Tag: M.W=400-500

Electric Literature of 446292-08-6, 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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

Methylamine (35% in ethanol, 5kg) was added to a suspension of compound according to e.) (4.79kg) in ethanol (36kg) . The reaction mixture was heated to 65 0C for 4 hours. After cooling to 58-60 0C, a total of 7L of 5M hydrochloric acid solution is added until the pH is 2.7, after which the product starts to crystallize. After cooling to 20 0C, the precipitated reaction product is filtered off with suction, washed with CH2Cl2 (8L*2) and then dried to obtain 3.11kg of the product (Yield 83.7%)

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; KRKA, D.D., NOVO MESTO; ZUPANCIC, Silvo; PECAVAR, Anica; WO2011/12321; (2011); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 446292-08-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 446292-08-6 name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

25 g (0.012 mol) of 2-({(5S)-2-Oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1 ,3-oxazolidin- 5-yl}methyl)-1 H-isoindole-1 ,3(2H)-dione (II), 1 1.2 mL of methylamine (40% aqueous solution, 0.058 mol) and 125 mL of methanol were charged in a 500 mL flask. Then, the reaction mass was heated to reflux for 1 hour and concentrated under reduced pressure. The crude product was slurried in 125 mL of toluene and 16.5 mL of triethylamine were added to the reaction mass at 25 C. Afterwards, 17.81 g (0.098 mol) of 5-chlorothiophene-2-carbonyl chloride in 100 mL of toluene were added dropwise and the reaction mass was stirred for 1 hour at 25 C. At this stage, the reaction mass was heated at 50 C for 1 hour and 75 ml of water was added at the same temperature. Finally, the resulting product was filtered off, washed with water and dried under vacuum at 50 C.Yield: 15 g. Molar yield: 52.63%. HPLC purity 81.82%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; LABORATORIOS LESVI, S. L.; VISHNU NEWADKAR, Ravindranath; CHANGDEO GAIKWAD, Avinash; MADHUKAR HARAD, Ajay; DALMASES BARJOAN, Pere; WO2013/53739; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-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 446292-08-6, category: indolines-derivatives

5L three neck flask was added to the raw material A (100.0g, 240mmol) and toluene 700ml (7ml / g), being stirred suspension was heated to 80-85 , and then at 75-80 deg.] C, the 145ml (2.4mol ) ethanolamine was added to the suspension, and the mixture was stirred at 80-85 2 hours, and during this time the solid gradually dissolved.After completion of the reaction, the separation layer alkanolamines, alkanolamine layer was washed with toluene twice, each time 100ml, toluene layers were combined and concentrated to give an oily object.Recrystallization from methanol was added powdery crystals, 30 dried under reduced pressure for 10 hours to obtain a solid of about 66.99g, i.e. intermediate B.Yield was about 95.87%, Ms as 291.30, HPLC 99.92%.Intermediate B HPLC chromatogram see figure 7.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, and friends who are interested can also refer to it.

Reference:
Patent; Shenzhen Yu Han Pharmaceutical Co., Ltd.; Yuan, Huixing; Li, Guotao; Liu, Hui; Ma, Yaping; Yuan, Jiancheng; (11 pag.)CN105777732; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-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 446292-08-6, category: indolines-derivatives

Reference example 3: Synthesis of (S)-4-{4-[5-(aminomethyl)-2-oxo-l,3-oxazolidin- 3-yl]phenyl}morpholin-3-one hydrochloride (compound IV-hydrochloride)26.00 g (79.3 mmol) of (5)-2-({2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-l,3- oxazolidin-5-yl}methyl)-lH-isoindole-l,3(2H)-dione (compound III, obtained from compound II following the process disclosed in the ‘ 823 patent) were suspended in 95.0 mL of ethanol. 21.1 mL (271.6 mmol) of 40% w/w aqueous methylamine were added to the suspension, and the resulting mixture was heated to 60-63 C and maintained at this temperature for about 2 hours. The content of unreacted compound III was checked to be below 5% by TLC. After cooling to 55-60 C, a total of 31.45 g (172.3 mmol) of 20% w/w aqueous hydrochloric acid were added over the reaction mixture until the pH was 2.65. Precipitation was observed during the addition. The resulting suspension was cooled down to 20 C and subsequently filtered. The collected solid was washed with1 5.0 mL of methanol to give 20.01 g of wet (,S)-4-{4-[5-(aminomethyl)-2-oxo-l,3- oxazolidin-3-yl]phenyl}morpholin-3-one hydrochloride as a white solid. After drying at 60 C, 17.49 g of dry product were obtained. Yield: 86.5%.

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; MEDICHEM S.A.; MANGION, Bernardino; DURAN LOPEZ, Ernesto; WO2012/35057; (2012); A2;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Reference of 446292-08-6, These common heterocyclic compound, 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)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.

9 g (0.021 mol) of 2-({(5S)-2-Oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1 ,3-oxazolidin-5- yl}methyl)-1 H-isoindole-1 ,3(2H)-dione (II), 8.06 mL of methylamineamine (40% aqueous solution, 0.235 mol) and 80 mL of ethanol were charged in a 100 mL flask and the reaction mixture was heated to 65 C for 2h. Then, 10 mL of a 20% HCI solution was added until the pH of the reaction mass was adjusted to 2.7. The reaction mass was cooled to 30 C and the resulting solid was filtered off, washed with ethanol and dried under vacuum at 60 C.Yield: 5.3 g. Molar yield: 75.7%. HPLC purity: 93.9%

The synthetic route of 446292-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS LESVI, S. L.; VISHNU NEWADKAR, Ravindranath; CHANGDEO GAIKWAD, Avinash; MADHUKAR HARAD, Ajay; DALMASES BARJOAN, Pere; WO2013/53739; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)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. SDS of cas: 446292-08-6

210.7 g (0.5 mol) of (S)-2-{[2-oxo-3-(4-(3-oxomorpholine)phenyl]oxazolidine-5-yl] prepared in Example 7 was added to the reaction flask. Methyl isonon-1,3-dione (formula VII), 1500 ml of anhydrous ethanol, and 500 ml of a 30% aqueous solution of methylamine were stirred well.The reaction was heated to 40C to 60C for 8 hours, and TLC control (dichloromethane:methanol = 20:1, volume ratio) was completed.Adjust pH to 1-2 with 10% hydrochloric acid.A large amount of white solids precipitated and cooled to about 15C.Stir for 2 hours, filter and filter cake washed with 300 ml absolute ethanol.Drying under reduced pressure gave 147.0 g of a white solid (formula VIII) in a molar yield of 89.7%. The HPLC purity was 98.7%.

The synthetic route of (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Peking University Fangzheng Group Co., Ltd.; Peking University Pharmaceutical Co., Ltd.; Peking University Medical Treatment Industrial Group Co., Ltd.; Xu Hong; Tian Juan; Zhang Zheng; Wang Wei; Ren Juan; (16 pag.)CN105085508; (2017); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Synthetic Route of 446292-08-6, These common heterocyclic compound, 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)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.

50 g (0.1 10 mol) of 2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1 ,3-oxazolidin-5- yl}methyl)-1 H-isoindole-1 ,3(2H)-dione (II), 45.81 mL of methylamine (40% aqueous solution, 0.53 mol) and 1250 mL of methanol were charged in a 3 L flask and the reaction mixture was heated to 65 C for 1 hour. Afterwards, 77.81 g (0.610 mol) of oxalic acid dihydrate in 233 mL of methanol were added dropwise until pH 2-3 was reached, at which the solid started to precipitate, and heated the reaction mass to reflux for 1 hour. After cooling to 25 C for 1 h, the product was filtered off, washed with methanol and dried under vacuum at 50 C.Yield: 37 g. Molar yield: 82.22%. HPLC purity: 99.91 %. M.P.: 195.90 C (DSC).

The synthetic route of 446292-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LABORATORIOS LESVI, S. L.; VISHNU NEWADKAR, Ravindranath; CHANGDEO GAIKWAD, Avinash; MADHUKAR HARAD, Ajay; DALMASES BARJOAN, Pere; WO2013/53739; (2013); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, A new synthetic method of this compound is introduced below., Recommanded Product: (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione

4 (^ (0.09111001) Compound 7,36.7840% (0.42111001) of the methylamine solution was added to methanol 2L of the three-necked flask, The temperature of the system was increased to 65 C for 1 h, and 62.2 g (0.49 mil) of oxalic acid and 200 mL of methanol was added dropwise to the system until the pH of the system was stopped at 2-3, At this point the system has a large amount of solid precipitation, the system heated reflux lh, cooled to room temperature, filtration, filter cake with methanol, 50 C vacuum drying to get 34.2g compound 8 (95.1%), 250 C above decomposition

The synthetic route of 446292-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Sibeiyuan Pharmaceutical Technology Co., Ltd.; Liu Xiaohong; Song Xingchang; Zhang Aihua; Wu Yundeng; (11 pag.)CN103951661; (2017); B;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C22H19N3O6

Add 4 kg of N,N-dimethylacetamide to a 10 L reaction flask.Add 1.0 kg of compound (II), add 1.4 kg of ethylenediamine, stir and heat.The reaction was stirred at 40 C for 4 h. The reaction solution was cooled to 30 ± 5 C,Add about 1.2kg of phosphoric acid, add the reaction, and cool the reaction solution to 10±5C for 1h~1.5h.Filtration, filter cake washed with N, N-dimethylacetamide, ethanol,The wet product was transferred to a blast oven, and the internal temperature of the oven was controlled to dry at 50-55 C for 16 ± 1 hour to obtain a white solid. Yield: 93%, product purity (HPLC): 99.5%.

According to the analysis of related databases, 446292-08-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changzhou Pharmaceutical Factory Co., Ltd.; Guo Yijie; Jin Xiaofeng; Shao Zhichun; (13 pag.)CN110156768; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 446292-08-6, name is (S)-2-((2-Oxo-3-(4-(3-oxomorpholino)phenyl)oxazolidin-5-yl)methyl)isoindoline-1,3-dione, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C22H19N3O6

Add 4 kg of N,N-dimethylacetamide to a 10 L reaction flask.Add 1.0 kg of compound (II), add 1.4 kg of ethylenediamine, stir and heat.The reaction was stirred at 40 C for 4 h. The reaction solution was cooled to 30 ± 5 C,Add about 1.2kg of phosphoric acid, add the reaction, and cool the reaction solution to 10±5C for 1h~1.5h.Filtration, filter cake washed with N, N-dimethylacetamide, ethanol,The wet product was transferred to a blast oven, and the internal temperature of the oven was controlled to dry at 50-55 C for 16 ± 1 hour to obtain a white solid. Yield: 93%, product purity (HPLC): 99.5%.

According to the analysis of related databases, 446292-08-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Changzhou Pharmaceutical Factory Co., Ltd.; Guo Yijie; Jin Xiaofeng; Shao Zhichun; (13 pag.)CN110156768; (2019); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem