Category: 341988-36-1

Application In Synthesis of Methyl indoline-6-carboxylate, The chemical industry reduces the impact on the environment during synthesis 341988-36-1, name is Methyl indoline-6-carboxylate, I believe this compound will play a more active role in future production and life.

A solution of methyl indoline-6-carboxylate ( 0.830 g, 4.68 mmol) in dry tetrahydrofuran ( 20 mL ) was treated at 23 0 C and under nitrogen with lithium aluminum hydride ( 0.23 g, 6.08 mmol) and the resulting mixture was stirred for 3.5 h. The reaction mixture was carefully quenched by successive addition of ethyl acetate ( 1 mL ), water ( 0.2 mL), 15 percent aqueous sodium hydroxide ( 0.2 mL ) and water ( 0.6 mL ). The solid formed was filtered and the filtrate was concentrated under reduced pressure. Chromatography of the residual oil on silica gel ( elution ethyl acetate ) followed by distillation under vacuum ( bulb to bulb distillation, bp 95 – 105 ° C / 0.1 torr, air bath temperature ) gave 0.460 g ( 57 percent yield ) of a clear oil which crystallized to a white solid. HPLC (Method A): 0.132 min. HRMS (ESI) calcd for C9Hi2NO [M+H]+ m/z (0724) 150.0913, found 150.0932. NMR (CDC13, 400 MHz) delta ppm: 7.4 (d, J = 7.4 Hz, 1H), 6.66 (dd, J = 7.4, 1.5 Hz, 1H), 6.63 (br. s, 1H), 4.55 (s, 2H), 3.54 (t, J = 8.4 Hz, 2H), 2.99 (t, J = 8.4 Hz, 2H).

I am very proud of our efforts over the past few months and hope to 341988-36-1 help many people in the next few years.

Reference:
Patent; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; (230 pag.)WO2016/134450; (2016); 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. 341988-36-1, name is Methyl indoline-6-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 341988-36-1

Step 2: A solution of 2,3-dihydro-1H-indole-6-carboxylic acid methyl ester (1.34 g, 7.6 mmol) in dichloromethane (66 ml) and pyridine (1.6 ml) was treated with 5-chloro-2-methoxy-benzenesulfonyl chloride (1.83 g, 7.6 mmol, 1 equiv.). The mixture was stirred at room temperature overnight, then diluted with dichloromethane and washed with water. The organic phase was dried with Na2SO4 and evaporated. The residue was purified by flash chromatography (heptane/ethyl acetate gradient), yielding 1-(5-chloro-2-methoxy-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester, 2.2 g (77percent yield). MS (ISP): m/e=382.1 (M+H+.), deltaH (300 MHz; CDCl3) 7.99 (1H, d), 7.93 (1H, s), 7.61 (1H, d), 7.37 (1H, dd), 7.11 (1H, d), 6.77 (1H, d), 4.04 (2H, t), 3.83 (3H, s), 3.56 (3H, s), 3.02 (2H, t).

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 341988-36-1.

Reference:
Patent; Ackermann, Jean; Bleicher, Konrad; Ceccarelli Grenz, Simona M.; Chomienne, Odile; Mattei, Patrizio; Schulz-Gasch, Tanja; US2007/60567; (2007); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 341988-36-1, These common heterocyclic compound, 341988-36-1, name is Methyl indoline-6-carboxylate, 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 working procedure GWP II-acylation: A solution of the acid chloride B (2 equiv.) was added at room temperature to a solution of the amino acid ester A (1 equiv.) and diisopropylethylamine (1 to 3 equiv.) in dichloromethane. The reaction mixture was stirred for 12 h at room temperature, N,N-dimethylethane-1,2-diamine (1 to 3 equiv.) was added, and stirring was carried out for 1 h at room temperature. The mixture is then washed 3.x. with a 1N HCl solution, dried over sodium sulfate and concentrated under reduced pressure. Purification by column chromatography (silica; ethyl acetate/hexane) yielded the desired product.

Statistics shows that Methyl indoline-6-carboxylate is playing an increasingly important role. we look forward to future research findings about 341988-36-1.

Reference:
Patent; Gruenenthal GmbH; US2010/234340; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 341988-36-1, name is Methyl indoline-6-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 341988-36-1, Quality Control of Methyl indoline-6-carboxylate

A solution of 2,3-dihydro-1H-indole-6-carboxylic acid methyl ester (0.23 g, 1.30 mmol) in pyridine (0.60 mL) was treated with 3,5-dimethylbenzenesulfonyl chloride (0.30 g, 1.47 mmol) and stirred at room temperature for 2 hours. The mixture was diluted with 1N HCl and extracted with dichloromethane. The combined organic phases were washed with brine, dried over magnesium sulphate and evaporated. The residue was taken up in heptane/ethyl acetate 1:1 and filtered. The filtrate was pure 1-(3,5-dimethyl-benzenesulfonyl)-2,3-dihydro-1H-indole-6-carboxylic acid methyl ester, 0.41 g (92percent), MS (ISP): m/e=346.3 (M+H).

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, Methyl indoline-6-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Ceccarelli, Simona M.; Chomienne, Odile; Mattei, Patrizio; Sander, Ulrike Obst; US2008/153805; (2008); 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. 341988-36-1, name is Methyl indoline-6-carboxylate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 341988-36-1

Example 1: Synthesis and analytical data of l-(4-Ethoxy-benzenesulfonyl)-2,3-dihydro- indole-6-carboxylic acid methyl esterl-(4-Ethoxy-benzenesulfonyl)-2,3-dihydro-indole-6-carboxylic acid methyl ester was synthesized starting from commercial available indoline-6-carboxylic acid methylester following the general procedure A using commercial available 4-ethoxy-benzene sulfonylchloride. ESI+, m/z+l=362, found; IH-NMR (CDCl3): delta(ppm)=8.25 (s, IH), 7.8.-7.65 (m, 3H), 7.15 (d, J=2Hz; 1H); 6.90 (d; J=3Hz; 2H), 4,10-3=90 (m, 7H), 2,95 (t, J=2Hz, 2H), 1.40 (t, J=2Hz, 3H) General procedure A: Coupling of sulfonic acid chlorides to indolines0.5 mmol of the Indoline were dissolved in a mixture of 2.5 mL dry dichloromethane and 0.5 mL dry pyridine under a nitrogen atmosphere. 0.6 mmol of the sulfonic acid chloride were added. The mixture was stirred at room temperature in a sealed tube for 6.5 h. Thereafter solvent was evaporated under vacuum. The crude product was purified by preparative HPLC-MS to give the corresponding sulfonamide.

The synthetic route of 341988-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EUROPEAN MOLECULAR BIOLOGY LABORATORY; ELARA PHARMACEUTICALS GMBH; JANSSEN, Bernd; AMMENN, Jochen; MUeLBAIER, Marcel; ALONSO, Jorge; WO2010/17827; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 341988-36-1 as follows. Formula: C10H11NO2

To a solution of methyl indoline-6-carboxylate (600 mg, 3.40 mmol),1-(3-bromo-l-methyl- 6,7-dihydro-1N-pyrazolo[4,3-clpyridin-5(4H)-yl)ethanone (Intermediate B, 960 mg, 3.74 mmol), 2-dicyclohexylphosphino-2? ,6? -di-i-propoxy- I , 1? -biphenyl (158 mg, 0.34 mmol) andchloro(2-dicyclohexylphosphino-2?,6? -di-i-propoxy- 1,1? -biphenyl) [2-(2- aminoethylphenyl)]palladium(1l), methyl-tert-butylether adduct (277 mg, 0.34 mmol) in dioxane (10 mE) was added e-BuONa (976 mg, 10.20 mmol). The mixture was heated to 120°C for 16 h under a nitrogen atmosphere. After cooling the reaction to room temperature, water (20 mL) was added and the mixture was extracted with EtOAc (20 mE x 2). 1 M HC1(2 mL) was added to aqueous phase and then extracted with EtOAc (20 mL x 2), The combined organic layers were washed with brine, dried over anhydrous Na2SO4, filtered and concentrated in vacuo. The crude residue was purified by reverse phase chromatography (acetonitrile 5-35percent / 0.1percent NH4HCO3 in water) to give the title compound (120 mg, 10percent) as a brown solid. ?HNMR (400 MHz, DMSO-d6) oe 7.58 (s, IH), 7.28 (d, J= 7.2 Hz, IH), 7.10 2H), 2.77 – 2.65 (m,2H), 2.08 – 2.06 (m, 3H). LCMS M/Z (M+H) 341.

According to the analysis of related databases, 341988-36-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GENENTECH, INC.; CONSTELLATION PHARMACEUTICALS, INC.; ROMERO, F. Anthony; MAGNUSON, Steven; PASTOR, Richard; TSUI, Vickie Hsiao-Wei; MURRAY, Jeremy; CRAWFORD, Terry; ALBRECHT, Brian, K.; COTE, Alexandre; TAYLOR, Alexander, M.; LAI, Kwong Wah; CHEN, Kevin, X.; BRONNER, Sarah; ADLER, Marc; EGEN, Jackson; LIAO, Jiangpeng; WANG, Fei; CYR, Patrick; ZHU, Bing-Yan; KAUDER, Steven; (0 pag.)WO2016/86200; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 341988-36-1, 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. 341988-36-1, name is Methyl indoline-6-carboxylate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

