Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 320734-35-8, name is 7-Bromooxindole, 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 320734-35-8, Safety of 7-Bromooxindole

7-bromoindolin-2-one (25.4 mg, 0.120 mmol), N-(6-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2- yl)naphthalen-2-yl)thiophene-3-carboxamide (89.5 mg, 0.236 mmol), Fibercat palladium catalyst (Johnson-Matthey, 35.4 mg), and K2CO3 (2 M in water, 0.34 ml, 0.68 mmol) were combined in a microwave reaction vessel and 1 ,4-dioxane (1.2 ml) was added. The reaction tube was sealed and heated in the microwave (CEM microwave) at 60 Watts and 80 C, first for 10 minutes, and then for 20 minutes. The reaction was cooled to room temperature, diluted with water (5 ml), and extracted with EtOAc (20 ml, 5 ml, 2 x 10 ml). The organic extracts were combined, dried over sodium sulfate, filtered, concentrated, and purified on HPLC (10% -> 95% MeCN / water with 0.1% TFA). The fractions with product were purified on silica gel (3:2 hexanes / EtOAc -> EtOAc -> 4: 1 EtOAc / MeOH) to afford title compound (11.2 mg, 24%). MS (ESI pos. ion) m/z: 385 (M+H). Calc’d Exact Mass for C23Hi6N2O2S: 384.

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

Reference:
Patent; AMGEN INC.; WO2007/5668; (2007); A2;,
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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 87-48-9 as follows. Application In Synthesis of 5-Bromoindoline-2,3-dione

General procedure: Isatins (1a-j, 3.0 g), hydrazine hydrate (80%, 13 mL) and water (13 mL) were added to a flask equipped with a thermometer with vigorous stirring. The reaction mixture was kept at 140 C in an oil bath for 6 h before being cooled to r.t., when hydrochloric acid (2.0 mol L-1) was added to bring the pH to pH 2. The reaction mixture was stirred at r.t. for 12 h. Compounds 2a-j were obtained by filtering under vacuum and recrystallisation from absolute ethanol.

According to the analysis of related databases, 87-48-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Chao; Xu, Juan; Zhao, Xinyu; Kang, Congmin; Journal of Chemical Research; vol. 41; 9; (2017); p. 537 – 540;,
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Related Products of 2058-72-2, 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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: A mixture of isatin derivatives 1 (1 mmol), 1-aryl-2-thiocyanatoethanone 2 (1 mmol) and Et3N (1mmol) in EtOAc (3 mL) was stirred at room temperature for 8 h. Then hydrazonoyl chloride 3 (1mmol) was added to the above mixture and the reaction was stirred at reflux temperature for 10min. After completion of the reaction, the reaction mixture was filtered, EtOAc was evaporated andthe residue was purified by recrystallization from ethanol to afford the pure product 4 in high yield.The two disterioisomers of products 4a-c were separated by washing the precipitate with n-Hexane/EtOAc (10/1)

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1-methylindoline-2,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Article; Alizadeh, Abdolali; Moafi, Leila; Synlett; vol. 27; 12; (2016); p. 1828 – 1831;,
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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. 261732-38-1, name is tert-Butyl 5-bromoindoline-1-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: 261732-38-1

A solution of 5-bromo-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (4. 0 g, 13.5 mmol), tributylamine and bis-triphenylphosphinopalladium(II) chloride (0.65 g, 0.926 mmol) in methanol was sealed in a Parr pressure apparatus and pressurized with 600 psi of carbon monoxide. The solution was heated at 100 C for one week. The vessel was cooled to room temperature and the gas vented. The solution was filtered, and the solvent was evaporated in vacuo. The residue was purified by flash chromatography, on silica gel eluted with 10-40% ethyl acetate in hexane to give the product mixed with tributylamine, 2.5 g (67%). The product was used without further purification in the subsequent step.

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; JANSSEN PHARMACEUTICA N.V.; WO2004/69792; (2004); A2;,
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Related Products of 3416-57-7, 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. 3416-57-7, name is 2-(2-Oxopropyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows.

5.4. Example 4; To a solution of powdered LiOH (17.25 g, 1.5 eq) in anhydrous methanol (600 ml) was added cyanoacetamide (63 g, 1.5 eq) under nitrogen atmosphere. The resulting mixture was stirred for 20 min at room temperature. To this was added a solution of phthalimidoacetone (101.5 g, 0.5 mol) in 700 ml of THF (anhydrous) over a period of 30 min. Resulting reaction mixture was stirred for 2 h at room temperature and then heated at 55 C. for 1 h. To this was added sodium methoxide solution (25% solution, 172 ml, 1.5 eq) at 55 C. over a period of 40 min. After 3 h HPLC/MS indicated starting material and intermediates were converted to 2-amino-4-methyl-1H-pyrrole-3-carboxamide. To this reaction mixture was added ethyl formate (200.8 ml, 5 eq) over a period of 20 min followed by sodium methoxide (25% solution, 324 g, 3 eq). The resulting reaction mixture was heated for 7 h at 55 C. at which time HPLC/MS indicated that the intermediate pyrrole compound was converted to the final product. The reaction mixture was diluted with 1.5 L water, heated at 60 C. for 1 h, and then concentrated to small volume (11.5 L). Solution assay indicated that final product was formed in 75% solution yield. This solution was acidified to pH 7.5 with 6 N aq. HCl, cooled to about 5 C., and held at this temperature for 30 min. The solid was filtered, washed with water, dried at 50 C. under vacuum overnight to give the final product as a light brown solid (45.8 g, 61% yield, purity: 99.0% by HPLC area).

The chemical industry reduces the impact on the environment during synthesis 2-(2-Oxopropyl)isoindoline-1,3-dione. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bednarz, Mark S.; Kanamarlapudi, Ramanaiah C.; Wu, Wenxue; US2008/97098; (2008); 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. 2058-72-2, name is 5-Bromo-1-methylindoline-2,3-dione, A new synthetic method of this compound is introduced below., Formula: C9H6BrNO2

General procedure: General procedure forthe preparation of oxazolo[5,4-b]quinoline- fused spirooxindoles 4a-t: A reaction of isatin(1 mmol),beta-diketone (1 mmol) and5-amino-3-methylisoxazole (1 mmol) were mixed and irradiated in a closed vesselin the absence of any solvent in a Synthos 3000 microwave reactor at 700 W, 14 bar,and 110 C for 10 min. The reaction was monitored by TLC. Then, thereaction mixture was filtered hot and the resulting solid products were washed with ethanol, dried in air and recrystallized from ethanol.

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; Yuvaraj, Panneerselvam; Manivannan, Karthikeyan; Reddy, Boreddy S.R.; Tetrahedron Letters; vol. 56; 1; (2015); p. 78 – 81;,
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Synthetic Route of 20780-72-7,Some common heterocyclic compound, 20780-72-7, name is 4-Bromoisatin, molecular formula is C8H4BrNO2, 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: In an ordinary vial equipped with a Teflon-coated stir bar, thiourea IV or V (0.04 mmol, 11.89 mg, 20 mol percent) was dissolved in 1.0 mL of THF. Then the corresponding isatins 1 (0.1 mmol, 1.0 equiv) was added, followed by the addition of alpha,beta-unsaturated ketones 2 (0.2 mmol, 2.0 equiv). The vial was capped with a rubber stopper and the mixture was stirred at room temperature for the time given in the tables. The crude mixture was then purified by flash column chromatography silica gel, using hexane/ethylacetate 2:1 as the eluent. Solvent was removed in vacuo to give the desired products.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromoisatin, its application will become more common.

Reference:
Article; Liu, Guo-Gui; Zhao, Hua; Lan, Yu-Bao; Wu, Bin; Huang, Xiao-Fei; Chen, Jian; Tao, Jing-Chao; Wang, Xing-Wang; Tetrahedron; vol. 68; 20; (2012); p. 3843 – 3850;,
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Adding a certain compound to certain chemical reactions, such as: 552330-86-6, name is 5-Bromoisoindolin-1-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 552330-86-6, name: 5-Bromoisoindolin-1-one

(i) (S)-tert-Buty l-(l-amino-3-(4-(l-(difluoromethyl)-6-oxo-l,6-dihydropyridin-3- yl)phenyl)-l-oxopropan-2-ylcarbamoyl)cyclohexylcarbamatePotassium carbonate (178 mg) in water (5 mL) was added to (S)-tert-butyl l-(l-cyano-2-(4- (4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)phenyl)ethylcarbamoyl)cyclohexylcarbamate (Example 23 step (i), 300 mg), 5-bromoisoindolin-l-one (141 mg) and 1,1 bis(di-tert- butylphosphino)ferrocene palladium dichloride (12 mg) in degassed acetonitrile (15 mL) at 20C under an atmosphere of nitrogen. The resulting solution was stirred at 90C for 4h. The reaction mixture was concentrated to dryness and the residue purified by chromatography on silica eluting with ethyl acetate to afford the sub-titled compound (180 mg) as a colourless solid.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; FORD, Rhonan; KINCHIN, Elizabeth; MATHER, Andrew; METE, Antonio; MILLICHIP, Ian; STANIER, Andrew Geoffrey; WO2011/154677; (2011); A1;,
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Reference of 20870-90-0, 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. 20870-90-0, name is 5-Bromo-1-methyl-2-oxoindoline, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a precooled stirring suspension of NaH (6.0 mmol, 0.144 g) in THF (10 mL) at -78 C was added a solution of N-methyloxindole (5a) (6.0 mmol, 0.883 g) in THF (10 mL) dropwise. Then the cooling bath was removed and stirring continued for 5 min (till the formation of clear solution). Then the reaction mixture was again cooled to -78 C and a solution of methyl 3-hydroxy-2-methylene-3-phenylpropanoate (6a) (2.0 mmol, 0.468 g) in THF (15 mL) was added dropwise over 30 min. After stirring for further 10 min at the same temperature, the cooling bath was removed and the reaction was quenched with saturated NH4Cl solution and extracted with EtOAc (3¡Á30 mL). Combined organic layer was dried over anhydrous Na2SO4.. Solvent was removed and the crude obtained was purified by column chromatography(10-15% EtOAc in hexanes) provided title compound (7a) (0.539 g) as a colorless solid in 84% yield.

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-1-methyl-2-oxoindoline. I believe this compound will play a more active role in future production and life.

Reference:
Article; Basavaiah, Deevi; Lingam, Harathi; Babu, Thelagathoti Hari; Tetrahedron; vol. 74; 19; (2018); p. 2306 – 2313;,
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Application of 118289-55-7, 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 118289-55-7 as follows.

100.0 g of 6-Chloro-5-(2-chloroethyl) oxindole, 133.39 g of 3-(l-Piperazinyle)- 1,2-benzisothiazole hydrochloride, 105.94 g of sodium carbonate and 1500 mL of water were taken in round bottom flask and heated to 1000C to HO0C for 24-26 hours. The reaction mixture was cooled and maintained for 30 min. The solid was filtered and washed with water. The wet solid was further slurried with water followed by adjusting the pH of the reaction mass with dilute acetic acid to 6.0 to 7.5 and maintain the reaction mass for 1-2 hours. The solid was filtered and washed with water. The wet solid was treated with isopropanol 1100 mL in round bottom flask and heated at 750C to 850C for 2 hours. The reaction mixture was cooled, the obtained solid was filtered and washed with isopropanol. The wet solid was dried at 6O0C to 650C for 8-10 hours to obtain crude Ziprasidone base.

According to the analysis of related databases, 118289-55-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CADILA HEALTHCARE LIMITED; SHAH, Niraj, Shyamlal; DWIVEDI, Shriprakash, Dhar; WO2010/73255; (2010); A1;,
Indoline – Wikipedia,
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