Category: 239463-85-5

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To a slurry of SI-I (769 g, 1.50 mol) as the tartrate salt (e.e. 98.3%) in dichloromethane (2 L) was added dropwise an aqueous solution of sodium hydroxide (5 N, 126 g, 3.15 mol) at 10 C, all in a round bottom flask (5 L). The reaction mixture was stirred until the pH was 11. The organic layer was separated and the aqueous layer was extracted with dichloromethane twice (500 ml 2). The combined organic layer was washed with water to neutrality, dried over sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to give the SI-II (531 g, 97.5%, HPLC 98.2%) as a light yellow oil.

In conclusion, we affirm that quantitative kinetic descriptions of catalytic behavior continue to navigate research efforts intended to implement such knowledge in the development of new catalytic chemistries. Read on for other articles about 239463-85-5.

Reference:
Article; Liu, Hui; Lv, Fei; Liu, Yuan; Organic Preparations and Procedures International; vol. 51; 3; (2019); p. 287 – 293;,
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. 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate

To a 100mL three-necked flask fitted with a stirring blade, a thermometer, acondenser, indoline derivative tartrate salt (purity99.9%) 5.0 g, butyl acetate 15 mL and separately adjusted 20% aqueous potassiumcarbonate solution 14mL were added & stirred, and warmed in the vicinity of45 & stirred, and it was made sure that the solid was dissolved, to obtain aprimary reaction solution.To the primary reaction liquid obtained in theneutralization step, 1- (2-methanesulfonyloxy-ethoxy) -2-(2,2,2-trifluoroethoxy) benzene 3.67g was added as N- alkylating agent and stirred,after stirring for 18 hours under heating to reflux, then cooled to about 30 C, to obtain a secondary reaction solution (reaction conversion rate 95.4%).The aqueous layer was removed from the secondary reaction mixture, the resulting organic layer was washed successively with saturated aqueous sodiumbicarbonate solution 10 mL and 10% aqueous sodium chloride 10 mL, to obtain butylacetate solution (purity 81.0 %, dialkyl body content 9.4%) of N-alkylated indoline derivative.

Interested yet? This just the tip of the iceberg, You can reading other blog about 239463-85-5.

Reference:
Patent; TOKUYAMA CORPORATION; SHIMIZU, TOMOHIRO; TANAKA, KENJI; (18 pag.)JP2016/3183; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 239463-85-5, A common heterocyclic compound, 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, molecular formula is C26H31N3O8, 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.

In a 500 ml reaction vessel150 g of purified water and 135 g of ethyl acetate were added and 40.4 g of potassium carbonate was dissolved.To this was added 15 g of 5-[(2R)-2-aminopropyl]-1-[3-(benzyloxy)propyl]2,3-dihydro-1H-indole-7-carbonitrile was added,And stirred for 2 hours.The ethyl acetate layer was separated, dehydrated with anhydrous sodium sulfate and concentrated, and then 50 g of toluene,12 g of 2-[2-(2,2,2-trifluoroethoxy)phenoxy] ethanol-1-methanesulfonate,3.3 g of sodium carbonate was added, and the mixture was stirred under reflux.After completion of the reaction, an aqueous solution of sodium hydrogencarbonate and ethyl acetate were added, layered and then dehydrated with anhydrous sodium sulfateAnd concentrated under reduced pressure to give 2,3-dihydro-1-[3-(benzoyloxy)propyl]-5-[(2R)-2-[(2,2,2-trifluoroethoxy)phenoxy]ethyl]amino]propyl]-1H-indole-7-carbonitrile (Purity: 79.9%, dialkyl content: 12.0%).

The synthetic route of 239463-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hanseo Chem Co., Ltd.; Oh Min-geun; Kim Gi-nam; Seo Gi-hyeong; Park Seong-tae; Cho Dong-ho; (17 pag.)KR2016/109736; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 239463-85-5, A common heterocyclic compound, 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, molecular formula is C26H31N3O8, 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.

in a container having an inner volume of 5 E and equipped with a reflux condenser, a thermometer, and a stirrer, 317 g (0.62 moles) of 3-{5-[(2R)-2-aminopropyl]-7- cyano-2,3-dihydro-1H-indol-l-yl}propio benzoate.mono(2R,3R)-tartrate, 1.8 E of ethyl acetate, and 1280 g (1.83moles) of a 20% aqueous potassium carbonate solution were mixed and stirred at room temperature for 1 hout10108] After completion of the stirring, an organic phase was separated from the reaction liquid, and the obtained organic phase was concentrated under reduced pressure. The concentrate, 1.8 E of acetonitrile, 69 g (0.65 moles) of sodium carbonate, 10 g (0.03 moles) of tetrabutylammonium bromide, and 233 g (0.74 moles) of 2-[2-(2,2,2-trifluoroeth- oxy)phenoxy]ethyl methanesulfonate were mixed and subjected to reaction under stirring at 75 to 85 C. for 30 hours. 10109] After completion of the reaction, the reaction liquid was cooled to room temperature and then filtered, with the result that 2.2 kg of an acetonitrile solution of 3-(7-cyano- 5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl] -2,3-dihydro-l H-indol-l -yl}propylbenzoate (content: 14.2 mass %, 0.53 moles) was obtained (yield: 85%).

The synthetic route of 239463-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UBE INDUSTRIES, LTD.; MOTOYAMA, Takahiro; TAKATA, Katsunori; FUKUHARA, Yasuaki; UEMURA, Masato; SADO, Tatsunori; KASAI, Atsuyuki; (20 pag.)US2017/8842; (2017); A1;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Adding a certain compound to certain chemical reactions, such as: 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, 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 239463-85-5, Safety of (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate

To the Butyl acetate solution of N- alkylated indoline derivative obtained in the reaction step, 35mL of butyl acetate and tartaric acid 1.3 g were added and stirred, and then heated to around 80 C andstirred. After confirming that the tartaric acid was dissolved, then cooled toabout 20 C and stirred for 2 hours. The precipitated solid was collected by filtration, and the resulting wet material was dried under reduced pressure in the vicinity of 40 , to obtain N- alkylated indoline derivative tartrate salt4.6g (purity 96.1%, dialkyl body content 0. 38%) (64.7% yield from the indoline derivative tartrate salt) as a white crystalline.

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)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TOKUYAMA CORPORATION; SHIMIZU, TOMOHIRO; TANAKA, KENJI; (18 pag.)JP2016/3183; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

These common heterocyclic compound, 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, 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. Recommanded Product: (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate

3- {5- (2R) -2-aminopropyl} -7-cyano-2,3-dihydro-1H-indol-1-yl}Propyl benzoate(2R, 3R) -mono-tartaric acid salt(Mono-tartaric acid salt of the compound of formula (II)),Potassium carbonate (80 g),And a mixed solvent of acetonitrile and dimethylacetamide (ACN / DMAC = 500 mL / 500 mL) was heated to 80 DEG C,Stir for 30 min. To the reaction mixture were added 70 g of 2- [2- (2,2,2-trifluoroethoxy) phenoxy] ethyl methanesulfonate (compound of formula 3) and 9.70 g of KI,The reaction was carried out at the same temperature for 10 hours.The reaction mixture was cooled to room temperature,And extracted with 1 L of ethyl acetate and 1.5 L of water.The organic layer obtained by layer separation was washed with 1 L of brine,After drying over 40 g of anhydrous MgSO4 for 30 minutes,After washing again with 200 mL of ethyl acetate, the solvent was removed by distillation. 400 mL of methanol, 100 mL of water and 20 g of KOH were added to the obtained residue. After the mixture was stirred at room temperature for 10 hours,1 L of ethyl acetate and 1 L of water were added and extracted for 10 minutes.The organic layer obtained by layer separation was washed sequentially with 1 L of saturated aqueous solution and 1 L of saturated brine,After drying over 40 g of anhydrous MgSO4 for 30 minutes,After washing with 200 mL of ethyl acetate,18 g of oxalic acid was added.The reaction mixture was stirred at 50 for 30 minutes, It cooled to room temperature.600 mL of isopropyl ether was added to the reaction mixture,Stirred for 2 hours, and then filtered.The obtained crystals were washed with 200 mL of isopropyl ether,At 40 for 10 hours to give the titled compound as a dried in vacuo to 88 g. Yield: 82%Purity: 99.5%Impurities (dimer): Not more than 0.1%

The synthetic route of (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dasan Medichem Co., Ltd.; Ryu, Hyung Sun; Sin, Dong Kyun; Kim, Sung Ho; Ahn, Jin Woo; Kim, Jae Hyung; Aum, Woon Yong; (12 pag.)KR2016/92976; (2016); A;,
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. 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, A new synthetic method of this compound is introduced below., Computed Properties of C26H31N3O8

To a 100mL three-necked flask fitted with a stirring blade, a thermometer, acondenser, indoline derivative tartrate salt (purity99.9%) 5.0 g, butyl acetate 15 mL and separately adjusted 20% aqueous potassiumcarbonate solution 14mL were added & stirred, and warmed in the vicinity of45 & stirred, and it was made sure that the solid was dissolved, to obtain aprimary reaction solution.To the primary reaction liquid obtained in theneutralization step, 1- (2-methanesulfonyloxy-ethoxy) -2-(2,2,2-trifluoroethoxy) benzene 3.67g was added as N- alkylating agent and stirred,after stirring for 18 hours under heating to reflux, then cooled to about 30 C, to obtain a secondary reaction solution (reaction conversion rate 95.4%).The aqueous layer was removed from the secondary reaction mixture, the resulting organic layer was washed successively with saturated aqueous sodiumbicarbonate solution 10 mL and 10% aqueous sodium chloride 10 mL, to obtain butylacetate solution (purity 81.0 %, dialkyl body content 9.4%) of N-alkylated indoline derivative.

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; TOKUYAMA CORPORATION; SHIMIZU, TOMOHIRO; TANAKA, KENJI; (18 pag.)JP2016/3183; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Electric Literature of 239463-85-5, A common heterocyclic compound, 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, molecular formula is C26H31N3O8, 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.

40 g of 3-5-[(2R) -2-aminopropyl] -7-cyano-2,3-dihydro-1H-indol-1-yl propylbenzoate (2R, 3R) -tartrate,Acetonitrile 320 ml,20.6 g of anhydrous sodium carbonate, 26.9 g of 2- [2- (2,2,2-trifluoroethoxy) phenoxy] ethyl methanesulfonate was added and stirred under reflux for 24 hours.The reaction solution was cooled, filtered, concentrated under reduced pressure, and 400 ml of ethyl acetate and 320 ml of purified water were added to the concentrate, followed by stirring, separating the layers, and concentrating the organic layer under reduced pressure.To the concentrate, 240 ml of ethanol and 10.5 g of L-(+)-tartaric acid were added, stirred at room temperature for 5 hours, filtered and dried under reduced pressure to make 3-7-cyano-5-[(2R) -2- (2- [ 2- (2,2,2-trifluoroethoxy) phenoxy] ethyl amino) propyl] -2,3-dihydro-1H-indol-1-yl propylbenzoate (2R, 3R) -tartrate Obtained 45.1 g. (Yield 79.3%, ee value = 99.97% or more).

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; Ga Pi Bio Co., Ltd.; East F Ti L Co., Ltd.; Jeong Heon-seok; Kim Ryong-guk; (22 pag.)KR2020/4492; (2020); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

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. 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C26H31N3O8

General procedure: 3- {5- (2R) -2-aminopropyl} -7-cyano-2,3-dihydro-1H-indol-1-yl}Propyl benzoate(2R, 3R) -mono-tartaric acid salt(Mono-tartaric acid salt of the compound of formula (II)),Potassium carbonate (80 g),And a mixed solvent of acetonitrile and dimethylacetamide (ACN / DMAC = 500 mL / 500 mL) was heated to 80 DEG C,Stir for 30 min. To the reaction mixture were added 70 g of 2- [2- (2,2,2-trifluoroethoxy) phenoxy] ethyl methanesulfonate (compound of formula 3) and 9.70 g of KI,The reaction was carried out at the same temperature for 10 hours.The reaction mixture was cooled to room temperature,And extracted with 1 L of ethyl acetate and 1.5 L of water.The organic layer obtained by layer separation was washed with 1 L of brine,After drying over 40 g of anhydrous MgSO4 for 30 minutes,After washing again with 200 mL of ethyl acetate, the solvent was removed by distillation. 400 mL of methanol, 100 mL of water and 20 g of KOH were added to the obtained residue. After the mixture was stirred at room temperature for 10 hours,1 L of ethyl acetate and 1 L of water were added and extracted for 10 minutes.The organic layer obtained by layer separation was washed sequentially with 1 L of saturated aqueous solution and 1 L of saturated brine,After drying over 40 g of anhydrous MgSO4 for 30 minutes,After washing with 200 mL of ethyl acetate,18 g of oxalic acid was added.The reaction mixture was stirred at 50 for 30 minutes, It cooled to room temperature.600 mL of isopropyl ether was added to the reaction mixture,Stirred for 2 hours, and then filtered.The obtained crystals were washed with 200 mL of isopropyl ether,At 40 for 10 hours to give the titled compound as a dried in vacuo to 88 g.The reaction was carried out in the same manner as in Example 1, except that 23 g of succinic acid was used instead of oxalic acid to obtain 92 g of tabular compound.Yield: 82%Purity: 99.5%Impurities (dimer): Not more than 0.1%

The synthetic route of 239463-85-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dasan Medichem Co., Ltd.; Ryu, Hyung Sun; Sin, Dong Kyun; Kim, Sung Ho; Ahn, Jin Woo; Kim, Jae Hyung; Aum, Woon Yong; (12 pag.)KR2016/92976; (2016); A;,
Indoline – Wikipedia,
Indoline | C8H9N – PubChem

Application of 239463-85-5, 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. 239463-85-5, name is (R)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate belongs to indolines-derivatives compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Fifty grams of 5-[(2R)-2-aminopropyl]-1-[3-(bezoyloxy)propyl]-2,3-dihydro-1H-indol-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate (tartrate salt of the compound of formula (III), 26.9 g of K2CO3, 39.8 g of 2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl methanosulfonate and 250 mL of acetonitrile are introduced in a 500 mL reactor with mechanical stirring. It is heated to reflux for 24 h. After this time has elapsed, it is cooled at 20 C. and AcOEt (400 mL) and water (250 mL) are added. It is stirred for 30 min, and the phases are separated. The organic phase is dried with anhydrous sodium sulfate, filtered and concentrated to dryness, obtaining 70.9 g of 3-{7-cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propyl benzoate (free base). Eighteen grams of 3-{7-cyano-5-[(2R)-2-({2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl}amino)propyl]-2,3-dihydro-1H-indol-1-yl}propyl benzoate are weighed and dissolved in 90 mL of 96% EtOH. Fifteen milliliters are distributed in different balloons. A different acid (for example, 0.60 g of maleic acid) dissolved in 15 mL of 96% EtOH is added to each balloon. It is left under stirring at room temperature for two hours, and then cooled at 0-5 C., maintaining stirring. In the case of maleic acid, the maleate precipitates after 30 minutes. If a salt is formed, it is filtered, washed with 96 C. EtOH and vacuum dried. Table 2 shows the result obtained with different acids.

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)-3-(5-(2-Aminopropyl)-7-cyanoindolin-1-yl)propyl benzoate (2R,3R)-2,3-dihydroxysuccinate, other downstream synthetic routes, hurry up and to see.