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. 17702-83-9, name is 2-(8-Bromooctyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., name: 2-(8-Bromooctyl)isoindoline-1,3-dione

A mixture of 2-(8-bromodecyl)isoindoline-1 ,3-dione (0.91 g, 2.70 mmol) and tris(4- methoxyphenyl)phosphine (1 g, 2.84 mmol) in MeCN (10 mL) was heated at 70 °C overnight. On cooling the solvent was removed in vacuo and the resulting residue purified by column chromatography eluting with 10percent MeOH in DCM to give [8-(1 ,3-dioxo-2,3- dihydro-1 H-isoindol-2-yl)octyl]tris(4-methoxyphenyl)phosphonium bromide (1 .56 g, 82percent) as a white foam. 1 H NMR (Method A) (DMSO-d6): delta (delta) ppm 7.88-7.81 (4H, m), 7.65 (6H, m), 7.28 (6H, m), 3.88 (9H, s), 3.54 (2H, t), 3.31 (2H, m), 1 .61 -1.36 (6H, m), 1 .23 (6H, m); 31 P NMR (162 MHz, DMSO-d6): delta ppm +21.7 ppm; LC-MS (Method G) 610 [M]+; RT 2.13 min

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 17702-83-9.

Reference:
Patent; NOVINTUM BIOTECHNOLOGY GMBH; SPAREY, Tim; RATCLIFFE, Andrew; STEVENSON, Brett; LAGASSE, Franz; COCHRANE, Edward; LASSALLE, Gilbert; (104 pag.)WO2018/193111; (2018); A1;,
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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. 20870-79-5, name is 5-Nitroindolin-2-one, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 20870-79-5

To a suspension of 5-nitroindolin-2-one (5 g, 1 eq.) in EtOH(50 mL), activated carbon (1 g) and FeCl3 (1 g) were added.The mixture was heated to 78 C, and stirred for 10 min.Then 80% aqueous solution of hydrazine hydrate (8 eq.)was added dropwise into the reaction mixture in 5 min, theresulting mixture was stirred at 78 C for 8-10 h, thencooled to room temperature. The mixture was filtered to remove residue of activated carbon; the filtrate was concentratedunder vacuum to afford crude product, which waspurified by recrystallization from EtOH (about 15 mL) togive 5-aminoindolin-2-one as a pale yellow solid (yield91.9%).

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 20870-79-5.

Reference:
Article; Zhou, Yuanzheng; Ju, Yuan; Yang, Yang; Sang, Zitai; Wang, Zhenling; He, Gu; Yang, Tao; Luo, Youfu; Journal of Antibiotics; vol. 71; 10; (2018); p. 887 – 897;,
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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. 100510-65-4, name is 6-Amino-3,3-dimethylindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. Safety of 6-Amino-3,3-dimethylindolin-2-one

B. 6-(6-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-ylamino)-3,3-dimethylindolin-2-one A mixture of 6-amino-3,3-dimethylindolin-2-one (156 mg), 4-chloro-6-(3-chloropyridin-2-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (100 mg), and CH3CN (5 mL) was run in a Microwave Reactor at 180 C. for 1 h. After cooling, the mixture was treated with sat. aq. Na2CO3 and extracted with EtOAc (30 mL*3). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated. The residue was purified by column to give an off-white solid (120 mg, 80%). 1H NMR (d6-DMSO): 10.32 (s, 1H), 8.54 (s, 1H), 8.40 (s, 1H), 8.28 (dd, 1H, J=5.2, 1.6 Hz), 7.89 (dd, 1H, J=8.0, 1.6 Hz), 7.30 (s, 1H), 7.19 (s, 2H), 7.08 (dd, 1H, J=8.0, 4.8 Hz), 4.38 (s, 2H), 3.61 (t, 2H, J=6.0 Hz), 2.88 (t, 2H, J=5.6 Hz), 1.24 (s, 6H).

The synthetic route of 100510-65-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kelly, Michael G.; Kincaid, John; Kaub, Carl J.; US2006/258689; (2006); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1914-02-9, name is 3,3-Dimethylindoline, 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 1914-02-9, Application In Synthesis of 3,3-Dimethylindoline

3,3-DimethyM -(1 -methyl-4-piperidinyl)-2,3-dihydro-1 H-indole (D5) To a solution of 3,3-dimethyl-2,3-dihydro-1 /-/-indole (500 mg, 3.4 mmol) in acetic acid (5 ml) under an argon atmosphere was added 1-methyl-4-piperidinone (423 mg, 3.74 mmol) and after 5 minutes NaBH(OAc)3 (1.08 g, 5.1 mmol) was added in one portion. After 0.5 hours the mixture was diluted with water, basified with NaOH (pellets) until pH ca. 10 and extracted with Et2O. The organic phase was separated and dried over MgSO4. The solution was filtered and concentrated to afford 3,3-dimethyl-1-(1-methyl-4-piperidinyl)- 2,3-dihydro-1 H-indole (D5) in 94% yield (780 mg).1H-NMR (CDCI3): delta 1.27 (6H, s), 1.74 (4H, m), 2.04 (2H, dt), 2.30 (3H, s), 2.95 (2H1 d), 3.13 (2H, s), 3.35 (1 H, m), 6.40 (1 H, d, J=7.6 Hz), 6.63 (1 H, t, J=7.6 Hz), 6.98 (1 H, d, J=7.6 Hz), 7.04 (1H, t, J=7.6 Hz). MS: m/z (M+H)+ 245, C16H24N2 requires 244

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Reference:
Patent; GLAXO GROUP LIMITED; WO2006/38006; (2006); A2;,
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These common heterocyclic compound, 59-48-3, name is Indolin-2-one, 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. Safety of Indolin-2-one

To a 50 ml single-flask containing 30 ml of acetonitrile was cooled to 0C. Indole-2-one (0.023 mol) and N-bromosuccinimide (0.023 mol) was added, and then stirred at 0C for 4 hours. The primrose precipitate was collected by vacuum filtration, washed with water, and dried under in the air.

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

Reference:
Article; Wang, Lihong; Li, Zhanshan; Lu, Lianhong; Zhang, Wei; Tetrahedron; vol. 68; 5; (2012); p. 1483 – 1491;,
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These common heterocyclic compound, 340702-10-5, name is 6-Fluoroisoindolin-1-one, 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. Recommanded Product: 340702-10-5

To a stirred solution of 6-fluoroisoindolin-l-one (10 g, 66.2 mmol) in anhydrous dichloromethane (100 mL) were added triethylamine (16.72, 165.5 mmol, 21.8 mL), di-iert-butyl dicarbonate (17.3 g, 79.4 mmol) and catalytic DMAP (100 mg) at room temperature. The reaction mixture was stirred at room temperature for 16 h. After completion, this was diluted with CH2CI2, washed with H20, and then washed with saturated aqueous NaHCC . The organic layer was dried over NaiSOzt, filtered and concentrated in vacuo. The crude compound was purified by silica gel, chromatography (0-30% ethyl acetate in hexanes) to give the product. MS: (ES) m/z calculated for C13H14FNO3 PVI + H]+ 252.3, found 252.3.

The synthetic route of 6-Fluoroisoindolin-1-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMOCENTRYX, INC.; CHEN, Xi; DRAGOLI, Dean, R.; FAN, Junfa; KALISIAK, Jaroslaw; KRASINSKI, Antoni; LELETI, Manmohan, Reddy; MALI, Venkat; MCMAHON, Jeffrey; SINGH, Rajinder; TANAKA, Hiroko; YANG, Ju; YU, Chao; ZHANG, Penglie; (198 pag.)WO2017/87607; (2017); A1;,
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Synthetic Route of 169037-23-4, The chemical industry reduces the impact on the environment during synthesis 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, I believe this compound will play a more active role in future production and life.

General procedure: To a suspension of intermediate 6 (0.2mmol) in anhydrous EtOH (30mL) was added different substituent (0.2mmol). The mixture was continually stirred under 50C for 2~3h until no starting material. Then the solvent was evaporated by rotary evaporation. The residue was purified by flash chromatography to afford compounds 7a-n.

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-(Trifluoromethoxy)indoline-2,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Li, Hongling; Wang, Haijun; Wang, Jing; Lin, Yu; Ma, Yukun; Bu, Ming; Steroids; vol. 153; (2020);,
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Reference of 18711-13-2,Some common heterocyclic compound, 18711-13-2, name is 4,7-Dichloroindoline-2,3-dione, molecular formula is C8H3Cl2NO2, 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.

0.4 mmol of 4,7-dichloropurine, 0.2 mmol of antipyrine and 1 mL of water were mixed, and stirred under an oil bath at 100 C for 48 hours, and then the resulting reaction system was sequentially cooled to room temperature, filtered, washed with water and dried under vacuum ( 0.005 MPa, 80 C, 10 h) gave the title compound I-3 (yellow solid, yield 88%, purity 99.8%).

The synthetic route of 18711-13-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Gannan Normal University; Zhang Yong; Nie Longjun; Liu Jinxiang; Fan Xiaolin; (23 pag.)CN110256407; (2019); A;,
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Adding a certain compound to certain chemical reactions, such as: 7699-18-5, name is 5-Methoxyindolin-2-one, 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 7699-18-5, COA of Formula: C9H9NO2

General procedure: To a Schlenk tube were added indolin-2-one 1 (0.3 mmol), t-BuOOH (0.6 mmol), and DCE (2 mL). Then the tube was stirred at 85 oC under air for the indicated time until complete consumption of starting material monitored by TLC analysis. After the reaction was finished, the reaction mixture was washed with brine. The aqueous phase was re-extracted with ethyl acetate (3×10 mL). The combined organic extracts were dried over Na2SO4, removal of the solvent under vacuum afforded the crude product, which was purified further by column chromatography using hexane-ethyl acetate (10:1).

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Reference:
Article; Ying, Wei-Wei; Zhu, Wen-Ming; Liang, Hongze; Wei, Wen-Ting; Synlett; vol. 29; 2; (2018); p. 215 – 218;,
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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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C22H19N3O6

The reaction flask was charged with 210.7 g (0.5 mol) of the compound prepared in Example 7,(S) -2- {[2-oxo-3- (4- (3-oxorpholine) phenyl) oxazolidin-5-yl] methyl} isoindole- VII),1500ml of anhydrous ethanol, 500ml of 30% aqueous solution of methylamine, stirring evenly,The temperature was raised to 40 C to 60 C for 8 hours,TLC in the control (dichloromethane: methanol = 20: 1, volume ratio) reaction is complete,With 10% hydrochloric acid to adjust the pH to 1-2 between the precipitation of a large number of white solid, cooling to about 15 C,Stirring for 2 hours, filtering, filter cake with 300ml anhydrous ethanol washing, vacuum drying,A mixture of 147.0 g of the white solid (compound of formula VIII) was obtained in a molar yield of 89.7%, and 1 ^ (purity: 98.7%).

According to the analysis of related databases, 446292-08-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Peking University Fangzheng Group Co., Ltd.; Peking University Pharmaceutical Co., Ltd.; Peking University Medical Treatment Industrial Group Co., Ltd.; Xu Hong; Li Linfeng; Zhang Zheng; Wang Wei; Ren Juan; (15 pag.)CN105085371; (2017); B;,
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