Category: 222036-66-0

Related Products of 222036-66-0, These common heterocyclic compound, 222036-66-0, name is 5-Aminoisoindolin-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.

General procedure: Isoindolin-1-one (200 mg, 1.50mmol) was dissolved in super-dry DMSO (4 mL), and Cs2CO3 (1215 mg, 3.75 mmol), CuI (58 mg, 0.30mmol) and N1,N2-dimethylethane-1,2-diamine (27 mg, 33 muL, 0.30 mmol) were added to the solution.The resulting mixture was stirred at room temperature for 10 min, after which iodobenzene (2.25mmol) was added. Then the mixture was heated to 120 C. When TLC showed that isoindolin-1-onehad been fully converted, the reaction was stopped. The mixture was extracted with ethyl acetate (20mL) and H2O (10 mL). The water phase was re-extracted with ethyl acetate (20 mL). The organic layerwas combined and washed with brine (10 mL). Then the solution was dried over anhydrous MgSO4,filtered and concentrated, and the crude residue was purified by flash chromatography over silica gelusing CH2Cl2/CH3OH as the gradient elution to afford the title compounds.

Statistics shows that 5-Aminoisoindolin-1-one is playing an increasingly important role. we look forward to future research findings about 222036-66-0.

Reference:
Article; Wang, Yixuan; Wang, Huiqiang; Jiang, Xinbei; Jiang, Zhi; Guo, Tingting; Ji, Xingyue; Li, Yanping; Li, Yuhuan; Li, Zhuorong; Molecules; vol. 24; 5; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 222036-66-0, 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. 222036-66-0, name is 5-Aminoisoindolin-1-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Synthesis of 5-((5-oxo-2,5-dihydro-1H-pyrrol-3-yl)amino)isoindolin-1-one (Cpd. No. 9) A mixture of pyrrolidine-2,4-dione (1, 18 mg, 0.18 mmol) and 5-aminoisoindolin-1-one (2, 27 mg, 0.18 mmol) in methanol (1 mL) was stirred at 60¡ã C. for 1 h. Upon cooling, the mixture was filtered, followed by rinsing with methanol. The solid was dried under vacuum to afford 5-((5-oxo-2,5-dihydro-1H-pyrrol-3-yl)amino)isoindolin-1-one (Cpd. No. 9) as an off-white solid. Yield: 23 mg, 55percent; 1H NMR (300 MHz, DMSO-d6) delta 9.44 (s, 1H), 8.28 (s, 1H), 7.57 (d, J=4.8 Hz, 1H), 7.32 (s, 1H), 7.19 (s, 1H), 7.15 (dd, J=1.2, 5.1 Hz, 1H), 5.40 (s, 1H), 4.32 (s, 2H), 4.01 (s, 2H).

The synthetic route of 5-Aminoisoindolin-1-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; eFFECTOR Therapeutics, Inc.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; Shaghafi, Mike; Murphy, Douglas; Tran, Chinh; (131 pag.)US10112955; (2018); B2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

222036-66-0, 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. 222036-66-0, name is 5-Aminoisoindolin-1-one, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Isoindolin-1-one (200 mg, 1.50mmol) was dissolved in super-dry DMSO (4 mL), and Cs2CO3 (1215 mg, 3.75 mmol), CuI (58 mg, 0.30mmol) and N1,N2-dimethylethane-1,2-diamine (27 mg, 33 muL, 0.30 mmol) were added to the solution.The resulting mixture was stirred at room temperature for 10 min, after which iodobenzene (2.25mmol) was added. Then the mixture was heated to 120 C. When TLC showed that isoindolin-1-onehad been fully converted, the reaction was stopped. The mixture was extracted with ethyl acetate (20mL) and H2O (10 mL). The water phase was re-extracted with ethyl acetate (20 mL). The organic layerwas combined and washed with brine (10 mL). Then the solution was dried over anhydrous MgSO4,filtered and concentrated, and the crude residue was purified by flash chromatography over silica gelusing CH2Cl2/CH3OH as the gradient elution to afford the title compounds.

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; Wang, Yixuan; Wang, Huiqiang; Jiang, Xinbei; Jiang, Zhi; Guo, Tingting; Ji, Xingyue; Li, Yanping; Li, Yuhuan; Li, Zhuorong; Molecules; vol. 24; 5; (2019);,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

222036-66-0, A common compound: 222036-66-0, name is 5-Aminoisoindolin-1-one, belongs to indolines-derivatives compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

5-Aminoisoindolin-1-one (5.92 g, 40 mmol) was added to a mixed solvent of concentrated hydrochloric acid/glacial acetic acid (13.3/4.0 mL), and cooled in an ice bath. A solution of sodium nitrite (3.04 g, 28 mmol) in water (4.4 mL) was added dropwise, and stirred at low temperature for 30 minutes. At the same time, glacial acetic acid was added in another flask and purged with sulfur dioxide until saturation. Thereto was added cuprous chloride (0.99 g, 10 mmol), and continuously purged with sulfur dioxide under stirring until the solid was almost completely dissolved. Diazonium salt solution prepared above was added dropwise slowly, and stirred at low temperature for half an hour and then at room temperature for 1 hour. The resulting mixture was extracted with dichloromethane, washed with water, and dried to give 1-oxoisoindoline-5-sulfonyl chloride (8.33 g). Yield: 90percent. MS m/z[ESI]: 232.0[M+1].

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-Aminoisoindolin-1-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Centaurus BioPharma Co., Ltd.; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XU, Xinhe; SHEN, Yu; XIAO, Dengming; LUO, Hong; PENG, Yong; HAN, Yongxin; ZHANG, Aiming; YANG, Ling; (51 pag.)EP3257857; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

222036-66-0, The chemical industry reduces the impact on the environment during synthesis 222036-66-0, name is 5-Aminoisoindolin-1-one, I believe this compound will play a more active role in future production and life.

To a solution of 5-aminoisoindolin-1-one (2.96 g, 20 mmol) in chloroform (50 mL) was added N-chlorosuccinimide (2.67 g, 20 mmol), and stirred under reflux for 2 hours. The resulting mixture was evaporated, concerntrated and then purified by silica gel column chromatography to give 4-chloro-5-aminoisoindolin-1-one (2.58 g). Yield: 70percent. MS m/z[ESI]: 183.0[M+1].

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

Reference:
Patent; Centaurus BioPharma Co., Ltd.; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XU, Xinhe; SHEN, Yu; XIAO, Dengming; LUO, Hong; PENG, Yong; HAN, Yongxin; ZHANG, Aiming; YANG, Ling; (51 pag.)EP3257857; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

A common heterocyclic compound, 222036-66-0, name is 5-Aminoisoindolin-1-one, molecular formula is C8H8N2O, 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. 222036-66-0.

Intermediate 8 (50 mg, 0.162 mmol), 5-amino-2,3-dihydro-isoindol-l-one (72 mg, 0.485 mmol), glacial acetic acid (9 mul, 0.162 mmol) and n-butanol (1.5 ml) were combined and irradiated at 150 0C for 60 minutes in a Biotage 1-60 microwave reactor. The reaction was evaporated, purified by LCMS (low pH buffer) triturated with methanol and dried to give the title compound as a white solid (6 mg, 7percent). 1H NMR (400 MHz, DMSOd6) delta ppm 0.55 – 0.61 (m, 2 H), 0.87 – 0.93 (m, 2 H), 1.50 – 1.57 (m, 1 H), 1.64 – 1.77 (m, 3 H), 1.78 – 1.90 (m, 1 H), 1.91 – 2.00 (m, 2 H), 2.02 – 2.13 (m,2 H), 2.88 – 2.98 (m, 1 H), 3.09 – 3.16 (m, 2 H), 3.28 – 3.56 (m, 2 H), 4.38 (s, 2 H), 7.61 – 7.69 (m,3 H), 7.71 – 7.77 (m, 1 H), 7.86 – 7.91 (m, 1 H), 8.37 – 8.53 (m, 2 H), 10.39 (br. s, 1 H); m/z (ES+APCI)+: 421 [M+H]+.

The synthetic route of 5-Aminoisoindolin-1-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEDICAL RESEARCH COUNCIL; WO2009/122180; (2009); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

222036-66-0, These common heterocyclic compound, 222036-66-0, name is 5-Aminoisoindolin-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.

To a solution of 5-aminoisoindolin-1-one (444 mg, 3 mmol) in 15 mL pyridine was added methylsulfonyl chloride (378 mg, 3.3 mmol), and stirred at room temperature for 4 hours. After the evaporation of the solvent, 1-oxo-5-methylsulfonamidoisoindoline (610 mg) was obtained by silica gel column chromatography. Yield: 90percent. MS m / z [ESI]: 227.0 [M + 1].

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 222036-66-0.

Reference:
Patent; Centaurus BioPharma Co., Ltd.; Chai Tai Tianqing Pharmaceutical Group Co., Ltd.; Lianyungang Runzhong Pharmaceutical Co., Ltd.; XU, Xinhe; SHEN, Yu; XIAO, Dengming; LUO, Hong; PENG, Yong; HAN, Yongxin; ZHANG, Aiming; YANG, Ling; (51 pag.)EP3257857; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

222036-66-0, 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. 222036-66-0, name is 5-Aminoisoindolin-1-one belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Step 4: 5-f(2-mS,2SV2-ri-(5-chloropyrimidin-2-vnpiperidin-4- yllcyclorhororhoyl}efoyl)amino1isoindolin- 1 -one2-{(lS,2R)-2-[l-(5-chloropyrimidin-2-yl)piperidin-4-yl]cycIopropyl}ethyl 4- methylbenzenesulfonate from step 1 of Example 5 (100 mg, 0.23 mmol) was dissolved in sulfolane and 5-aminoisoindolin-1-one (68 mg, 0.46 mmol) from step 3 of this example added. The mixture was at stirred 110 ¡ãC for 3 and at 120 ¡ãC for 2 hours.The mixture was cooled to RT, diluted with 4:1 water: saturated sodium bicarbonate (40 ml), extracted with EtOAc (3×30 ml), the organic fractions combined, washed with brine, dried over Na2SO4, filtered, the volatiles removed in vacuum. The product was purified by chromatography on SiO2 eluting with 80percent acetone : hexanes to give the titled compound. LRMS calc: 411.18; obs: 412.08 (M+l).

The synthetic route of 5-Aminoisoindolin-1-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WOOD, Harold, B.; ADAMS, Alan, D.; SZEWCZYK, Jason, W.; ZHANG, Yong; YANG, Meng; WO2011/19538; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem