Author: tianli

The chemical industry reduces the impact on the environment during synthesis 143262-20-8, name is 1-(tert-Butoxycarbonyl)indoline-7-carboxylic acid, I believe this compound will play a more active role in future production and life. 143262-20-8

Step 3: Methyl 4-{ l-[(2,3-dihydro-lH-indol-7-ylcarbonyl)amino]cyclopropyl}benzoatel-(te^butoxycarbonyl)indoline-7-carboxylic acid (300 mg, 1.14 mmol), HATU (475 mg, 21.2 mmol) and methyl 4-(l-aminocyclopropyl)benzoate (262 mg, 1.37 mmol) were added to acetonitrile (7.6 ml). The solution was cooled in an ice bath and DIPEA (695 ul, 3.99 mmol) was added. After 2 hr at RT, the mixture was poured into a solution OfNaHCO3 (l/2sat.) and washed 3 times with EtOAc. The combined organic layers were washed with brine and dried with Na2SO4. The solvent was removed and the crude mixture purified by flash chromatography on silica gel. The Boc group was removed with 1:1 TFA/DCM using the standard procedure.

The chemical industry reduces the impact on the environment during synthesis 143262-20-8. I believe this compound will play a more active role in future production and life.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2008/104055; (2008); A1;,
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. 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, A new synthetic method of this compound is introduced below., 169037-23-4

General procedure: A mixture of beta-nitrostyrenes, isatin and tyrosine (1:1:1) was stirredunder heating at 100 C for 1 h in [bmim]Br (200 mg). After the reaction was completed, 10 mL of ethyl acetate was added to the reaction mixture and stirred for 15 min. The organic layer was separated, washed with water, and dried. The cycloadduct was further purified using hexane: ethyl acetate (3:2 v/v) as eluent employing column chromatography technique. After extraction of the cycloadduct, [bmim]Br wasdried under vacuum at 80 C for 2 h to exclude any water trapped from moisture and reused for subsequent runs.

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:
Article; Kumar, Raju Suresh; Almansour, Abdulrahman I.; Arumugam, Natarajan; Mohammad, Faruq; Kotresha; Menendez, J. Carlos; Bioorganic and Medicinal Chemistry; vol. 27; 12; (2019); p. 2487 – 2498;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

20870-79-5, Name is 5-Nitroindolin-2-one, 20870-79-5, 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.

To 250 mL acetic acid was added 7.00 g (39.3 MMOL) 5-nitro-1, 3-dihydro-indol-2-one and 418 mg (0.393 MMOL) palladium on carbon. Exposed the reaction mixture to 40 psi H2 on parr shaker for 1.5 hours. The reaction was filtered through diatameceous earth, and the acetic acid was removed under reduced pressure. Cooled the reaction mixture to 0 C and added 10.0 mL of a 94.5 : 5: 0.5 CHC13 : CH30H: NH40H solution. The solution was loaded onto a silica gel column and purified via chromatography (97.8 : 2.0 : 0.2 CHCI3 : CH30H: NH40H) to give a white solid which was further crystallized using the eluent as the solvent to give 4.06 G (27.2 mmol, 69%) of the title compound as crystalline white needles. C8H9N20 :

Statistics shows that 5-Nitroindolin-2-one is playing an increasingly important role. we look forward to future research findings about 20870-79-5.

Reference:
Patent; PFIZER PRODUCTS INC.; WO2004/56786; (2004); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

6341-92-0, 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. 6341-92-0, name is 6-Chloroisatin, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Microwave Heating: diversity of substituted indoline-2,3-dione 2 (1.0 mmol) was introduced in a 10-mL Initiator reaction vial, diversity of substituent alpha-thiocyanatoethanone 1 (2.0 mmol), EtOH (1.0 mL), and sodium hydroxide (1.0 mmol, 0.040 g) were then successively added. Subsequently, the reaction vial was capped and then pre-stirred for 20 s. The mixture was irradiated (time: 10 min, temperature: 80 C; Absorption Level: High; Fixed Hold Time) until TLC (petroleum ether: acetic ether 3:1) revealed that conversion of the starting material 2 was complete. The reaction mixture was cooled to room temperature. Next, the system was diluted with cold water (20 mL) and neutralized by diluted acidic solution. The solid product was collected by Buechner filtration and was purified by recrystallization from 95% ethanol to afford the pure yellow solid (3a-z)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Wang, Xue; Wu, Qiong; Jiang, Bo; Fan, Wei; Tu, Shu-Jiang; Tetrahedron Letters; vol. 55; 1; (2014); p. 215 – 218;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

39603-24-2, A common heterocyclic compound, 39603-24-2, name is 5,7-Dimethylindoline-2,3-dione, molecular formula is C10H9NO2, 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 mixture of the protecting reagent RBr (0.2 mmol) and K2CO3 (0.138 g) in MeCN (10 mL), isatin (6) was added (0.147 g) at room temperature. After that, the reaction mixture was stirred 24 h at reflux. Then, the solvent was evaporated under vacuum, and the reaction crude was purified by column chromatography (SiO2, Hex:EtOAc 8:2), giving rise to the corresponding product 7.

The synthetic route of 39603-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Auria-Luna, Fernando; Marques-Lopez, Eugenia; Mohammadi, Somayeh; Heiran, Roghayeh; Herrera, Raquel P.; Molecules; vol. 20; 9; (2015); p. 15807 – 15826;,
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. 88150-75-8, name is Ethyl 4-(2-(1,3-dioxoisoindolin-2-yl)ethoxy)-3-oxobutanoate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. 88150-75-8

(ii) Preparation of 4-(2-chlorophenyl)-3-ethoxycarbonyl-5-methoxycarbonyl-6-methyl-2-[2-phthalimidoethoxymethyl]-1,4-dihydropyridine STR142 Methyl 3-aminocrotonate (72.2 g; 0.627M) and 2-chlorobenzaldehyde (88.1 g; 0.627M) were added to a solution of ethyl 4-(2-phthalimidoethoxy)acetoacetate (200 g; 0.627M) in isopropanol (1 liter) and the mixture was heated under reflux for 20 hours. The isopropanol was evaporated under reduced pressure and replaced by acetic acid (1 liter). After granulation at 10 the solid was collected and slurried in methanol (300 ml). The solid was collected by filtration and dried in vacuo at 50 to afford the title compound, yield 84.4 g, m.p. 146-147. Analysis %: Found: C, 62.2; H, 5.0; N, 5.2. Calculated for C28 H27 ClN2 O7: C, 62.4; H, 5.05; N, 5.2.

The synthetic route of 88150-75-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pfizer Inc.; US4572908; (1986); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

19727-83-4, A common compound: 19727-83-4, name is 6-Nitroindoline, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

To a solution of nitroindoline(0.54g, 3.29mmol) in THF (7mL) was added di-tert-butyl dicarbonate (0.72g, 3.29mmol) and DMAP (0.44g, 3.62mmol) . The resulting mixture was stirred overnight at rt. The reaction was then diluted with EtOAc and washed with IN HCl. The organic layer was neutralized with sat. NaHCO3, washed with sat. NaCl (2x), dried over Na2SO4, filtered, and concentrated in vacuo to yield tert-butyl 6-nitroindoline-l-carboxylate as a yellow solid. MS (ES+): m/z EPO 265 [M+l]. 1H NMR (d6-DMSO, 400MHz): delta 1.49 (s, 9H), 3.16 (t, J= 8.8 Hz, 2H), 3.98 (t, J= 8.8 Hz, 2H), 7.42 (d, J= 8.4 Hz, IH), 7.81 (dd, J= 8.4 Hz, 2.0 Hz, IH), 8.41 (s, IH).

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

Reference:
Patent; OSI PHARMACEUTICALS, INC.; WO2006/34111; (2006); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

89-40-7, The chemical industry reduces the impact on the environment during synthesis 89-40-7, name is 5-Nitroisoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

Stannous chloride (0.364 mol) was dissolved in 82.0 ml of concentrated hydrochloric acid at 0 C and the intermediate compound 2 (0.104 mol) add slowly, and slowly warm to 55 C. after stirring for 3 hours, and cool to 0 C, add sodium hydroxide (0.832 mol) control solution temperature does not exceed 12 C, precipitation of yellow solid, filter, filter cake washed with warm water 3 times, dry, intermediate compound 3, yellow solid, yield 94 %

The chemical industry reduces the impact on the environment during synthesis 89-40-7. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Shandong University; Zhao Guisen; Liu Yang; Geng Jingkun; Li Yijing; (15 pag.)CN104447496; (2017); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

6341-92-0, 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. 6341-92-0, name is 6-Chloroisatin, This compound has unique chemical properties. The synthetic route is as follows.

4. 6-Chlorooxindole Reaction of 36.2 g. of 6-chloroisatin with hydrazine hydrate followed by sodium ethoxide in ethanol, substantially according to B above, afforded 14.2 g. of 6-chlorooxindole, m.p. 196-198 C. In an analogous manner 4- and 6-fluoro- and bromooxindoles are prepared, as well as 7-fluorooxindole, 7-bromooxindole, 7-methyloxindole, 4,6-difluorooxindole, 4,7-dichlorooxindole, 5,7-difluorooxindole, 5-n-butyl-7-fluorooxindole, 7-cyclohexyloxindole and 7-cyclopropyloxindole.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Pfizer Inc.; US4725616; (1988); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

A common compound: 3485-84-5, name is N-Vinylphthalimide, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 3485-84-5

A solution of the hydrazone 11.40 (2.5 g, 7.1 mmol) in anhydrous THF (60 mL) is cooled to – 78 0C and 1 M sodium hexamethyldisilazane (7.1 mL, 7.1 mmol) is added. The mixture is maintained at -78 0C for 15 min. then allowed to warm to room temperature. The solvent is removed under vacuum leaving a light yellow residue which is suspended in 1 ,4-dioxane (100 mL). To the suspension is added N-vinylphthalimide (7.3 g, 42.1 mmol), benzyltriethylammonium chloride (0.20 g, 0.88 mmol), and rhodium diacetate dimer (38 mg, 0.086 mmol). The resulting mixture is heated to 50 0C for 48 h. EtOAc (200 mL) is added and the mixture is washed with water (4 x 100 mL). The organic layer is separated, dried over Na2SO4, filtered and evaporated to dryness to give the crude solid that is purified by a flash silica gel chromatography (eluent: 10% EtOAc in hexanes) to give 11.41 (1.0 g, 40%) as a white 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, 3485-84-5, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BOEHRINGER INGELHEIM PHARMA GMBH & CO. KG; WO2009/52078; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem