Category: 184177-83-1

184177-83-1, Name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, 184177-83-1, belongs to Triazoles compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

Example-20: Preparation of 4-(4-(4-(4-(((3R,5R)-5-((1H-i,2,4-triazol-1-yi)methyl)-5-(2,4- difluorophenyl)tetrahydrofuran-3-yI)methoxy)phenyl)piperazin-1-yI)phenyl)-1-((2S,3S)-2-(benzyloxy)pentan-3-yI)-1H-1,2,4-triazol-5(4H)-oneSodium hydroxide solution [prepared by dissolving sodium hydroxide (7.8 gins) in water (10 ml)] was added to dimethyl sulfoxide (175 ml) at 25-30C. ((3S,5R)-5-((1H-1,2,4-triazol-1- yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl-4-methylbenzene sulfonate (48.12 gms) and then followed by 1 -((2S,3 S)-2-(benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin- 1 -yl)phenyl)- 1 H-i ,2,4-triazol-5(4H)-one (50.Ogms) was added to the reaction mixtureat 25-30C. Heated the reaction mixture to 38-43C and stirred for 10 hours at the same temperature. Cooled the reaction mixture to 25-30C and slowly added to water at the same the same temperature. Cooled the reaction mixture to 10-15C and adjusted the pH of the reaction mixture to 7.0 using hydrochloric acid solution at the same temperature. Raised the temperature5 of the reaction mixture to 25-30C and stirred for 3 hours at the same temperature. Filtered the precipitated silid and washed with purified water. To the obtained wet compound, isopropanol (500 ml) was added at 25-30C. Heated the reaction mixture to 65-70C to get clear solution. Cooled the reaction mixture to 25-30C and stirred for 4 hours at the same temperature. Filtered the precipitated solid, washed with isopropanol and dried to get the title compound.10 Yield: 69.29 gins.

Statistics shows that 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one is playing an increasingly important role. we look forward to future research findings about 184177-83-1.

Reference:
Patent; MSN LABORATORIES PRIVATE LIMITED; THIRUMALAI RAJAN, Srinivasan; ESWARAIAH, Sajja; SAHADEVA REDDY, Maramreddy; WO2015/59716; (2015); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, belongs to Triazoles 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 184177-83-1, 184177-83-1

Example -3: Preparation of 4-(4-(4-(4-(((3R,5R)-5-((lH-l,2,4-triazol-l-yl)methyl)-5- (2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin-l-yl)phenyl)-l- ((2S,3S)-2-(benzyloxy)pentan-3-yl)-lH-l,2,4-triazol-5(4H)-one of the structural formula (III) of crystalline Form B-3 l-((2S,3S)-2-(benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-l-yl)phenyl)- lH-l,2,4-triazol-5(4H)-one (4.0 Kg, 1.0 eq.) of the structural formula (II) was dissolved in Dimethyl sulfoxide (6.0 vol.) at 25¡À2C under nitrogen and cooled to 15-20 C. 25% aqueous sodium hydroxide solution (1.3 eq.) was added to the reaction mixture and was stirred for 10 minutes. ((3S,5R)-5-((lH-l,2,4-triazol-l-yl)methyl)-5-(2,4- difluorophenyl)tetrahydrofuran-3-yl)methyl 4-methylbenzenesulfonate of the structural formula (I) (4.02 Kg) was added to the reaction mixture and continued to stir for lh at 15- 20 C. Reaction temperature was raised to 28¡À2C and stirred for 45-50 h. Ethyl acetate (5.0 vol.) was added to the reaction mass and cooled to 15-20 C followed by addition of water (5.0 vol.), reaction mass was slowly warmed to 25¡À2C and stirred. Layers were separated; organic layer was collected. Aqueous layer was again extracted with Ethyl acetate (3 vol.). Combined organic layers were washed with water (3 vol.) and organic layer was concentrated partially to contain 5.0 Vol. of Ethyl acetate. Cooled the partially concentrated solution to 25¡À2C and was added n-Heptane (5.0 vol.), stirred at 28¡À2C for 30 min and further diluted with n- Heptane (2.0 vol.) heated to 42¡À2C, stirred for 30 min and then slowly cooled to 28¡À2C and continue to stir at 28¡À2C for 2h. The above mixture was cooled to 0-5 C and stirred for lh. Solid was filtered; washed with Heptane (5 vol.). Dried under VTD at 60+5 C to yield 4-(4-(4-(4-(((3R,5R)-5-((lH-l,2,4-triazol- 1 -yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methoxy)phenyl)piperazin- 1 – yl)phenyl)-l-((2S,3S)-2-(benzyloxy)pentan-3-yl)-lH-l,2,4-triazol-5(4H)-one of the structural formula (III) of crystalline Form B-3 with 96% yield. Characteristic Physico-Chemical Data of Crystalline Form B-3 of the Compound of Structural Formula III Physical appearance: Off-white to white solid X-ray Powder Diffraction Pattern: See Figure 3 and Table 3 DSC: See Figure 4 IR: See Figure 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, 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOCON LIMITED; CHARYULU, Palle, Venkata, Raghavendra; GOWDA, Dharshan, Jakkali, Chandre; RAJMAHENDRA, Shanmughasamy; RAMAN, Manikandan; (41 pag.)WO2017/51342; (2017); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

A common heterocyclic compound, 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, molecular formula is C30H35N5O3, 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. 184177-83-1.

To a 100 ml three-necked flask was added 2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)piperazin-1-yl]phenyl]-3H-1,2,4-triazol-3-one (4.78 g) and DMSO (40 ml)Stirring dissolved, A concentration of 25 wt% aqueous NaOH (1.6 ml) was added,Mixed for 10 minutes, (5R-cis)-4-toluenesulfonic acid 5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-yl)methyltetrahydrofuran-3-ylmethyl ester (4.4 g), The mixture was reacted at 30 C for about 14 h, Liquid phase monitoring to the reaction is completed, The reaction solution was poured into vigorously stirred water (240 ml) Plus, Stir again for 10min, filter, Filter cake washed with water, The filter cake was recrystallized from isopropanol to give a solid, Dried in vacuo to give an off-white powdery solid (Formula II); By NMR, mass spectrometry and infrared spectroscopy, The gray powder solid is a compound of formula II, And the purity of the compound is 99%.

The synthetic route of 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hebei Guolong Pharmaceutical Co., Ltd.; Yan, Dianshu; Wei, Saili; Sun, Man; Yin, Jie; Liu, Yupu; Hu, Shuo; Wu, Yujie; (12 pag.)CN106366076; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 184177-83-1, name is 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, belongs to Triazoles 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 184177-83-1, 184177-83-1

10 g of compound of formula A and 76 mL DMSO were added into a reaction flask at room temperature, and stirred until clarification. An alkaline solution previously prepared from 1.4 g sodium hydroxide and 6 g water was further added thereto. The mixture was stirred for 1 h. Then, 10 g of compound of formula IX was added thereto. The mixture was warmed up to 38 C. and reacted for 16 h. After the reaction was completed, the mixture was warmed up to 45 C. 6 mL water was added thereto. The mixture was stirred for 30-60 min. 154 mL water was further added thereto. The mixture was stirred for 1 h, and filtered under suction. The resultant solid was drip washed with 4¡Á50 mL purified water to obtain a wet product. (0249) The wet product and 60 mL of 90% aqueous ethanol solution were added to a reaction flask, warmed up to 65 C., and stirred. After clarification, 1.5 g active carbon was added thereto. The mixture was stirred for 15 min, filter-pressed while hot, and washed with 15 mL of 90% aqueous ethanol solution. Then, the filtrate was warmed up to 65 C., stirred, cooled to 40-45 C. after clarification, crystallized while keeping the temperature for 1 h, further cooled to 0-5 C., crystallized while keeping the temperature for 1 h, and filtered under suction. The resultant solid was first drip washed with 5 mL of 50% aqueous ethanol solution, and then drip washed with 4¡Á50 mL purified water. The solid was collected, placed in a ventilated oven at 50-55 C. and dried for 16 h to obtain 13.2 g of product.

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, 1-((2S,3S)-2-(Benzyloxy)pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H-1,2,4-triazol-5(4H)-one, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Ausun Pharmaceutical Co., Ltd.; Zheng, Zhiguo; (23 pag.)US2019/71408; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics