Tag: M.W=200-300

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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6941-75-9, name is 5-Bromoisoindoline-1,3-dione, 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. Computed Properties of C8H4BrNO2

5-bromoisoindoline-1,3-dione (2.73 g, 12.1 mmol)Was suspended in tetrahydrofuran (20 mL)To this was added borane-tetrahydrofuran (1 M, 48 mL).The reaction was refluxed overnight and cooled to 0 C,Followed by methanol (30 mL),2M hydrochloric acid (30 mL).The mixture was refluxed for 2 hours,Cooled to room temperature and concentrated under reduced pressure.The residue was partitioned between dichloromethane(50 mL) and water (50 mL). The separated aqueous phase was washed with dichloromethane (50 mL x 2) and adjusted to pH with 1 M sodium hydroxide solutionTo 11 and extraction with dichloromethane (80 mL x 4). The combined organic phases were dried over anhydrous sodium sulfate, filtered, concentrated under reduced pressure,The crude product was obtained as a dark brown oil (1.3 g, 54%),The product was purified and used directly in the next step.

The synthetic route of 6941-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Jiatuo Sciences Corporation; Xi Ning; Wang Ruyong; Wang Liang; (112 pag.)CN104016979; (2017); B;,
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Synthetic Route of 1029691-06-2, 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. 1029691-06-2, name is 2-(3-Oxocyclopentyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

PREPARATION 2(R,S)-2-(7-Bromo-1,2,3,4-tetrahydro-cyclopenta[b]indol-2-yl)-isoindole-1,3-dione In a 5 L flask is mixed (R,S)-2-(3-oxo-cyclopentyl)-isoindole-1,3-dione (295.3 g, 1.29 mol), 4-bromophenyl hydrazine-HCl (287.9 g, 1.29 mol) and glacial acetic acid (3 L) with mechanical stirring. The reaction is refluxed for 5 h, and then cooled to room temperature. The reaction is poured into water (4 L) with rapid stirring. The solid is collected by vacuum filtration, washed with water (4 L), and air-dried for 30 min. The solid is slurried with MeOH (700 mL), collected by vacuum filtration and rinsed with MeOH (100 mL). The gray solid is air dried for 2 h, then dried overnight in a 50 C. vacuum oven to obtain 414.67 g (84%) of the title compound as a dark solid. ES/MS m/z (79Br/81Br) 381/383 [M+H]+.

The synthetic route of 2-(3-Oxocyclopentyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; US2011/118326; (2011); A1;,
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Adding a certain compound to certain chemical reactions, such as: 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-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 118289-55-7, Recommanded Product: 118289-55-7

A process for the preparation of ziprasidone comprising the steps of: (a) mixing 5-(2-chloroethyl)-6-chloro-1,3-dihydroindole-2(2H)-one with either a free base or salt form of 1,2-benzisothiazole-3-piperazinyl in the presence of a base and an organic solvent,(b) heating the mixture obtained in step (a) and stirring for a sufficient amount of time to obtain ziprasidone formation,(c) cooling the mixture obtained in step (b) and adding water, and(d) isolating crude ziprasidone.

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; INKE, S.A.; EP1975169; (2008); A1;,
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Electric Literature of 100510-64-3, The chemical industry reduces the impact on the environment during synthesis 100510-64-3, name is 3,3-Dimethyl-6-nitroindolin-2-one, I believe this compound will play a more active role in future production and life.

Compound 22 (10.0 g, 0.19 mol) was dissolved in ethanol (700 mL) and dichloromethane (150 mL), concentrated hydrochloric acid (10 mL), palladium on carbon (10%, 400 mg), and hydrogen balloon were replaced 3 times. Stir at room temperature overnight. The palladium carbon was filtered off, and the filtrate was concentrated under reduced pressure. The residue was added with methyl tert-butyl ether, filtered, and dried in vacuo to obtain a yellow solid compound 23 (9.0 g, yield 87.3%).

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, 3,3-Dimethyl-6-nitroindolin-2-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Suzhou Ruiming Drug Discovery Co., Ltd.; Zhang Fei; Feng Zixia; (33 pag.)CN110950868; (2020); A;,
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Some common heterocyclic compound, 118289-55-7, name is 6-Chloro-5-(2-chloroethyl)indolin-2-one, molecular formula is C10H9Cl2NO, 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. Product Details of 118289-55-7

General procedure: Equimolar mixture of 6-chloro-5-(2-chloroethyl)-1,3-dihydro-2H-indol-2-one 1 (1.00mol) and the carbonyl compound (4i-x) (1.00mol) was stirred at RT in methanol (10mL) for 2h in presence of potassium carbonate (1.20mol). After completion, the reaction mass was filtered to remove inorganic salt, added methanol (10-20mL) and activated charcoal to the filtrate and stirred for 1hr. The crude product was filtered to remove charcoal, methanol was evaporated and cooled to 0-5C to get crude solid. Recrystallized using aqueous ethanol or methanol (Yield 60-70%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 118289-55-7, its application will become more common.

Reference:
Article; Meti, Gangadhar Y.; Kamble, Atulkumar A.; Kamble, Ravindra R.; Somagond, Shilpa M.; Devarajegowda; Kumari, Sandhya; Kalthur, Guruprasad; Adiga, Satish K.; European Journal of Medicinal Chemistry; vol. 121; (2016); p. 221 – 231;,
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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. 2436-29-5, name is 3-(1,3-Dioxoisoindolin-2-yl)propanal, A new synthetic method of this compound is introduced below., Product Details of 2436-29-5

Synthesis of Compound 42; A solution of 0.200 g (0.26 mmol) of 41,0. 262 g (1.29 mmol) of 3- (N-phthalimidyl)- propionaldehyde, and 0.110 g (0.52 mmol) of NaB (OAc) 3H in 1.5 mL of DMF was stirred at 25 C for 4 h. The reaction mixture was diluted with H20, extracted with CH2C12 (50 mL x 3), combined organic layers were washed with brine, dried over MgS04, concentrated, purified through silica gel column chromatography to give 0.200 g of product. MS (ESI) nVe 961 (M+H) Synthesis of triazole 460 A solution of 0.200 g (0.20 mmol) of alkyne 42,0. 080 g (0.41 mmol) of azide 14w, and 0.040 g (0.20 mmol) of Cul in 15 mL of THF was degassed, then put under argon. To it was added 0.2 mL of Hunig’s base. The reaction was stirred at 25 C for 6 h. Subsequently, to the mixture was added 40 rnL of 10% NH40H, stirred for 10 min, extracted with CH2C12 (50 ml x 3), the combined organic layers were washed with brine, dried, concentrated, purified by preparative TLC to give 0.098 g of compound 460. MS (ESI) iiz/e 1153 (M+H) +.

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; RIB-X PHARMACEUTICALS, INC.; WO2005/85266; (2005); A2;,
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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. 3783-77-5, name is 2-(3-Oxobutyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C12H11NO3

Synthesis of 2-(4-bromo-3-oxo-butyl)-isoindole-1 ,3-dione (C12H10NO3Br, MW = 294.98) To an ice-cooled and well-stirred suspension of 2-(3-oxo-butyl)-isoindole-1 ,3-dione (30.0 g, 138 mmol, 1 eq.) in MeOH (180 mL), bromine (14.3 mL, 276 mmol, 2 eq.) was added in one portion. The resulting red heterogeneous mixture was stirred at 0 C for 5 min., and further at r.t. for 3.5 hours. The orange homogeneous reaction mixture was then treated with 10M aq. H2SO4 soln. (26.2 mL). The resulting heterogeneous mixture was further stirred at r.t. for 2 hours. The resulting heterogeneous reaction mixture was filtered in order to isolate the target product as a white-off solid which was further dried under high vacuum. The product was used without further purification. LC-MS 3: tR = 0.76 min; [M+Hf = 296.1

According to the analysis of related databases, 3783-77-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTELION PHARMACEUTICALS LTD; AISSAOUI, Hamed; BOSS, Christoph; RICHARD-BILDSTEIN, Sylvia; SIEGRIST, Romain; WO2014/6585; (2014); A1;,
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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. Product Details of 20780-72-7

9-Bromo-5H-[1,2,4]triazino[5,6-b]indole-3-thiol 5-Bromoisatin (1.0 g, 4.45 mmol), thiosemicarbizide (405 mg, 4.45 mg) and K2CO3 (920 mg, 6.67 mmol) were suspended in water (50 mL). The reaction mixture was stirred at reflux for 16 h over which time the dark brown suspension became a clear light brown solution. The solution was carefully acidified by dropwise addition of AcOH and resulting precipitate was filtered. The precipitate was recrystallised from DMF to yield a red solid (1.18 g, 95percent). deltaH (500 MHz, DMSO-d6, 363K) 7.43-7.52 (3H, m), 14.68 (1H, br s) deltaC (125 MHz, DMSO-d6) 113.0, 117.0, 118.3, 127.4, 133.5, 136.1, 145.3, 149.9, 180.0 mp>300° C.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20780-72-7, its application will become more common.

Reference:
Patent; Christou, Ivy; Cross, Rebecca Lillian; Gianella-Borradori, Matteo; Greaves, David Robert; Russell, Angela Jane; Wynne, Graham Michael; US2014/378451; (2014); A1;,
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Electric Literature of 20780-72-7, A common heterocyclic compound, 20780-72-7, name is 4-Bromoisatin, molecular formula is C8H4BrNO2, 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.

Zinc powder (8.64 g, 132.13 mmol), titanium tetrachloride (12.60 g, 66.42 mmol) was added to THF (100 mL) and stirred at 80 C for 2 h, was added dropwise to the cooled 4-bromoisatin (5.01 g, 22.16 mmol) at room temperature under nitrogen protection THF (100 mL) was added.After the reaction was completed, hydrochloric acid (100 mL, 3M) was added, and the mixture was extracted with DCM (50 mL×3).The combined organic phases were washed with brine (50 mL × 2), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by column chromatography to give compound 9a (2.63 g, 56.0%)

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; JACOBIO PHARMACEUTICALS CO., LTD; MA, CUNBO; GAO, PANLIANG; CHU, JIE; WU, XINPING; WEN, CHUNWEI; KANG, DI; BAI, JINLONG; PEI, XIAOYAN; (171 pag.)TW2019/25186; (2019); A;,
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