Category: 65826-95-1

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. 65826-95-1, name is 5-Methylindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 5-Methylindoline

General procedure: Diphenyliodonium triflate (2a, 0.1 g, 0.23 mmol, 1.1 equiv) was charged in a vial and sealed with a septum. After adding TFE (3mL), indoline (1a, 0.024 mL, 0.21 mmol) was added dropwise slowly to the solution, which was then heated to 70 C for 14 h.After the solution was cooled to r.t., the mixture was diluted with H2O and sat. NaHCO3. The aqueous phase was extracted several times with CH2Cl2. The organic phase is washed with H2O, dried over MgSO4, filtered, and concentrated in vacuo. The crude residue was purified by column chromatography on silica gel, eluting with cyclohexane-CH2Cl2 (2:1, v/v) giving 34 mg(83%) of 3a as a colorless solid.

The synthetic route of 65826-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Riedmueller, Stefan; Nachtsheim, Boris J.; Synlett; vol. 26; 5; (2015); p. 651 – 655;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

65826-95-1, name is 5-Methylindoline, 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. Application In Synthesis of 5-Methylindoline

General procedure: In a 2-neck RBF, 1 (20 mg, 0.0005 mmol) and TMNO (45 mg, 0.6 mmol) were suspended in toluene (4 mL) and to this solution indoline (60 mg, 0.5 mmol) was added. The reaction mixture was then heated to 100 oC for 20 h and it was filtered and solvent evaporated. The crude product obtained was purified by column chromatography using hexane/ethylacetate (7:1) as eluent to give pure indole (47 mg, 79%). A similar procedure was used for the other indolines and N-heterocycles.

The synthetic route of 65826-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kumaran, Elumalai; Leong, Weng Kee; Tetrahedron Letters; vol. 59; 44; (2018); p. 3958 – 3960;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 65826-95-1,Some common heterocyclic compound, 65826-95-1, name is 5-Methylindoline, molecular formula is C9H11N, 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.

250ml four-necked flask, under a nitrogen atmosphere,Add 0.01mol 3,6-dibromo-9H-carbazole, 0.03molCompound 5-methyl 2,3-dihydro-1H-indole, 0.03 mole sodium t-butoxide, 1 x 10-4 mole Pd2(dba)3, 1 x 10-4 mole tri-t-butylphosphine, 150 ml toluene, heated After refluxing for 24 hours, the sample was spotted, the reaction was complete, natural cooling, filtration, and the filtrate was rotary-steamed over a silica gel column to obtain Intermediate A10 with a purity of 93.50% and a yield of 63.60%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Methylindoline, its application will become more common.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Xu Kai; Li Chong; Zhang Xiaoqing; Zhang Zhaochao; (49 pag.)CN107880031; (2018); A;,
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. 65826-95-1, name is 5-Methylindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. category: indolines-derivatives

(1) 1.33 g of 5-methylindoline and 2-chloropyridine were added to a 50 mL round bottom flask, the ratio of the amount of the substance was 1: 1.5; (2) Stir directly in the air and mix evenly at room temperature.Then heated at 80 C, after 45 min, the system solidified, stopped the reaction, and cooled to room temperature; (3) Add 50 mL of saturated NaHCO3 solution to the system to dissolve the solid.Further, 50 mL of ethyl acetate solution was added, shaken, and liquid-separated, and the aqueous phase was extracted three times with ethyl acetate, 30 mL each time, and the organic phase was combined and concentrated by a rotary evaporator; (4) The concentrate was dissolved in 20 mL of ethanol, refluxed at 80 C for 15 min, cooled, and a pale yellow solid was separated, filtered, rinsed with water and dried in vacuo to give the desired product.

The synthetic route of 65826-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Northwest University; Jiao Linyu; Zhang Ze; Yin Xiaomei; Hong Qian; Ning Zihui; Ma Xiaoxun; Li Zhuo; Sun Ming; (11 pag.)CN109265439; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 65826-95-1, These common heterocyclic compound, 65826-95-1, name is 5-Methylindoline, 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.

5-Methylindoline (1.0 g, 7.5 mmol) was stirred in 3N HC1 (20 mL) at 0 C. Sodium nitrite (0.621 g, 9.0 mmol) in water (2 mL) was added dropwise and the mixture was stirred at 0 C for 5 min. followed by RT for 20 min. The reaction mixture was extracted with DCM (500 mL), and the organic layer was dried over sodium sulfate and concentrated under vacuum to obtain 1.2 g of 5-methyl-l-nitrosoindoline.

The synthetic route of 65826-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDIVATION TECHNOLOGIES, INC.; CHAKRAVARTY, Sarvajit; HART, Barry, Patrick; JAIN, Rajendra, Parasmal; WO2011/103460; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

65826-95-1, name is 5-Methylindoline, 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. HPLC of Formula: C9H11N

General procedure: To a solution of compound77(0.40g, 1.35mmol) in dioxane (2mL) were added indoline (0.3mL, 2.70mmol), triethylamine (0.37mL, 2.70mmol), and 4-dimethylaminopyridine (0.16g, 1.35mmol). The mixture was purged with nitrogen for 2min. ThenPd (dppf)Cl2.CH2Cl2 (0.11g, 0.14mmol) and Mo(CO)6(0.18g, 0.68mmol) were added and the mixture was sealed in a microwave tube and heated to 85C overnight.The reaction was monitored by TLC. Upon completion, the reaction was cooled to room temperature, and diluted with water, and extracted with EtOAc (3*20mL). The combined organic fractions were washed with brine, dried over Na2SO4, and concentrated by evaporation under reduced pressure. Purification by silica gel column chromatography (gradient elution, gradient 0 to 25% EtOAc/60-90C petroleum ether) gave compound43as a light red solid (0.38g, 1.05mmol, 78% yield).

The synthetic route of 65826-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hu, Jianping; Wang, Yingqing; Li, Yanlian; Cao, Danyan; Xu, Lin; Song, ShanShan; Damaneh, Mohammadali Soleimani; Li, Jian; Chen, Yuelei; Wang, Xin; Chen, Lin; Shen, Jingkang; Miao, Zehong; Xiong, Bing; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 156 – 175;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 65826-95-1, 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. 65826-95-1, name is 5-Methylindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Example 23 6,7-Dimethoxy-4-(5-methyl-2,3-dihydro-indol-1-yl)-quinazoline Utilizing a procedure analogous to that described in Example 1, this product was prepared in 94% yield from 5-methyl-indoline (1.1 eq.) and 4-chloro-6,7-dimethoxy-quinazoline (1.0 eq) in i-PrOH. (M.P. 180-181 C.; GC/MS: 321 (M+); anal. RP18-HPLC RT: 4.37 min.).

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

Reference:
Patent; Pfizer Inc.; US5736534; (1998); A;,
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. 65826-95-1, name is 5-Methylindoline, A new synthetic method of this compound is introduced below., Product Details of 65826-95-1

EXAMPLE 54 2-(5-Methylindolin-1-yl)benzonitrile A slurry of 5-methylindoline (31 g, 0.23 mole), sodium hydride (11.3 g, 60% in oil) and dimethylsulfoxide (120 ml) was stirred at room temperature for 1 hour. A solution of o-fluorobenzonitrile (31 gm, 0.25 mole) in dimethylsulfoxide (25 ml) was added dropwise at a temperature below 20 C. Upon completion of the addition, the mixture was stirred for 2 hours at room temperture. The reaction mixture was partitioned between methylene chloride (700 ml) and ice-water (700 ml). The dichloromethane solutions were separated. The aqueous phase was extracted with dichloromethane (2 times, 600 ml). The combined dichloromethane solutions were washed with 2N hydrochloric acid (2 times, 500 ml), water (500 ml), brine (2 times, 400 ml), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was dissolved in ethanol (300 ml) and heptane (100 ml), and chilled in a freezer. The precipitate was collected. The mother liquor was concentrated and purified by flash chromatography on a silica gel column (400 g, 230-400 mesh) eluted with hexane:dichloromethane (3:1, 3 l); hexane:dichloromethane (1:1, 2 l) and dichloromethane (2 l). The fractions containing product were pooled and concentrated to yield 33 g (73% overall yield). The analytical sample was prepared by high-pressure liquid chromatography (Water Associates Prep 500, 10 g, 2 chamber, elution with hexane:dichloromethane, 9:1, 12 l) followed by crystallization from ethanol, mp 59-60 C. ANALYSIS: Calculated for C16 H14 N2: 82.02%C 6.02%H 11.96%N. Found: 82.47%C 6.08%H 12.10%N.

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; Hoechst-Roussel Pharmaceuticals Inc.; US4663453; (1987); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 65826-95-1, 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. 65826-95-1, name is 5-Methylindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In the dried Schrank tube, raw porphyrin (0.15 mmol, 26.2 mg), p-toluenesulfonamide (0.3 mmol, 51.1 mg), iodobenzene acetate were added in sequence.(0.15 mmol, 48.3 mg), pentamethylcyclopentadienylphosphonium dichloride (5 mmol%, 4.6 mg), silver triflate (20 mmol%, 7.7 mg),Silver acetate (20 mmol%, 5.1 mg), acetic acid (0.45 mmol, 27 mg)1.5 mL of 1,2-dichloroethane, and the above-mentioned Schalke tube was placed in a 100 o C oil bath.Stir for about 16 h. Stop the reaction,The reaction solution is easily quenched using 2 mL of saturated ammonium chloride.After further extraction with ethyl acetate (4 mL × 5), the organic phases were combined.The solvent was removed on a rotary evaporator. Finally, separation by silica gel column chromatography(eluent: ethyl acetate: petroleum ether = 1: 5),Obtaining N-(1-acetyl-5-methylporphyrin-7-yl)-4-methylbenzenesulfonamide 3e(46.4 mg, isolated yield: 90%).This compound was a pale yellow solid.

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

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. 65826-95-1, name is 5-Methylindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 65826-95-1

A solution of an HCl salt of Intermediate JB-6 (280 mg, 0.803 mmol) in DCM (2 mL) was added dropwise at 0 C to a stirred solution of sulfurisocyanatidic chloride (0.010 mL, 1.1 mmol) in DCM (3 mL). The reaction mixture was stirred at 0 C for lh and then TEA (0.358 mL, 2.57 mmol) in DCM (1.1 mL) was added and reaction mixture was stirred at 0 C for 3 min. A portion of the crude reaction mixture (-0.8 mL) was added to a stirred solution of 5-methylindoline (32.1 mg, 0.241 mmol) in DCM (1 mL) and the reaction was stirred at rt for 2 h. The reaction mixture was concentrated and partitioned between EtOAc (~2 mL) and 1M HCl (~1 mL) (note: for reactions that followed the procedure outlined here, where there was a basic amine present in the final Example, sat. aq NaHCC was used in the work-up in place of 1 M HC1) and the organic component was washed with brine (1 mL) and concentrated. The residue was dissolved into MeOH, filtered and purified by preparative HPLC to yield the title compound (5.6 mg). LC-MS retention time = 2.88 min; m/z = 551.5 [M+H]+. (Column: Waters BEH C18, 2.0 x 50 mm, 1.7-muiotaeta particles. Solvent A = 95% Water : 5% MeOH : 10 mM NH4OAc. Solvent B = 5% Water : 95% MeOH : 10 mM NH4OAc. Flow Rate = 0.5 mL/min. Start % B = 0. Final % B = 100. Gradient Time = 3 minutes, then a 0.5-minute hold at 100% B. Wavelength = 220). 1H NMR (500 MHz, DMSO-d6) delta 7.24 – 7.04 (m, 4H), 7.00 – 6.66 (m, 8H), 6.21 (br. s., IH), 4.18 (app q, J=7.1 Hz, IH), 4.04 (q, J=7.1 Hz, 2H), 3.94 – 3.82 (m, 2H), 3.58 (d, J=7.0 Hz, IH), 3.49 – 3.39 (m, IH), 2.94 – 2.84 (m, 2H), 2.68 (br. s., IH), 2.47 (dd, J=13.2, 7.3 Hz, IH), 2.21 (s, 3H), 1.35 (t, J=6.8 Hz, 3H), 0.93 (t, J=7.0 Hz, 3H).

The synthetic route of 65826-95-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BENDER, John A.; GENTLES, Robert G.; PENDRI, Annapurna; WANG, Alan Xiangdong; MEANWELL, Nicholas A.; BENO, Brett R.; FRIDELL, Robert A.; BELEMA, Makonen; NGUYEN, Van N.; YANG, Zhong; WANG, Gan; KUMARAVEL, Selvakumar; THANGATHIRUPATHY, Srinivasan; BORA, Rajesh Onkardas; HOLEHATTI, Shilpa Maheshwarappa; METTU, Mallikarjuna Rao; PANDA, Manoranjan; (319 pag.)WO2016/172424; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem