Category: indolines-derivatives

Reference of 99365-40-9, Chemistry built the modern world, from the materials that make up the everyday objects around us, the batteries in our devices and cleaning products that help to maintain sanitation.

a) 6-Bromo-3,3-dimethyl-l,3-dihydro-indol-2-one To a suspension of potassium tert-butylate (12.8 g, 114 mmol) in dry THF (80 ml) at 0C under an argon atmosphere was added portionwise 6-bromoindolin-2-one (5.0 g, 22.9 mmol) followed by copper(I) bromide-dimethylsulfide complex (470 mg, 2.29 mmol). Mel (6.82 g, 3.00 ml, 48.0 mmol) was added dropwise within 45 minutes, keeping temperature of the reaction mixture below 8C. The reaction mixture was warmed to room temperature and kept at this temperature for 16 hours. The reaction mixture was cooled to 0C again and saturated aqueous ammonium chloride solution was cautiously added. The mixture was diluted with tert-butyl methyl ether and water. The aqueous phase was extracted with tert-butyl methyl ether, the combined organic phases were dried over sodium sulfate, the solvent was evaporated and the residue purified by silica gel chromatography using ethyl acetate/ heptane as eluent. The title compound was obtained as light yellow solid (5.17 g). MS ESI (m/z): 240.0/ 242.1 [(M+H)+]. 1H NMR (CDC13, 400 MHz): (ppm) = 8.12 (m, 1H), 7.20-7.16 (m, 1H), 7.09-7.08 (m, 1H), 7.06-7.04 (m, 1H), 1.39 (s, 6H).

The design and synthesis of related molecules that are more effective, more selective, and less toxic than aspirin are important objectives of biomedical research.Keep reading other articles of 6-Bromoindolin-2-one.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BRUNNER, Daniela; MALBERG, Jessica; SHANKAR, Bavani G.; KOLCZEWSKI, Sabine; LIMBERG, Anja; PRINSSEN, Eric; RIEMER, Claus; STOLL, Theodor; WO2014/40969; (2014); A1;,
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These common heterocyclic compound, 132898-96-5, name is 2,3-Dioxoindoline-5-sulfonyl chloride, 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. SDS of cas: 132898-96-5

General procedure: To a stirred solution of the N-Boc-protected pyrrolidine (1.0 mmol) in dry DCM (3 mL) at 0 C under argon atmosphere, TFA (1.14 g, 10.0 mmol) was added dropwise. The obtained solution was stirred at 0 C for 30 min followed by stirring at r.t. for 2 h. Subsequently, the solution was poured to cold 10% aq. NaOH (15 mL) and extracted with DCM (3 × 15 mL). The combined organic phases were dried over MgSO4 and concentrated under reduced pressure resulting in the corresponding unprotected pyrrolidine, which was used in the next step without further purification. The free pyrrolidine (ca. 1 mmol) from the previous step was then taken up in CHCl3 (2.2 mL) and DIPEA (2.0 mmol) was added. The solution was added dropwise to a stirred solution of 5-chlorosulfonyl isatin (1.5 mmol) in CHCl3/THF (1:1, 15 mL) at room temperature. The resulting mixture was stirred further for 1 h and the solvent was removed under reduced pressure. After purification by flash column chromatography the target isatin sulfonamide was obtained.

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Reference:
Article; Limpachayaporn, Panupun; Riemann, Burkhard; Kopka, Klaus; Schober, Otmar; Schaefers, Michael; Haufe, Guenter; European Journal of Medicinal Chemistry; vol. 64; (2013); p. 562 – 578;,
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These common heterocyclic compound, 5332-26-3, name is 2-(Bromomethyl)isoindoline-1,3-dione, 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. Application of 5332-26-3

Salt (n-Bu4N)2[2-B10H9SH] (0.50g, 0.79mmol), N-(bromomethyl)phthalimide (0.38g, 1.68mmol), and cesium carbonate (0.26g, 0.39mmol) were placed in a 25-ml round-bottom flask and dissolved in 4ml DMF. The solution was heated to 80C in an argon atmosphere for 4h. After cooling to room temperature, a precipitate was removed by filtration and the solvent was distilled off on a rotary evaporator, and the dry residue was resuspended in 15ml of distilled water and allowed to stand in an ultrasonic bath to form a flocculated suspension. The precipitate was filtered off and washed with distilled water (2×10 ml) and ethyl acetate (3×5ml). Yield: 82%. Anal. calc. for C34H57B10N3O4S (%): C, 57.35; H, 8.07; N, 5.90; S, 4.50. Found (%): C, 57.15; H, 8.12; N, 5.81; S, 4.32. (0023) 1H NMR (CD3CN, delta, ppm): 7.79 (m, 8H, Ph), 5.04 (d, 2H, J=13.42, SCHaHb), 4.92 (d, 2H, J=13.42, SCHaHb), 3.09 (m, 8H, n-Bu4N+), 1.61 (m, 8H, n-Bu4N+), 1.34 (m, 8H, n-Bu4N+), 0.96 (t, 12H, n-Bu4N+), 0.60-2.10 (m, 9H, B10H9). (0024) 13C NMR (CD3CN, delta, ppm): 167.6 (CO), 135.8, 132.6, 124.4 (Ph), 59.3 (n-Bu4N+), 49.6 (SCH2), 24.3 (n-Bu4N+), 20.3 (n-Bu4N+), 13.8 (n-Bu4N+). (0025) 11B-{1H} NMR (CD3CN, delta, ppm): 3.5 (d, 1B), -4.4 (d, 1B), -18.2 (s, 1B), -26.5 (d, 5B), -30.1 (d, 2B). (0026) IR (CCl4): 3466,5 3091, 3062, 3027, 2959, 2933,2871, 2520, 2477, 1770, 1711, 1613, 1468, 1423, 1388, 1362, 1320, 1186, 1100, 1087, 1026, 978, 931, 860, 796, 717, 661, 603, 527cm-1.

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 5332-26-3 is helpful to your research.

Reference:
Article; Kubasov; Turishev; Golubev; Bykov, A.Yu.; Zhizhin, K.Yu.; Kuznetsov; Inorganica Chimica Acta; vol. 507; (2020);,
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Healthcare careers for chemists are once again largely based in laboratories, although increasingly there is opportunity to work at the point of care, helping with patient investigation., Application of 52351-75-4

General procedure: To a mixture of 2-hydroxy-1,4-naphthoquinone (1 mmol), isatin (1 mmol) and CH3COOH10 mL, 5-aminotetrazole (1 mmol) was added. The mixture was stirred at reflux for an appropriatetime (Table 2). After completion of the reaction (TLC), the reaction mixture was cooled to roomtemperature and the solvent was evaporated under reduced pressure. Then, the crude product waswashed sequentially with 20 mL saturated NaHCO3 and 20 mL brine, purified by silica gel columnchromatography using petroleum ether: ethyl acetate (v:v = 1:1) as eluent to afford the pure product 4(the copies of all spectral data see Supplementary Materials).

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 52351-75-4 is helpful to your research.

Reference:
Article; Wu, Liqiang; Liu, Yunxia; Li, Yazhen; Molecules; vol. 23; 9; (2018);,
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HPLC of Formula: C8H4N2O4, Having gained chemical understanding at molecular level, chemistry graduates may choose to apply this knowledge in almost unlimited ways, as it can be used to analyze all matter and therefore our entire environment.

In a 250 ml two-necked flask, 40 ml of absolute ethanol and 10 ml of distilled water, 14.56 g (0.26 mol) of iron powder and 1.643 g (0.031 mol) of ammonium chloride were added.10g (0.052mol) of 4-nitrophthalimide was added under stirring without nitrogen protection; the temperature was set at 65 C, and the reaction was about 4 h.TCL shows that the disappearance of the starting point of the reaction is completed; the pH of the solution is adjusted to 9-10 by sodium carbonate, the filter cake is filtered and dried, and extracted with 100 ml of absolute ethanol (85 C) for 3 times.Ethanol distilled under reduced pressure to give a yellow solid 7.5g, yield 89.03%.

Future efforts will undeniably focus on the diversification of the new catalytic transformations. These may comprise an expansion of the substrate scope from aromatic and heteroaromatic compounds to other hydrocarbons. Keep reading other articles of 89-40-7.

Reference:
Patent; Changchun University Of Technology; Shi Fuqiang; Ye Peng; (5 pag.)CN108383833; (2018); A;,
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These common heterocyclic compound, 110568-64-4, name is 6-Nitroisoindolin-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. Formula: C8H6N2O3

Step C / Intermediate B8: 5-aminoisoindoiin-1 -oneTo a solution of 5-nitroisoindolin-1 -one (60 mg, 0.337 mmoi) in methanol (20 mL) was added palladium on carbon (10 percent, 50 mg). The mixture was stirred under an atmosphere of hydrogen for 1 hour. Filtration through Celite, followed by concentration led to 5-aminoisoindoiin-1 -one as a tan solid (38 mg, yield 78.2 percent).

Keep reading other articles of 6-Nitroisoindolin-1-one! Don’t worry, you don’t need a PhD in chemistry to understand the explanations! I believe this compound will play a more active role in future production and life.

Reference:
Patent; CENTAURUS BIOPHARMA CO., LTD.; XIAO, Dengming; CHENG, Liang; LIU, Xijie; HU, Yuandong; XU, Xinhe; LIU, Zhihua; ZHANG, Lipeng; WU, Wei; WANG, Shulong; SHEN, Yu; LI, Gen; WANG, Yin; ZHAO, Sheng; LI, Chonglong; TANG, Jia; YU, Honghao; WO2012/92880; (2012); A1;,
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Quality Control of 6-Fluoroindoline-2,3-dione, Having gained chemical understanding at molecular level, chemistry graduates may choose to apply this knowledge in almost unlimited ways, as it can be used to analyze all matter and therefore our entire environment.

To a stirred solution of starting material E-1.1-6 (55.0 g; 333.1 mmol) in DMF (550 ml_) is added K2CO3 (55.2 g; 399.7 mmol) and 2-iodo-propane (73.6 g; 433.0 mmol) at 25 C. The reaction mixture is stirred at 25 C for 16 h. Then the mixture is diluted with water and extracted with ethyl acetate. The organic layer is concentrated under reduced pressure to obtain crude compound. The crude is purified by column chromatography using silicagel (230-400 pm) with eluting mixture of ethyl acetate and hexane. Yield: 51 % (35.0 g; 169.0 mmol) HPLC-MS: (M+H)+ = 208; tRet = 2.02 min; method RND-FA-4.5-MIN

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; TONTSCH-GRUNT, Ulrike; BAUM, Anke; RUDOLPH, Dorothea Ingrid; (85 pag.)WO2019/145410; (2019); A1;,
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Recommanded Product: 6-Amino-3,3-dimethylindolin-2-one,The dynamic chemical diversity of the numerous elements, ions and molecules that constitute the basis of life provides wide challenges and opportunities for research.

Example No.11: 6-(4-(Cyclopropylamino)furo[3,2-i/|pyrimidin-2-ylamino)-3,3- dimethylindolin-2-oneTo a flask was added 2-chloro-A^-cyclopropylfuro[3,2-i/]pyrimidin-4-amine (0.45 g, 2.14 mmol, Example No.3, Step C), 6-amino-3,3-dimethylindolin-2-one (0.378 g, 2.14 mmol, Astatech), K2C03 (0.89 g, 6.44 mmol) and i-AmOH (5 mL). To the mixture was added Pd2dba3 (0.1 18 g, 0.129 mmol) and X-Phos (0.123 g, 0.258 mmol). The mixture was heated to about 100 C and stirred for about 15 h. The mixture was filtered and the filtrate was directly purified by column chromatography eluting with 0 to 70% of 10% MeOH/DCM (containing 2M 1.5% NH3 in EtOH) and DCM (25 g silica gel)). The material was then dried in a vacuum oven at about 65 C for about 48 h. The solid was then suspended in Et20 (5 mL), sonicated for 2 min and filtered. The solid was dried in a vacuum oven at about 80 C for about 16 h to give 6-(4- (cyclopropylamino)furo[3,2-ii|pyrimidin-2-ylamino)-3,3-dimethylindolin-2-one (0.195 g, 26%o): LC/MS (Table 2, Method c) R, = 1.81 min.; MS m/z: 350 (M+H)+. Syk IC50 = A

You can get involved in discussing the latest developments in this exciting area about 6-Amino-3,3-dimethylindolin-2-one.

Reference:
Patent; ABBOTT LABORATORIES; CALDERWOOD, David, J.; WILSON, Noel, S.; COX, Philip; HOEMANN, Michael, Z.; CLAPHAM, Bruce; MULLEN, Kelly, D.; VASUDEVAN, Anil; VILLAMIL, Clara I; LI, Bin; SOMAL, Gagandeep; WO2012/48222; (2012); A1;,
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Application of 552330-86-6, The prevalence of solvent effects in heterogeneous catalysis has motivated developing quantitative kinetic, spectroscopic, and theoretical assessments of solvent structures and their interactions with reaction intermediates and transition states.

5-Bromo-2,3-dihydro-isoindol-l-one (63 mg, 0.3 mmol), bis(pinacolato)diboron (78 mg, 0.306 mmol), tris(dibenzylideneacetone)dipalladium (8.2 mg, 0.009 mmol), butyldi-1- adamantylphosphine (9.7 mg, 0.027 mmol), potassium acetate (88 mg, 0.9 mmol) were added into a 10 mL microwave vial containing a magnetic stirrer bar, followed by isopropyl acetate (0.75 mL). The vessel was sealed with a cap under an argon atmosphere, and then the resulting mixture was heated to 83 C for 1 hour. After the reaction was completed as monitored by TLC and LC-MS, 2-(5-bromo-pyridin-3-ylamino)-2-phenyl-acetamide (73 mg, 0.24 mmol), potassium carbonate (99 mg, 0.72 mmol), DME (0.75 mL) and H20 (0.3 mL) were added into the above mixture successively. The vessel was sealed with a cap under an argon atmosphere, and then the reaction mixture was heated to 90 C for 40 minutes under microwave. The mixture was cooled to room temperature and diluted with water (5 mL), extracted with ethyl acetate (10 mL x 3). The combined organic layers were washed with brine (10 mL), dried over anhydrous sodium sulfate, concentrated in vacuo to give crude 2-[5-(l-oxo-2,3-dihydro-lH-isoindol-5-yl)-pyridin- 3-ylamino]-2-phenyl-acetamide. The crude compound was purified by C-18 reversed phase HPLC column to give 2-[5-(l-oxo-2,3-dihydro-lH-isoindol-5-yl)-pyridin-3-ylamino]-2-phenyl- acetamide (30 mg) as a white solid

The result showed that such a combination of chemo- and biocatalysis improved the catalytic yield more than two times compared with that of sole metal catalysis.I hope my blog about 552330-86-6 is helpful to your research.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; CHENG, Zhanling; HAN, Xingchun; JIANG, Min; WANG, Jianhua; WANG, Min; YANG, Song; ZHOU, Chengang; WO2014/90692; (2014); A1;,
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Synthetic Route of 1168150-46-6,You could be based in a pharmaceutical company, working on developing and trialing new drugs; or in a public-sector research center, helping to ensure national healthcare provision keeps pace with new discoveries.

N-methyl-2-(4-methylpiperazin-1-yl)-N-(5-amino-2-yl)acetamide (466m9,1.6mmo1) and (E) -3- (methyl group (phenyl) methylene) -2-oxo-indoline-6-carboxylate (500mg, 1.6mmol) placed in 15mL of methanol was heated to 70 C, 13h of holding, and then cooled to room temperature, washed with suction, the product of cold ethanol, and dried to give a bright yellow solid, methyl (Z)-3-((4-(N-cyclopropyl-2-(4-methylpiperazin-1-yl)acetylamino)anilino)(phenyl)methylene)-2-oxoindoline-6-carboxylate (500mg, 80%).

The synthetic route of 1168150-46-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shandong Hengli medical science and Technology Co Ltd; Luo, haoxian; Wang, aichen; (42 pag.)CN103848814; (2016); B;,
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