Indolines-derivatives

Synthetic Route of 20870-78-4, 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. 20870-78-4, name is 5-Bromoindolin-2-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-Bromo-1,3-dihydro-indol-2-one (10 g, 47.1 mmol) in dioxane (120 ml) was added bispinacolato diborane (26.25 gm, 103.7 mmol); the reaction was purged with nitrogen for 30 min followed by addition of potassium acetate (13.86 g, 141 mmol) and Pd(dppf)Cl2 (1.92 g 2.3 mmol). The reaction mixture was warmed to 100 C. and stirred at this temperature for 16 h. After the completion of the reaction it was filtered through Celite and the filtrate was diluted with water, extracted with EtOAc. The combine organic layer ware washed with brine, dried over Na2SO4, concentrated and purified by column chromatography to obtain 5-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1,3-dihydro-indol-2-one, (7.8 g, 64%).

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-Bromoindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Alam, Muzaffar; Du Bois, Daisy Joe; Hawley, Ronald Charles; Kennedy-Smith, Joshua; Minatti, Ana Elena; Palmer, Wylie Solang; Silva, Tania; Wilhelm, Robert Stephen; US2011/71150; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 99365-40-9, name is 6-Bromoindolin-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 99365-40-9, Recommanded Product: 6-Bromoindolin-2-one

General procedure: To the phenstatin-3-aldehyde/isocombretastatin-3-aldehyde(16a-b) (0.303 mmol/0.304 mmol) prepared in the above stepwas added corresponding substituted oxindoles (17a-h)(0.303 mmol) and catalytic amount of piperidine (1.0 ml) in ethanol.Heated the reaction mixture to reflux for 4 h at 85 C. The solidcompounds obtained in the reaction vessel were filtered and washed with ethanol for 4-5 times. After complete air drying thefinal compounds phenstatin/isocombretastatin-oxindole analogs(5a-h and 6a-h) were obtained as pure solids (yield 71-90%).

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Reference:
Article; Kumar, G. Bharath; Nayak, V. Lakshma; Sayeed, Ibrahim Bin; Reddy, Vangala Santhosh; Shaik, Anver Basha; Mahesh, Rasala; Baig, Mirza Feroz; Shareef, Mohd Adil; Ravikumar; Kamal, Ahmed; Bioorganic and Medicinal Chemistry; vol. 24; 8; (2016); p. 1729 – 1740;,
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Electric Literature of 32692-19-6, 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. 32692-19-6, name is 5-Nitroindoline belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

In a 20 ml pressure tube were mixed 5-nitroindoline (500 mg, 3.05 mmol) and sodium carbonate (968 mg, 9.14 mmol) at ambient temperature in anhydrous tetrahydrofuran (5 ml). Methyl iodide (0.190 ml, 3.05 mmol) was added. The reaction mixture was stirred and heated for 24 hours at 60 C. the mixture was diluted with ethyl acetate and water, and the layers were separated. The organic layer was washed with brine, dried with Na2S04, filtered, and concentrated. The residue was purified by flash chromatography on a 40 g silica gel column using an AnaLogix IntelliFlash 280 system eluting with a gradient of 10 to 20% ethyl acetate/hexane to provide the title compound. MS (DCI(+)) m/e 179 (M+H)+.

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

Reference:
Patent; ABBOTT LABORATORIES; BA-MAUNG, Nwe Y.; CLARK, Richard F.; ERICKSON, Scott A.; FIDANZE, Steve D.; KAWAI, Megumi; MANTEI, Robert A.; SHEPPARD, George S.; SORENSON, Bryan K.; WANG, Gary T.; WO2011/53476; (2011); A1;,
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These common heterocyclic compound, 603-62-3, name is 3-Nitrophthalimide, 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. Formula: C8H4N2O4

To a solution of potassium hydroxide (16.1 g, 286 mmol) in water (500 mL), was added 3-nitrophthalimide (25.0 g, 130 mmol) in portion at 0 C. The suspension was stirred at 0 C for 3 hrs, and then heated to 30 C for 3 hrs. To the solution, was added HCl (100 mL, 6N). The resulting suspension was cooled to 0 C for 1 hr. The suspension was filtered and washed with cold water (2 x 10 mL) to give 3-nitro-phthalamic acid as a white solid (24.6 g, 90% yield): 1H NMR (DMSO-d6) S 7.69 (brs, 1H, NHH), 7.74 (t, J= 8 Hz, 1H, Ar), 7.92 (dd, J= 1, 8 Hz, 1H, Ar), 8.13 (dd, J= 1, 8 Hz, 1H, Ar), 8.15 (brs, 1H, NHH), 13.59 (s, 1H, OH);13C NMR (DMSO-d6) S 125.33, 129.15, 130.25, 132.54, 136.72, 147.03, 165.90, 167.31.

The synthetic route of 3-Nitrophthalimide has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CELGENE CORPORATION; TROTTER, Matthew William, Burnell; RISUENO-PEREZ, Alberto; POURDEHNAD, Michael; GANDHI, Anita; HAGNER, Patrick; (85 pag.)WO2017/53555; (2017); A1;,
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Synthetic Route of 317-20-4, 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. 317-20-4, name is 7-Fluoroisatin belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: In a 15 mL quartz tube equipped with a magnetic stirrer bar, isatin (1 mmol), 1,3-dicarbonyl compound (1 mmol), malononitrile (1 mmol), and Na2 eosin Y (0.02 mmol) were added successively in ethyl lactate/water (3:1, 2 mL). The reaction tube was exposed to green LED (520e525 nm, 10 W) irradiation at a distance of approximately 3 mm from bottom of the tube (SI, Fig. S1) at room temperature in air with stirring for an appropriate time. The reaction progress was monitored by TLC. Upon completion, water was added to the mixture and the solid precipitate was filtered and washed with ethanol to obtain the desired pure product.

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

Reference:
Article; Chen, Meng-Nan; Di, Jia-Qi; Li, Jiao-Mian; Mo, Li-Ping; Zhang, Zhan-Hui; Tetrahedron; (2020);,
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Adding a certain compound to certain chemical reactions, such as: 56341-37-8, name is 6-Chlorooxindole, 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 56341-37-8, Recommanded Product: 6-Chlorooxindole

General procedure: To a solution of s7 (398 mg, 1.18 mmol) in EtOH (2.30 mL) were successively added addedoxindole (105 mg, 1.13 mmol) and piperidine (12 muL, 0.12 mmol) at room temperature. After 20 h,the reaction mixture was concentrated in vacuo. The residue was purified by columnchromatography (silica gel, hexane/EtOAc = 4/1) to afford aldehyde 1a (422 mg, 84%) as yellowsolid, whose geometry was determined by X-ray crystal analysis.

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Reference:
Article; Machida, Mizuki; Mori, Keiji; Chemistry Letters; vol. 47; 7; (2018); p. 868 – 871;,
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Related Products of 480-91-1, A common heterocyclic compound, 480-91-1, name is Isoindolin-1-one, molecular formula is C8H7NO, 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.

Intermediate 6B: [00203] Potassium nitrate (1.215 g, 12.02 mmol) was added portionwise to a solution of Intermediate 6A (1.6 g, 12.02 mmol) in sulfuric acid (24 mL) at 0 0C over 10 min. The reaction mixture was stirred to 3 h at ambient temperature. The reaction mixture was poured onto ice and the resulting precipitate was washed with water and dried in vacuo to yield Intermediate 6B (1.85 g, 10.38 mmol, 86 % yield) as a beige solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 4.53 (s, 2 H) 7.86 (d, J=8.25 Hz, 1 H) 8.33 (s, 1 H) 8.45 (dd, J=8.24, 2.20 Hz, 1 H) 8.97 (s, 1 H). MS (ESI) m/z 179.0 (M+H)+.

The synthetic route of 480-91-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79759; (2008); A1;,
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Electric Literature of 104618-32-8, A common heterocyclic compound, 104618-32-8, name is 2-(4-Oxocyclohexyl)isoindoline-1,3-dione, molecular formula is C14H13NO3, 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 solution of commercially available 4-bromophenyl hydrazine (1.46 g, 6.5 mmol) in ethanol (50 mL) was added preparative example 28 step C (1.6 g, 6.5 mmol) in ethanol (15 mL). The reaction mixture was stirred for 2 h at room temperature. The solvent was removed to give the title compound as a solid (2.9 g, quantitative).1H-NMR (400 MHz, DMSO-d6): delta=7.85-7.86 (m, 4H), 7.31 (d, 8.4 Hz, 2H), 7.00 (d, 2H), 4.32-4.38 (m, 1H), 3.12-3.15 (m, 1H), 2.36-2.51 (m, 2.19-2.28 (m, 2H), 1.92-2.06 (m, 3H).

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; AC Immune, S.A.; US2011/280808; (2011); A1;,
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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. 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-2-one, A new synthetic method of this compound is introduced below., SDS of cas: 118289-55-7

Examples 1. Preparation of ZPR in n-BuOH with 0.9 mol NaI. In a three necked flask was charged n-BuOH (50 ml) and 1, 2-Benzisothiazole-3- piperazinyl hydrochloride (BITP HC1) (5.6g, 0.022 mol), and the obtained slurry was heated at 100C. To the slurry, Na2CO3 (11.6 g), NaI (3g) and 5- (2-chloroethyl)-6- chloro-1, 3-dihydro-indole-2 (2H)-one (CEI) (7. 5g, 0.032 mol) were added at 110C. The heating was maintained for 8. 5h. After cooling the reaction product was filtrated, washed with hexane and water, and dried at 60 C. The dried product weights 8.12g and has an HPLC purity 92.7%.

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; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2005/40160; (2005); A2;,
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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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., COA of Formula: C22H19N3O6

Example 4: Preparation of 4-{4-[5(S)-(amino methyl)-2-oxo-l,3-oxazolidin-3- yI]phenyl}morpholin-3-one (II)Methanol (240 ml) and Hydrazine hydrate (26 g) were added to a flask containing the (2-{2-Oxo-3-[4-(3-oxo-morpholin-4-yl)-phenyl]-oxazolidin-5-ylmethyl}-isoindole-l ,3-dione (40 g), heated for 1 hour at reflux temperature and cooled to room temperature. After completion of the reaction, 500ml of water was added to the reaction mass and was extracted with methylene dichloride (300 ml). The combined extractions were washed with water (100 ml) and the solvent was distilled completely to give 20 gms of the title compound.

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; SYMED LABS LIMITED; MOHAN RAO, dodda; KRISHNA REDDY, pingili; ANNA REDDY, ambati; VENKAT REDDY, buthukuri; WO2012/32533; (2012); A2;,
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