Author: Jessica.F

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. 868066-91-5, name is 5-Bromo-2-methylisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 868066-91-5

5-Bromo-2-methylisoindolin-1-one synthesized in step 1 (Formula 5-2, 2.1 g, 9.20 mmol), potassium acetate (2.26 g, 23 mmol, 2.5 eq), Pd (dppf) Cl 2 -CH 2 Cl 2 (0.225 g, 0.28 mmol, 0.03 eq) and B 2 Pin 2 (2.34 g, 9.20 mmol, 1 eq) were dissolved in 1,4-dioxane (20 ml). The temperature was raised to 100 ¡ã C and the reaction mixture was stirred for 5 hours.After completion of the reaction, the mixture was extracted with dichloromethane. The organic layer was washed sequentially with H 2 O and brine, then dried over anhydrous MgSO 4,The solvent was removed under reduced pressure.Thereafter, the reaction mixture was separated and purified by MPLC (hexane / ethyl acetate; 70:30) to obtain the target compound (Formula 5-3).

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 868066-91-5.

Reference:
Patent; Dae Caliber Buk Peak Medical Industry Promotion Foundation; Establishment Am Center; Song Min-su; Im Chun-yeong; Park Ga-yeong; Go Eun-bi; Kang Ji-hui; Woo Seo-yeon; Kim Sung-hyeon; Hwang Hui-jong; Lee Eun-hye; Kim Hyo-ji; Kim Su-yeol; (155 pag.)KR2019/109007; (2019); A;,
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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. 65826-95-1, name is 5-Methylindoline, A new synthetic method of this compound is introduced below., SDS of cas: 65826-95-1

General procedure: To a solution of compound 65 (0.20g, 0.77mmol) in anhydrous DMF (1mL) was added HATU (0.29g, 0.77mmol), the mixture was stirred at rt for 30min, then DIPEA (0.13mL, 0.77mmol) and p-toluidine (0.083g, 0.77mmol) was added. The mixture was stirred at rt for another 12h and monitored by TLC. Upon completion, the reaction mixture was diluted with water and extracted with EtOAc (3*20mL). The combined organic fractions were washed with brine, dried over Na2SO4, concentrated by evaporation under reduced pressure. Purification by silica gel column chromatography (gradient elution, gradient 0-25% EtOAc/60-90C petroleum ether) gave compound 7 (0.15g, 0.43mmol, 56% yield) as a white solid.

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; Hu, Jianping; Wang, Yingqing; Li, Yanlian; Cao, Danyan; Xu, Lin; Song, ShanShan; Damaneh, Mohammadali Soleimani; Li, Jian; Chen, Yuelei; Wang, Xin; Chen, Lin; Shen, Jingkang; Miao, Zehong; Xiong, Bing; European Journal of Medicinal Chemistry; vol. 150; (2018); p. 156 – 175;,
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Adding a certain compound to certain chemical reactions, such as: 7477-63-6, name is 7-Chloroisatin, 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 7477-63-6, category: indolines-derivatives

General procedure: A mixture of isatins 1 (1 mmol), substituted 1H-pyrazol-5-amine 2 (1 mmol), 6-aminopyrimidine-2,4(1H,3H)-dione 3 or 6-amino-1,3-dimethylpyrimidine-2,4(1H,3H)-dione 5 (1 mmol), H2O(6 mL), and HOAc (2 mL) was placed in a 25-mL flask andstirred at 90 ¡ãC (monitored by thin layer chromatography (TLC)) for about 7 h. Afterreaction completion, the mixture was cooled to room temperature and the precipitateobtained by filtration. Compounds 4 or 6 were further purified by recrystallizationfrom DMF.

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

Reference:
Article; Dai, Lei; Mao, Kaimin; Pan, Zhengbing; Rong, Liangce; Research on Chemical Intermediates; vol. 45; 2; (2019); p. 769 – 788;,
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Reference of 32692-19-6, A common heterocyclic compound, 32692-19-6, name is 5-Nitroindoline, molecular formula is C8H8N2O2, 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.

(1) Preparation of 1-(2-chloroacetyl)-5-nitroindoline5-nitroindoline (16.4g, 100mmol) was dissolved in ethyl acetate (200ml), and then chloroacetyl chloride (9.6ml 120mmol) was slowly added at 40 C. The resulting mixture was heated to 80 C, and reacted for 0.5 hour. The reaction mixture was cooled and filtered by suction. The filtrate was crystallized to produce 1-(2-chloroacetyl)-5-nitroindoline (22g) as a grey solid in a yield of 92%.

The synthetic route of 32692-19-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KBP Biosciences Co., Ltd.; LO, Hoyin; WANG, Aichen; ZHANG, Qian; EP2930167; (2015); A1;,
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Electric Literature of 32692-19-6, 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. 32692-19-6, name is 5-Nitroindoline, This compound has unique chemical properties. The synthetic route is as follows.

Bromine (1.569 mL, 30.5 mmol) was added dropwise to an ice-cold solution of 5-nitro indoline (5 g, 30.5 mmol) in acetic acid (50 mL), and the mixture was stirred for 1 h. Acetic acid was concentrated under reduced pressure, and the resulting solid was triturated with water to afford the title compound (6 g, 80%) as a yellow solid, which was carried on to the next step without further purification. lU NMR (300 MHz, DMSO-i/6): delta 8.07 (d, J= 2.1 Hz, lH), 7.84 (d, J = 2.1 Hz, 1H), 7.3 (bs, 1H), 3.7 (t, J= 8.7 Hz, 2H), 3.17 (t, J= 8.4 Hz, 2H). ESI-MS m/z = 243 (M+H)+.

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

Reference:
Patent; GLAXOSMITHKLINE LLC; CHEUNG, Mui; TANGIRALA, Raghuram, S.; WO2014/81994; (2014); 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. 264916-06-5, name is tert-Butyl 5-aminoisoindoline-2-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of tert-Butyl 5-aminoisoindoline-2-carboxylate

tert-Butyl 5-aminoisoindoline-2-carboxylate (200 mg, 0.854 mmol),3,4-dimethoxyphenylboronic acid (155 mg, 0.854 mmol) and monohydrate glycolic acid (63 mg, 0.854 mmol) were dissolved in acetonitrile/DMF (2 mL each). The reaction was heated at 110 0C for 10 min. in a microwave. The reaction was concentrated to an oil and purified with preparatory HPLC to yield 12A (309 mg, 0.721 mmol) in 84% yield. 1H NMR (400 MHz, CDCl3) delta ppm 1.45 – 1.51 (m, 9 H) 3.84 – 3.88 (m, 6 H) 4.48 – 4.56 (m, 4 H) 4.99 (d, J=6.59 Hz, 1 H) 6.36 – 6.55 (m, 2 H). MS (ESI) m/z 429.4 (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; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79759; (2008); A1;,
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Adding a certain compound to certain chemical reactions, such as: 1677-48-1, name is 5,6-Dichloroindoline-2,3-dione, 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 1677-48-1, category: indolines-derivatives

General procedure: A mixture of 4-(chlorobenzyloxy)benzoylhydrazines (0.01 mol) and 4,5-dichloroindolin-2,3-diones (0.01 mol) in ethanol (70 ml) containing 3-4 drops of glacial acetic acid was refluxed for 1-2 hr and left overnight at room temperature. The solid product so obtained was filtered, washed with methanol and recrystallised from aq. DMF. Compounds 1b-5b were synthesized using same method and gave satisfactory analysis for C, H and N.

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:
Article; Harrison, Darwin Anil; Rastogi, Nisheeth; Rahman, Masihur; Indian Journal of Heterocyclic Chemistry; vol. 23; 4; (2014); p. 411 – 418;,
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3891-07-4, name is 2-(2-Hydroxyethyl)isoindoline-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. Recommanded Product: 2-(2-Hydroxyethyl)isoindoline-1,3-dione

a synthetic process of amlodipine besylate,The difference from Embodiment 1 is thatStep 2 specifically includes:In the reaction tank,Put 350kg of toluene,Stirring,Distilling toluene,After the liquid in the water separator is full,Keep the reflux water for 60 minutes,Sampling to determine water separation,When the water content of the reflux liquid is ?0.2%,Change the reflux to distillation,Distilling off toluene,Stir and cool down,When the temperature inside the tank drops to 45 C,Filling the reaction tank with nitrogen,Continue to cool down to 5 C,40 kg of N-(2-hydroxyethyl)-phthalimide was added with stirring.Then add 20kg of sodium hydride,Plus,Close the lid,Stir at 5 C,38.4 kg of ethyl 4-chloroacetoacetate was taken in the measuring tank.45kg of toluene and mix well,Drop into the reaction tank at 5 CAdd a solution of ethyl 4-chloroacetoacetate in toluene,The dripping time is controlled at 4 hours.Plus,Continue to stir the reaction for 2 hours.Slowly warming up,The temperature of the reaction solution was slowly raised to 38 C within 5 hours.The reaction time is more than 12 hours.Warm up to 51 C and keep warm for 1 hour.Until the reaction is complete,Cooling down,Control the internal temperature of 35 C,Add 61kg glacial acetic acid,Plus,Stirring was continued for 60 minutes to stir the material in the reaction solution evenly.The internal temperature is controlled at 35 C.Add 180kg of water,Plus,Continue to stir for 30 minutes.Stop filling with nitrogen,Stop stirring,Stand still and separate the water layer into the bucket.Transfer the toluene layer to the washing tank,Transfer the water layer to the reaction tank,Add 75 kg of toluene to the reaction tank.Stir,Stand still and separate the water layer into the bucket.Then transfer the toluene layer to the washing tank.Transfer the water layer to the reaction tank,Add 75 kg of toluene to the reaction tank.Stir,Rest,Separate the water layer,Combine the toluene layer into a water wash tank,Add 100kg of 25% salt water to the washing tank.Stir for 15 minutes,Let stand for 30 minutes,Divided into the water layer,Toluene solution of 4-[(2-phthalimido)ethoxy]acetic acid ethyl acetate;The yield of amlodipine besylate was 91.1%, and the purity was 99.3%.

The synthetic route of 3891-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Fenglin Biological Technology Co., Ltd.; Zheng Yulin; Chen Yushuang; Liu Lijuan; Gao Huanhuan; Yu Yaoying; (13 pag.)CN108456160; (2018); A;,
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Electric Literature of 446292-08-6, The chemical industry reduces the impact on the environment during synthesis 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

100 g (S)-2-((2-oxo-3-(4-(3-oxo-morpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione of Formula (I), 1000 ml Methanol and 119 g methyl amine were added to RBF at 25 C. to 35 C. The reaction was heated to 60 C. to 65 C. for 1-2 hours. To the reaction mass oxalic acid (15 g) was added till to pH 5.5 to 6.0 and maintained for 30 minutes. The reaction mass was cooled to 45 to 50 C. and maintained for 30 minutes. The reaction mass was cooled to 25 to 35 C. and maintained for 30 minutes. The product was filtered and washed with methanol (50 ml*2) afforded the oxalate salt of (S)-4-(4-(5-(aminomethyl)-2-oxo-oxazolidin-3-yl)phenyl)morpholin-3-one of Formula (JO).

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, (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CADILA HEALTHCARE LIMITED; Dwivedi, Shriprakash Dhar; Prasad, Ashok; Pal, Daya Ram; Sharma, Mukul Hari Prasad; Jain, Kuldeep Natwarlal; Patel, Naitik Bharatbhai; US2014/378682; (2014); A1;,
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Related Products of 446292-07-5, The chemical industry reduces the impact on the environment during synthesis 446292-07-5, name is (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione, I believe this compound will play a more active role in future production and life.

200 ml of THF were added to 15.5 g of 2-((2 ?)-2-hydroxy-3-{[4-(3-oxomorpholin-4- yl)phenyl]amino}propyl)- l H-isoindol- l ,3(2H)-dione (14, 0.0392 mol), 19.0 g of Iota , Gamma- carbonyldiimidazole (0.1 176 mol) and 0.05 g of 4-dimethylamino)pyridine. The suspension was stirred and heated to boiling. After ca. 20 minutes from the beginning of boiling the suspension got dissolved, and conversely, after another 5 minutes of boiling a solid substance was formed. Then, the mixture was boiled for another 15 minutes and after that cooled to ca. 40C, which was followed by filtration, washing of the cake with THF (25 ml) and drying. 17.8 of an off-white powder that first melts at 165-175C, then re-crystallizes and melts again at 215 to 217C was obtained. According to HPLC the isolated product was a mixture of 39.6% of the compound (15) and 60.4% of the compound (16), see Fig. 2.

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, (R)-2-(2-Hydroxy-3-((4-(3-oxomorpholino)phenyl)amino)propyl)isoindoline-1,3-dione, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ZENTIVA, K.S.; HALAMA, Ales; KRULIS, Radim; BRICHAC, Jiri; WO2013/120464; (2013); A1;,
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