Category: indolines-derivatives

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.

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.

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. 868066-91-5, name is 5-Bromo-2-methylisoindolin-1-one, A new synthetic method of this compound is introduced below., Safety of 5-Bromo-2-methylisoindolin-1-one

General procedure: 5-Bromo-2-methylisoindolin-1-one (520 mg, 2.30 mmol) and thiophene-2-boronic acid (442mg, 3.45 mmol) were dissolved in a mixure of toluene (12 mL) and EtOH (6 mL). A solutionof 2 M Na2CO3 (3 mL) and Pd(dppf)Cl2 (94 mg, 0.12 mmol) were added and the entiremixture heated at reflux under N2 for 2 h. Additional thiophene-2-boronic acid (294 mg, 2.30mmol) was added and reflux continued under N2 overnight. Upon cooling, the mixture wasdiluted with water (100 mL) and extracted with CH2Cl2 (6×50 mL). The combined organicfractions were dried (Na2SO4), filtered, and the solvent removed under reduced pressure togive a crude solid which was purified by flash column chromatography on silica gel (EtOAcas eluant). The title compound was isolated as a light-brown solid (510 mg, 97percent).

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 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.

General procedure: To a suspension of compound 9-12 (20 mmol) and potassium carbonate (50 mmol) in ACN (150 mL) was added dropwise the secondary amine (4 eq.) and the reaction mixture was refluxed for 24 h. After cooling, the reaction mixture was filtered and the filtrate was concentrated to afford an oil that was directly engaged in the next step without further purification. Reactions were performed on a scale of 5 to 20 g of compounds 9-12 to afford amines 14 and 15 with the following yields: 14a, Yield 90%; 14b, Yield 93%; 15a, Yield 89%; 15b, quantitative yield; 15c, Yield 35%.

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.

Adding a certain compound to certain chemical reactions, such as: 6326-79-0, name is 6-Bromoisatin, 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 6326-79-0, Quality Control of 6-Bromoisatin

6-Bromo-1H-indole-2,3-dione is treated with sodiumhydroxide (1.1 eq) in water at 30C till all solids are dissolved. Sodiumnitrite (1.1 eq) dissolved in a little amount of water is added slowly at this temperature and the solution is stirred for additional 30 minutes. The mixture is slowly added to a solution of sulfuric acid (1.9 eq) in water at 0C keeping the internal temperature below 10C. After additional 20 minutes at this temperature, a mixture of tin(ll)chloride (2.4 eq) in water and hydrochloric acid is added slowly. After 2h of stirring at 0C workup by filtration over celite, washing with acetone and removing the solvent in vacuum gives the intermediate carboxylic acid. 6-Bromo-1H-indazole-3-carboxylic acid is converted into the corresponding methylester following standard procedures.

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, 6-Bromoisatin, other downstream synthetic routes, hurry up and to see.

Reference of 19155-24-9, 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 19155-24-9 as follows.

Step 4: [4-(3,3-Dimethyl-2-oxo-2,3-dihydro-indol-1 -ylmethyl)-cyclohexyl]-carbamic acid tert-butyl ester3,3-Dimethyl-1 ,3-dihydro-indol-2-one (commercial) (268 mg, 1.66 mmol) in DMF (10ml_) was treated with NaH (60percent in oil) (80mg, 1.99mmol) and the mixture was stirred at RT for 10 minutes. Trans-trifluoro-methanesulfonic acid 4-tert- butoxycarbonylamino-cyclohexylmethyl ester (600mg, 1.66mmol) was added and the reaction mixture was heated at 80°C for 4 hours. The solvent was removed in vacuo and the residue was partitioned between DCM and water. The organic portion was passed through a phase separator and the solvent was removed in vacuo. Purification by chromatography on silica eluting with iso-hexane/ EtOAc afforded the title compound. 1H NMR (400MHz, d6-DMSO) delta; 7.32 (1 H, m), 7.22 (1 H, m), 7.03 (1 H, m), 3.49 (2H, d), 3.12 (1H, m), 1.73 (2H, m), 1.60 (3H, m), 1.37 (9H, s), 1.23 (6H, s), 1.02 (4H, m).

According to the analysis of related databases, 19155-24-9, the application of this compound in the production field has become more and more popular.

Reference of 356068-93-4, 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. 356068-93-4, name is (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 11 Preparation of 6-{5-[5-fluoro-2-oxo-1 ,2-dihydro-indol-(3Z)-ylidenemethyl]- 2,4-dimethyl-1H-pyrrole-3-carbonyl}amino-hexanoic acid methyl ester. 5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]-2,4-dimethyI-1H-pyrroIe-3-carbox- ylic acid (300 mg, 1 mmol) and 8 ml of DMF were stirred at room temperature while 1-Ethyl-3-(3-dimethyllaminopropyI)carbodiimide hydrochloride (384 mg, 2 mmol), hydroxybenzotriazole (162 mg, 1.2 mmol), triethylamine (404 mg, 4 mmol) and 6-aminocaproic acid methyl ester hydrochloride (217.8 mg, 1.2 mmol) were added. The mixture was stirred for 20 hours at room temperature. The mixture was diluted with 400 mL of brine. The solids were collected by vacuum filtration, washed with water and dried under vacuum to give 6-{5-[5-fluoro-2-oxo-1,2-dihydro-indol-(3Z)-ylidenemethyl]- 2,4-dimethyl-1 H-pyrrole-3-carbonyl}amino-hexanoic acid methyl ester (346 mg, 81% yield) as a yellow solid. 1H NMR (DMSO-d6)delta1.30 (m, 2H, CH2), 1.51 (m, 2H, CH2), 1.55 (m, 2H, CH2), 2.31 (d, J= 8.0 Hz, 2H, CH2CO), 2.39 (s, 3H, pyrrole-CH3), 2.40 (s, 3H, pyrrole-CH3), 3.18 (m, 2H, NCH2), 3.57 (s, 3H, COOCH3), 6.82 (dd, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 6.92 (td, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 7.70 (s, 1 H, vinyl-H), 7.63 (t, J= 4.0Hz, 1 H, CONH), 7.76 (dd, J= 4.0 and 8.0 Hz, 1 H, Ar-H), 10.89 (s, 1 H, indolinone-NH), 13.66 (s, 1 H, pyrrole-NH). LC-MS (m/z) 428 (M+1).

The synthetic route of (Z)-5-((5-Fluoro-2-oxoindolin-3-ylidene)methyl)-2,4-dimethyl-1H-pyrrole-3-carboxylic acid 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. 61-70-1, name is 1-Methylindolin-2-one, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H9NO

General procedure: All reactions were conducted in 10 mL glass vials fitted with crimpcap septum caps. The reaction vial, equipped with a magnetic stir bar,was charged under an N2 atmosphere with 1-methylindolin-2-one (4)(73.6 mg, 0.5 mmol), Pd2(dba)3 (10 mg, 0.011 mmol, 2.5 mol%), i-Pr-BI-DIME (7) (0.022 mmol, 5 mol%), LiHMDS (1 M in toluene, 0.55 mL,0.55 mmol) and the aryl halide (1.1 equiv), then sealed with a crimpcap septum. THF (0.5 mL) and toluene (0.5 mL) were added via syringe and the reaction was heated to 70 C for 4-24 h. The reaction mixture was cooled to room temperature then filtered through a Celite pad with EtOAc (5 mL) as eluent. The filtered solution waswashed with H2O (3 mL), dried over MgSO4 and then concentrated under reduced pressure. The crude residue was purified using a 12 g silica column (30% EtOAc/hexanes) to afford the corresponding oxindole product.

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 of 71294-03-6,Some common heterocyclic compound, 71294-03-6, name is 7-Fluoroindolin-2-one, molecular formula is C8H6FNO, 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 2a-j (1.50 mmol) and 5 (1.50 mmol) in ethanol (10 mL) was treated with a catalytic amount of piperidine. The reaction mixture was stirred under reflux until complete consumption of the substituted indolin-2-ones was observed by TLC. After cooling, the precipitate was filtered, recrystallised from absolute ethanol and dried in air to furnish pure (E)-3-(benzothiazol-2-ylmethylene)indolin-2-ones 6a-j.

The synthetic route of 71294-03-6 has been constantly updated, and we look forward to future research findings.

Reference of 118289-55-7,Some common heterocyclic compound, 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-2-one, molecular formula is C10H9Cl2NO, 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 6-chloro-5-(2-chloroethyl)-1,3-dihydro-2H-indol-2-one 1 (1.00mol), potassium carbonate (1.20mol), secondary amine (2a-h, 1.30mol) in water (10mL) was refluxed until completion (TLC, about 24-48h) and the reaction mass was cooled to RT and then extracted with DCM to get crude 3a-h. Recrystallized using aqueous acetone or aqueous ethanol or methanol (Yield 55-70%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6-Chloro-5-(2-chloroethyl)indolin-2-one, its application will become more common.