A solution of methyl indoline-6-carboxylate (42) (50 mg, 0.28 mmol) in dichloromethane (10 mL) was cooled to -30 °C, treated with triethylamine (0.04 mL, 0.3 mmol) followed by dropwise addition of acetyl chloride (0.02 mL, 0.3 mmol), and warmed to RT. The reaction mixture was quenched with water and extracted with dichloromethane. The combined organic layers were washed with water, brine solution, dried with anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by flash-chromatography using ethyl acetate/hexane (3:7) to afford 49 mg 1-acetylindoline-6-carboxylate (43) as a white solid (80percent). 1H NMR (CDCl3, 400 MHz): 8.73 (s, 1H), 7.67 (d, 1H), 7.16 (d, 1H), 4.04 (t, 2H), 3.82 (s, 3H), 3.17 (t, 2H), 2.18 (s, 3H).); MS (electrospray): m/z = 220 [M+1].

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

Reference:
Article; Jeanguenat, Andre; Durieux, Patricia; Edmunds, Andrew J.F.; Hall, Roger G.; Hughes, Dave; Loiseleur, Olivier; Pabba, Jagadish; Stoller, Andre; Trah, Stephan; Wenger, Jean; Dutton, Anna; Crossthwaite, Andrew; Bioorganic and Medicinal Chemistry; vol. 24; 3; (2016); p. 403 – 427;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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 341988-36-1 as follows. name: Methyl indoline-6-carboxylate

Dihydroindole-6-carboxylic acid methyl ester (3.60 g, 0.02 mol) was dissolved in a 100 mL single-mouth bottle containing 50 mL of ethanol:water (4:1), and 10 mL (2M aqueous potassium hydroxide solution) was added at 45 ¡ã C. The reaction was carried out for 2 hours. After the reaction was completed, the reaction mixture was neutralized with a 2M aqueous hydrochloric acid solution to pH=6, and then extracted with dichloromethane (150 mL¡Á3).The combined organic phases were dried and concentrated to give the title compound.

According to the analysis of related databases, 341988-36-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Zhao Liwen; Ge Chongxun; Huang Yiqiang; Cao Chen; Li Qingqing; Hou Shaohua; (63 pag.)CN108276382; (2018); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Related Products of 341988-36-1,Some common heterocyclic compound, 341988-36-1, name is Methyl indoline-6-carboxylate, molecular formula is C10H11NO2, 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 working procedure GWP I-sulfonylation: A solution of the sulfonyl chloride C (1 equiv.) in dichloromethane was added at room temperature to a solution of the amino acid ester A (1.2 equiv.) and diisopropylethylamine (1 to 3 equiv.) in dichloromethane. The reaction mixture was stirred for 12 h at room temperature, then washed 3.x. with a 1N HCl solution, dried over sodium sulfate and concentrated under reduced pressure. Purification by column chromatography (silica; ethyl acetate/-hexane) yielded the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl indoline-6-carboxylate, its application will become more common.

Reference:
Patent; Gruenenthal GmbH; US2010/234340; (2010); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

341988-36-1, name is Methyl indoline-6-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. name: Methyl indoline-6-carboxylate

A solution of methyl indoline-6-carboxylate ( 0.830 g, 4.68 mmol) in dry tetrahydrofuran ( 20 mL ) was treated at 23 0 C and under nitrogen with lithium aluminum hydride ( 0.23 g, 6.08 mmol) and the resulting mixture was stirred for 3.5 h. The reaction mixture was carefully quenched by successive addition of ethyl acetate ( 1 mL ), water ( 0.2 mL), 15 percent aqueous sodium hydroxide ( 0.2 mL ) and water ( 0.6 mL ). The solid formed was filtered and the filtrate was concentrated under reduced pressure. Chromatography of the residual oil on silica gel ( elution ethyl acetate ) followed by distillation under vacuum ( bulb to bulb distillation, bp 95 – 105 ¡ã C / 0.1 torr, air bath temperature ) gave 0.460 g ( 57 percent yield ) of a clear oil which crystallized to a white solid. HPLC (Method A): 0.132 min. HRMS (ESI) calcd for C9Hi2NO [M+H]+ m/z (0724) 150.0913, found 150.0932. NMR (CDC13, 400 MHz) delta ppm: 7.4 (d, J = 7.4 Hz, 1H), 6.66 (dd, J = 7.4, 1.5 Hz, 1H), 6.63 (br. s, 1H), 4.55 (s, 2H), 3.54 (t, J = 8.4 Hz, 2H), 2.99 (t, J = 8.4 Hz, 2H).

The synthetic route of 341988-36-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITE DE MONTREAL; BANVILLE, Jacques; (230 pag.)WO2016/134450; (2016); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem