Category: 21857-45-4

Application In Synthesis of 5-Methoxyindoline,When developing chemical systems it’s of course important to gain a deep understanding of the chemical reaction process.

To a solution of 5-methoxyindoline (175 mg, 1.17 mmol) in 3.6 mL of dry N,N-dimethylformamide was added sodium hydride (55%, 70 mg, 1.6 mmol) at 0 C. After the reaction mixture was stirred at the same temperature for 30 min, (2-bromoethyl)benzene (0.22 mL, 1.6 mmol) was added with additional stirring at room temperature overnight. After the reaction mixture was quenched with water at 0 C., the solution was extracted with diethyl ether (20 mL) twice. The combined extracts were washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5 to 85/15) to obtain 5-methoxy-1-phenethylindole (95 mg, 32%).

Therefore, this conceptually novel strategy might open impressive avenues to establish green and sustainable chemistry platforms. In my other articles, you can also check out more blogs about 21857-45-4.

Reference:
Patent; TOKYO INSTITUTE OF TECHNOLOGY; KYOTO UNIVERSITY; US2011/294850; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

In chemical reaction engineering, simulations are useful for investigating and optimizing a particular reaction process or system., Application of 21857-45-4

To a 100 mL round- bottomed flask, flushed with nitrogen, were added 17 (91 mg, 0.5 mmol), 5-methoxyindoline (82 mg, 0.55 mmol), BuOH (10 mL), and 2-3 drops of cone. HC1. The reaction mixture was heated at reflux with stirring for 12 h until the starting material 17 disappeared (TLC). The reaction solution was allowed to cool to room temperature; the solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel with hexane: acetyl acetate = 20: 1 as the eluent. Fractions containing the product (TLC) were combined and evaporated to afford 93 mg (63%) 8 as a white powder: mp 201.1-202.3 C; Rf 0.5 (AcOEt/Hexane 3 : 1); 1H NMR (DMSO-d6) delta 2.42 (s, 3 H), 2.53 (s, 3 H), 3.25 (t, 2 H), 3.75 (s, 3 H), 4.39 (t, 2 H), 6.79 (t, 2 H), 6.89 (d, 1 H), 8.48 (d, 1 H), Anal. Ci7H17N302

Interested yet? This just the tip of the iceberg, You can reading other blog about 21857-45-4.

Reference:
Patent; DUQUESNE UNIVERSITY OF THE HOLY SPIRIT; GANGJEE, Aleem; (111 pag.)WO2016/100495; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 21857-45-4, name is 5-Methoxyindoline, 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. SDS of cas: 21857-45-4

To a solution of 5-methoxyindoline (175 mg, 1.17 mmol) in 3.6 mL of dry N,N-dimethylformamide was added sodium hydride (55%, 70 mg, 1.6 mmol) at 0 C. After the reaction mixture was stirred at the same temperature for 30 min, (2-bromoethyl)benzene (0.22 mL, 1.6 mmol) was added with additional stirring at room temperature overnight. After the reaction mixture was quenched with water at 0 C., the solution was extracted with diethyl ether (20 mL) twice. The combined extracts were washed with brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=95/5 to 85/15) to obtain 5-methoxy-1-phenethylindole (95 mg, 32%).

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

Reference:
Patent; TOKYO INSTITUTE OF TECHNOLOGY; KYOTO UNIVERSITY; US2011/294850; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 21857-45-4, A common heterocyclic compound, 21857-45-4, name is 5-Methoxyindoline, molecular formula is C9H11NO, 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.

To a 100 mL round- bottomed flask, flushed with nitrogen, were added 17 (91 mg, 0.5 mmol), 5-methoxyindoline (82 mg, 0.55 mmol), BuOH (10 mL), and 2-3 drops of cone. HC1. The reaction mixture was heated at reflux with stirring for 12 h until the starting material 17 disappeared (TLC). The reaction solution was allowed to cool to room temperature; the solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel with hexane: acetyl acetate = 20: 1 as the eluent. Fractions containing the product (TLC) were combined and evaporated to afford 93 mg (63%) 8 as a white powder: mp 201.1-202.3 C; Rf 0.5 (AcOEt/Hexane 3 : 1); 1H NMR (DMSO-d6) delta 2.42 (s, 3 H), 2.53 (s, 3 H), 3.25 (t, 2 H), 3.75 (s, 3 H), 4.39 (t, 2 H), 6.79 (t, 2 H), 6.89 (d, 1 H), 8.48 (d, 1 H), Anal. Ci7H17N302

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; DUQUESNE UNIVERSITY OF THE HOLY SPIRIT; GANGJEE, Aleem; (111 pag.)WO2016/100495; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 21857-45-4, 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. 21857-45-4, name is 5-Methoxyindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step B : 5-methoxy-1-nitroso-2,3-dihydro-1H-indole; To 10 ml of 50% acetic acid solution at 0 C. there is added, all at once, 0.499 g of the compound of Step A above. At 0 C., 0.232 g of sodium nitrite dissolved in 5 ml of water is added dropwise. Once the addition is complete, the reaction mixture is stirred at 0 C. for 1 hour 30 minutes. After adding water, the aqueous phase is extracted 3 times with dichloromethane; the combined organic phases are washed with water and dried over magnesium sulphate. Evaporation to dryness yields the expected product, which is used in the subsequent reaction without purification.

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, 5-Methoxyindoline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LES LABORATOIRES SERVIER; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE PARIS SUD; US2009/176794; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 21857-45-4, name is 5-Methoxyindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 21857-45-4

Weigh 5-methoxy indole (0.35 g, 2.35 mmol) in a two-necked flask,Add DCM (7mL) to dissolve,After adding DIPEA (0.36 g, 2.82 mmol) under ice bath conditions,Allyl chloride (0.23 g, 2.59 mmol) was added dropwise,After the addition is complete, the reaction is continued under ice bath conditions.Check the progress of the reaction through the TLC point plate,About 5 hours after the reaction is completed,After processing,DCM (20 mL) was added to dilute the reaction solution.Wash with saturated sodium bicarbonate solution (20 mL),Extract the sodium bicarbonate solution layer with DCM (10 mL×3).Dry with anhydrous magnesium sulfateconcentrate,Purification by column chromatographyThe target compound (0.28 g, yield 58.7%) was obtained.

The synthetic route of 21857-45-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Tianjin Binjiang Pharmaceutical Research And Development Co., Ltd.; Tian Hongqi; Huang Gongchao; Cheng Ying; (48 pag.)CN107793413; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 21857-45-4, 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 21857-45-4 as follows.

7-Benzyl-4-chloro-2-methyl-5H-pyrrolo[3,2-d]pyrimidine 11 15(0.1 g, 0.39 mmol) and 5-methoxyindoline (58 mg, 0.48 mmol) were dissolved in isopropanol (15 mL) and heated at reflux for 12 h, and the solvent was evaporated in vacuo. The crude material obtained was purified by column chromatography and eluted with 1% (v/v) MeOH/CHCl3. Fractions containing the product (TLC) were pooled, and the solvent was evaporated to afford 4 (109 mg, 76%). TLC Rf 0.4 (MeOH: CHCl3; 1:20).

According to the analysis of related databases, 21857-45-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Pavana, Roheeth Kumar; Choudhary, Shruti; Bastian, Anja; Ihnat, Michael A.; Bai, Ruoli; Hamel, Ernest; Gangjee, Aleem; Bioorganic and Medicinal Chemistry; vol. 25; 2; (2017); p. 545 – 556;,
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. 21857-45-4, name is 5-Methoxyindoline, This compound has unique chemical properties. The synthetic route is as follows., name: 5-Methoxyindoline

0 degree celcius at the 5-methoxy indoline (257mg, 1.72mmol) and triethylamine (487ul, 3.44mmol) was added to dichloromethane (8.0mL), and then slowly added 4-methoxy-3- (4- (2,2,2-trichloro-acetyl) piperazin-1-yl) benzene-1-sulfonyl chloride (500mg, 1.15mmol). After 10 minutes the reaction temperature was raised to 25 , the reaction overnight. Was added 50mL of dichloromethane and then with saturated sodium chloride solution (40 mL), the organic phase after separation was dried over anhydrous sodium sulfate. Filtered, the filtrate was spin dry, purified by column chromatography (petroleum ether / ethyl acetate (v / v) = 5/1) to give the title compound as a white solid (554mg, 87.9%).

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 21857-45-4.

Reference:
Patent; Guangdong East Sunshine Pharmaceutical Co., Ltd.; Zhang, Wenhe; Jin, Chuanfei; Zhang, Yingjjun; Zhang, Ji; (50 pag.)CN105367474; (2016); A;,
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. 21857-45-4, name is 5-Methoxyindoline, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Methoxyindoline

General procedure: The mixture of xylene (1.0 mL), substrate (0.3 mmol), and rGO (100 w%) was stirred at 100 C for 12 h under O2 atmosphere. After the reaction, the mixture was diluted with AcOEt and water. The organic phase was concentrated under reduced pressure, and purified by column chromatography with silica gel.

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 21857-45-4.

Reference:
Article; Morimoto, Naoki; Takeuchi, Yasuo; Nishina, Yuta; Chemistry Letters; vol. 45; 1; (2016); p. 21 – 23;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 21857-45-4, These common heterocyclic compound, 21857-45-4, name is 5-Methoxyindoline, 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.

Step 2: To a solution of 3-(4-nitro-1 H-pyrazol-1-yl)propanal (200 mg, 1 .18 mmol) in MeOH (12.0 mL), 5-methoxyindoline (176 mg, 1 .18 mmol) was added. This reaction mixture was stirred at rt for 1 h, then NaBH4 (121 mg, 3.20 mmol) was added and stirred for another 30 min at rt. The reaction mixture was quenched with water and extracted with EtOAc (2x). The combined org. layers were dried (MgS04), filtered and the solvent was removed under reduced pressure to yield 5-methoxy-1-(3-(4-nitro-1 H-pyrazol-1 -yl)propyl)indoline, which was used in the next step without further purification. LC-MS conditions B: tR = 0.56 min, [M+H]+= 303.15.

Statistics shows that 5-Methoxyindoline is playing an increasingly important role. we look forward to future research findings about 21857-45-4.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; BOLLI, Martin; BOSS, Christoph; BROTSCHI, Christine; GUDE, Markus; HEIDMANN, Bibia; SIFFERLEN, Thierry; WILLIAMS, Jodi, T.; WO2012/110986; (2012); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem