mg, 1.05 mmol) in CH2Cl2 (5 mL) was added and resulting solution was stirred at 0 C for 1 h. After this time, isoindoline hydrochloride (137 mg, 0.88 mmol) was added followed by N,N- diisopropylethylamine (300 muL, 1.77 mmol), and the resulting mixture was stirred for 16 h at room temperature. A saturated NaHCO3 solution (10 mL) was added and the resulting suspension was extracted with CH2Cl2 (3 x 10 mL). The combined organic extracts were washed with water (30 mL) and then dried over solid anhydrous MgSO4. After filtration, the volatiles were removed, and the residue was was purified by flash chromatography using eluent from CH2Cl2 to CH2Cl2/MeOH (10:1) to give N-(2-(dimethylamino)-2-(thiophen-3- yl)ethyl) isoindoline-2-carboxamide (1) as an oil (170 mg, 61% yield). 300 MHz 1H-NMR (CDCl3, ppm): 7.31 (dd, J=5.0, 3.0 Hz, 1H) 7.28-7.23 (m, 4H) 7.10 (dd, J=3.0, 1.3 Hz, 1H) 7.01 (dd, J=5.0, 1.3 Hz, 1H) 5.01-4.89 (m, 1H) 4.73-4.56 (m, 4H) 3.74-3.63 (m, 2H) 3.61- 3.49 (m, 1H) 2.21 (s, 6H). ESI-MS (m/z): 316 [M+H]+.

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

Related Products of 41910-64-9, 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. 41910-64-9, name is 4-Chloroindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Initially a 2.5 dram reaction vial was charged with 60% sodium hydride (0.028 g, 0.700 mmol) and salicylamide (0.072 g, 0.525 mmol) in DMF (2 mL).The mixture was allowed to stir at room temperature for 1 hour.4-Chloro-6-ethoxy-2- (pyridin-3-yl) quinazoline (0.100 g, 0.350 mmol) was then added to the mixture and the reaction was allowed to proceed overnight at room temperature.LC-MS analysis of the crude mixture showed that the formed product was about 85% and 10% remained as starting material. Water (30 mL) was added to the mixture and the product was extracted with chloroform (3 × 15 mL). The combined organic layers were dried (Na 2 SO 4), filtered and concentrated. The crude product was purified by ISCO (silica gel, 97.5: 2.5 CH2 Cl2 / MeOH; 12 g column) to afford 13.9 mg of the desired product as a white solid (10.3%).

The synthetic route of 4-Chloroindoline has been constantly updated, and we look forward to future research findings.

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. 32372-82-0, name is Isoindoline hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H10ClN

To a solution of isoindoline hydrochloride (1.1, 5.0 g, 32.2 mmol) in DCM (30 ml) was added TFAA (8.1 g, 38.78 mmol) at 0 C. The mixture was allowed to stir at room temperature for 1 h. TLC showed the reaction was complete. The volatiles were evaporated and the residue was partitioned between EtOAc and water. The organic phase was washed with brine, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude 2,2,2- trifluoro-1-(isoindolin-2-yl)ethanone (1.2), which was used in next step without further purification. LCMS: 216.2 [M+1]+.

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 32372-82-0.

Electric Literature 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.

General procedure: A mixture of the intermediates 3a-3e (5 mmol) and corresponding secondary amine 4a-4g (5.5 mmol) was added in CH3CN (20 ml) at the presence of anhydrous K2CO3 (6 mmol). The mixture was heated at 65 C for 6-10 h. The solvent was evaporated in vacuo. The residue was dissolved in CH2Cl2 (25 mL), washed with water (20 mL × 3), and the combined organic phases were washed with saturated aqueous NaCl (30 mL), dried over sodium sulfate, and filtered. The solvent was evaporated under reduced pressure. The residue was purified on a silica gel chromatography using mixtures of petroleum/acetone as eluent to get the target products TM-1~TM-28.

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.

Adding a certain compound to certain chemical reactions, such as: 129487-92-9, name is tert-Butyl 5-aminoindoline-1-carboxylate, 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 129487-92-9, Product Details of 129487-92-9

Example V; tert-butyl 5-(3,5-dichloro-phenylsulphonylamino)-2,3-dihvdro-indole-1- carboxylate6 g tert-butyl 5-amino-2,3-dihydro-indole-1-carboxylate are dissolved in 50 ml of pyridine and 50 ml dichloromethane. To this is added dropwise a solution of 6.5 g 3,5-dichlorophenylsulphonyl chloride in 50 ml dichloromethane and the mixture is stirred for 1 hour at ambient temperature. Then it is diluted with dichloromethane and washed with 1 N hydrochloric acid and with saturated sodium chloride solution. After drying with magnesium sulphate the solvents are eliminated in vacuo and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 70:30 to 30:70). Yield: 8.6 g (76 % of theory)Mass spectrum (ESI+): m/z = 460 [M+NH4]+

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, tert-Butyl 5-aminoindoline-1-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference of 959235-95-1, A common heterocyclic compound, 959235-95-1, name is 6-(Trifluoromethoxy)indoline, molecular formula is C9H8F3NO, 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.

HATU (7.02 g, 18.5 mmol) was added to a mixture of 6-(trifluoromethoxy)indoline [CAS 953906-76-8] (2.5 g, 12.31 mmol), 2-(4-chloro-2-fluorophenyl)acetic acid [CAS 194240-75-0] (2.32 g, 12.3 mmol) and diisopropylethylamine (6.1 ml_, 36.9 mmol) in DMF (100 ml_). The resulting mixture was stirred at room temperaure for 12 h. The mixture was diluted with water and the precipitate was filtered off and washed with water. The residue was taken up with EtOAc and the organic layer was washed with a 10% solution of K2CO3 in water, washed with brine, dried over MgSO4, filtered, and the solvent was evaporated under reduced pressure. The crude product was crystallized from diisopropyl ether to give 2- (4-chloro-2-fluorophenyl)-1 -(6-(trifluoromethoxy)indolin-1 -yl)ethanone 6a (4 g).

The synthetic route of 959235-95-1 has been constantly updated, and we look forward to future research findings.

317-20-4, name is 7-Fluoroisatin, 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. Computed Properties of C8H4FNO2

Is added to the reactor 198 mg (1.2 mmol) 7 – fluoro – isatin and 144.1 mg (1.44 mmol) 2, 4 – pentanedionato, add 50 ml tetrahydrofuran and 5 ml DMF as the reaction solvent, adding 1 ml H2O2And 14.5 mg ZnCl2As the catalyst, the electric jacket is heated to 85 C, magnetic stirring reflux reaction for 12 hours. Thin-layer chromatographic trace to after the reaction is complete, evaporating the solvent under reduced pressure, the filter cake is tetrahydrofuran washing, drying to obtain the target compound 175.5 mg, total yield 59.2%.

The synthetic route of 317-20-4 has been constantly updated, and we look forward to future research findings.

Application of 954-81-4, A common heterocyclic compound, 954-81-4, name is N-(5-Bromopentyl)phthalimide, molecular formula is C13H14BrNO2, 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.

[69] Potassium carbonate (13.57 g, 98.20 mmol), pyrrolidine (4.47 ml, 54.01 mmol) and sodium iodide (7.359 g, 49.098 mmol) were added to ethanol/acetone (1:1) at room temperature and stirred for 1 hour. To the reaction mixture was slowly added N – (5-bromopentyl)phthalimide (2) (10.60 g, 49.10 mmol), and the resulting reaction mixture was refluxed at 50 0C for 24 hours. After the reaction was completed, the resulting white solid was filtered and the solvent was evaporated under reduced pressure. Afterwards, the obtained residue was extracted with a saturated IN NaOH aqueous solution and dichloromethane three times. Then, the organic phase was dried with anhydrous magnesium sulfate and distilled under reduced pressure. The resulting residue was subjected to silica gel column chromatography (eluent: dichloromethane :methnol: ammonia water = 100:9:1) to give the target compound (3.27 g, 45 %).[70] 1H-NMR (400 MHz, CDCl3) delta 7.81-7.66 (m, 4H, aromatic), 3.66-3.63 (t, 2H, -CH2 -(CH2)4-NC4H8), 2.51-2.49 (t, 4H, -(CH2)S-NC2H4C2H4), 2.45-2.41 (m, 4H, -(CH2)5-NC2 H4C2H4), 1.77-1.74 (m, 2H, -(CH2VCH2-NC4H8), 1.68-1.55 (m, 4H, -CH2-CU2-CU2 – CH2-CH2-NC4H8), 1.36-1.32 (m, 2H, -CH2-CH2-CH2 -CH2-CH2-NC4H8).

The synthetic route of 954-81-4 has been constantly updated, and we look forward to future research findings.

Application of 446292-08-6, 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 446292-08-6 as follows.

2-{{(5S)-2-Oxo-3-(4-(3-oxo-4-morpholinyl)phenyl]-l,3-oxazolidin-5-ymethyr|- lH-isoindole- l ,3(2H)-dione ( 100 gm) and ethanol (1500 ml) charged into flask. Added methylamme (40%) solution (230 ml) at ambient temperature. Refluxed for one hour.After completion of reaction distilled off solvent completely. Charged pyridine ( 3,9 L) to the mass, cooled to 5C. Added 5′- chlorothiophene-2-carbonyichloride (51.5 gm) . Raise the. temperature to ambient temperature maintained for one hour and further extracted with, methylene chloride. The organic phase dried with sodium sulphate. Concentrated the organic layer under reduced pressure to obtain Rivaroxaban,

According to the analysis of related databases, 446292-08-6, the application of this compound in the production field has become more and more popular.