Category: 184177-83-1

Synthetic Route of 184177-83-1,Some 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, 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.

The 35.01 kg dimethyl sulfoxide, the mass concentration is 50% aqueous sodium hydroxide solution (sodium hydroxide 1.24 kg dissolved in pure water 1.24 kg, the mass concentration of the refer to sodium hydroxide of the quality of the sodium hydroxide solution the percentage of the total mass of the), adding 50L glass in the reactor, stirring solution cleaning, then adding 5.31 kg compound (III), stirring 20 – 30 minutes, adding 4.60 kg (3S, 5R) – toluene -4 – sulfonic acid 5 – (2, 4 – difluorophenyl) -5 – (1H – 1, 2, 4 – triazole -1 – yl) methyl tetrahydrofuran -3 – yl methyl ester (IV). After the completion of the feeding, temperature control 25 ¡À 5 C reaction 8 – 12 hours. TLC monitoring reaction, after the reaction. Control the temperature 20 – 30 C, the reaction with the sampler to 53.05 kg purification of water 100L glass reactor (rotational speed 200 – 300 rpm, dropping time 0.5 – 1.0 hours), continuously stirred for 0.5 – 1 hour. Centrifugal then adding to the basic solvent-free outflow; cake purified water 10.61 kg rear plate the basic solvent-free centrifugal to flow out. The centrifugal solid all input 50L glass in the reactor, adding 23.79 kg ethyl acetate, stirring until the solid completely dissolved. Layered, collecting the upper organic phase. Add silica gel 1.06 kg, heating to 50 – 60 C stirring 0.5 – 1 hour, cooled to 15 – 25 C, filtering. The filtrate batch transfer to 20L in the rotary evaporating bottle, at the vacuum degree of – 0.08 – – 0.1 mpa lower, control temperature 50 ¡À 10 C, concentrated to remove the ethyl acetate, to the solvent-free steam. To obtain brown oily matter. The oil of transfer to the 50L glass in the reactor, adding ethyl acetate 23.79 kg, heating to 50 ¡À 5 C, adds by drops positively hexane 36.71 kg (the dropping time 0.5 – 1.0 hours). Lowering the temperature to 20 ¡À 5 C stirring 2 – 3 hours, centrifugal to the solvent-free outflow, filter cake using mixed solvent (ethyl acetate 4.76 kg hexane 7.34 kg) leaching, centrifugal then adding to the solvent-free outflow. The centrifugal throughout the batch of wet product at the vacuum degree of – 0.08 – – 0.1 mpa lower, control temperature 40 – 50 C decompression drying 6 – 10 hours. A gray solid 6.00 kg compound (II). HPLC purity: 96.1%, yield: 73.4%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 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, its application will become more common.

Reference:
Patent; Shanghai Bozhi Yan Xin Pharmaceutical Co., Ltd.; Ying Shuhuan; Pi Hongjun; Liu Zhenfeng; Chen Jian; Qiao Yanhe; (12 pag.)CN106749207; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Reference of 184177-83-1, 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. 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, it is a common compound, a new synthetic route is introduced below.

Compound 8a was added to a mixture of KOH (33%) solution and DMSO and stirred at room temperature for 45 min; the compound4a was added to the above reaction system, and the reaction was stirred at 50 ¡À 5 C for 5 h. The reaction mixture was extracted with 40 mL of water and extracted with ethyl acetate. The aqueous phase was extracted with ethyl acetate. The organic phases were combined, washed with brine and dried to give a solid product. The product was recrystallized from ethanol and filtered to give white solid 7a, Yield 85%, HPLC purity 96%.

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; Gansu Haotian Chemical Technology Co., Ltd.; Feng Weiwei; Zhang Hongrui; Wang Shixiang; Wang Shijiao; Wei Pengfei; Da Shijun; (17 pag.)CN106632284; (2017); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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. 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, A new synthetic method of this compound is introduced below., Application In Synthesis 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

100 mL three-neck flask was added 2-[(1S,2S)-1-ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-1-piperazinyl]phenyl]-3H-1,2,4-triazol-3-one (formula III) (6.08 g) and DMSO (30 mL) were dissolved with stirring. A 25% aqueous solution of sodium hydroxide (1.7 mL) was added and the mixture was stirred for 15 min. Add (5R)-5-(2,4-difluorophenyl)-5-(1H-1,2,4-triazol-1-yl)methyltetrahydrofuran-3-ylmethyl 4-methylbenzenesulfonate (formula IV) (6.12 g), the mixture is stirred at 40-50 C for 12-18 h. The reaction mixture was poured into water (60 mL) with vigorous stirring, stirring vigorously for 30 min, suction filtration, the filter cake was washed with water (30 mL), and dried under vacuum at 50 C to obtain 8.83 g of the compound of formula (V), yield 95.6 %.

The synthetic route of 184177-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kunming Jida Pharmaceutical Co., Ltd.; Yang Zhuqi; Zhang Poyong; Sun Xiaomei; Wang Lijiang; Zhang Yun; (13 pag.)CN108239077; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Some 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, 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. name: 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

Add to a 50ml single-mouth bottle1-((2S,3S)-2-(Benzyloxy)-pentan-3-yl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)- 1H-1,2,4-Triazole-5(4H)-one (1 g), 12 mol/L hydrochloric acid (5 ml) was stirred at 50 C.After 8 h, the dissolution was complete and TLC showed the reaction was complete.After cooling to room temperature, 6 mol/L NaOH (9 ml) was added, and NaHCO3 (10 ml) was evaporated, and water (10 ml) was added and stirred for 1 hour to form a solid. Filter by suction, wash the filter cake water (10ml),Recrystallization from isopropanol / toluene gave 0.7 g of a white solid, yield 85%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 184177-83-1, its application will become more common.

Reference:
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Shanghai Pharmaceutical Industry Institute; Huang Huoming; Lv Huimin; Xiao Zhichao; Cai Wei; Ren Zhongjie; Zhou Ting; Liu Zhenren; Zhou Weicheng; Zhang Haibo; (35 pag.)CN108341754; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C30H35N5O3

2-[(l S2S)-l-Ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-l- piperozinyl] phenyl]-3H-l,2,4-triazol-3-one (1 kg) was added to the flask along with Dimethylsulfoxide (8 lit) at room temperature and stirred for 15 min. Solution of Sodium hydroxide (0.15 kg) in Water (0.3 lit) was added at same temperature and maintained for 1 hr. ((3S,5R)-5-((lH-l,2,4-triazol-l-yl) methyl)-5-(2,4- difluorophenyl)-tetrahydrofuran-3-yl)methyl-4-chlorobenzene sulfonate (1.2 kg) was added and maintained for 4-5 hrs. Water (10 lit) was added to the reaction mixture and stirred for 15 min. Ethyl acetate (7.5 lit) was added and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and aqueous layer was extracted with Ethyl acetate (3 lit). Aqueous layer and Ethyl acetate layer were separated and total aqueous layer was washed with Water (5 lit) and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and aqueous layer was washed with brine solution and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and Ethyl acetate layer was dried with Sodium sulfate and distilled under vacuum at below 50C. The resultant crude was treated with Isopropyl alcohol (10 lit) and heated to 75-80C, maintained for material dissolved and charged with activated Carbon (0.05 kg) and maintained for 1 hr. The material was filtered through the Hyflow bed and washed with Isopropyl alcohol (1 lit). The resultant mass was cooled to room temperature, maintained for 2 hrs, filtered the solid and washed with Isopropyl alcohol (1 lit).Yield: 1.28Kg; HPLC: 98%

The synthetic route of 184177-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; METROCHEM API PVT LTD.; NANDEPU, Venkateswara Rao; BIJJULA, Venkata krishna Reddy; BATHINA, Satyanarayana; (44 pag.)WO2019/77627; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Synthetic Route of 184177-83-1, 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. 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, This compound has unique chemical properties. The synthetic route is as follows.

Into the 25ml reaction bottle1-((2S,3S)-2-(Benzyloxy)-3-pentyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1H -1,2,4-triazole-5(4H)-one (0.30 g, 0.58 mmol),((3R,5S)-5-((1H-1,2,4-Triazol-1-yl)methyl)-5-(2,4-difluorophenyl)tetrahydrofuran-3-yl)methyl P-toluenesulfonate (0.25 g, 0.53 mmol), stirred and dissolved, DMSO (3 ml) and 50% NaOH solution (0.11 g, 1.33 mmol), and stirred at room temperature for 4.0 h.10 ml of water was added dropwise, stirred for 0.5 h, filtered, washed with a small amount of water, and the crude product was directly subjected to a step reaction.

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

Reference:
Patent; Yangzijiang Pharmaceutical Group Co., Ltd.; Shanghai Pharmaceutical Industry Institute; Huang Huoming; Lv Huimin; Xiao Zhichao; Cai Wei; Ren Zhongjie; Zhou Ting; Liu Zhenren; Zhou Weicheng; Zhang Haibo; (35 pag.)CN108341754; (2018); A;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 184177-83-1,Some 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, 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.

EXAMPLE 2PREPARATION OF BENZYL POSACONAZOLE OF FORMULA (Ila); In a clean, dry round bottomed flask 23 ml of dimethylsulfoxide and 4.74 gm of compound of formula (III) were charged at room temperature and stirred for about 15 minutes. Previously prepared NaOH solution (0.53 gm of NaOH dissolved in 3.74 ml of water) was added into the flask at about room temperature and stirred for about 30 minutes. 5 gm of compound of formula (IVa) was added to the reaction solution and stirred at about 35C to about 40C for about 12 hours. After completion of the reaction, the reaction solution was cooled to about 0C and 50 ml of water was added dropwise and stirred for about 30 minutes. The formed precipitate was filtered and washed with 80 ml of water. The solid was dried in air oven at about 45C to about 50C to yield 6.6 gm of the title compound. Purity by HPLC: 92%

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 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, its application will become more common.

Reference:
Patent; GLENMARK GENERICS LIMITED; GHARPURE, Milind; KRISHNA, Vivek; SANIKOMMU, Srinivas Reddy; CHAUDHARI, Ganesh; VERDIA, Jitendra; KHAN, Mubeen Ahmed; WO2011/158248; (2011); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 184177-83-1, These 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, 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.

2-[(l S2S)-l-Ethyl-2-benzyloxypropyl]-2,4-dihydro-4-[4-[4-(4-hydroxyphenyl)-l- piperozinyl] phenyl]-3H-l,2,4-triazol-3-one (1 kg) was added to the Flask along with Dimethylsulfoxide (8 lit) at room temperature and stirred for 15 min. Solution of Sodium hydroxide (0.15 kg) in Water (0.3 lit) was added and maintained for 1 hr and ((3S,5R)-5-((lH-l,2,4-triazol-l-yl) methyl)-5-(2,4-difluorophenyl)- tetrahydrofuran-3-yl)methyl-4-nitrobenzene sulfonate (1.2 kg) was added and maintained for 4-5 hrs. Water (10 lit) was added to the reaction mixture and stirred for 15 min. Ethyl acetate (7.5 lit) was added and stirred for 15 min. Aqueous layer and Ethyl acetate layer were separated and aqueous layer was extracted with Ethyl acetate (3 lit). Aqueous layer and Ethyl acetate layer were separated and total Ethyl acetate layer was washed with Water (5 lit) and brine solution. Ethyl acetate layer was dried with Sodium sulfate and distilled under vacuum at below 50C. The resultant crude was treated with Isopropyl alcohol (10 lit) and heated to 75-80C. The resultant mass was cooled to room temperature, maintained for 2 hrs, filtered the solid and washed with Isopropyl alcohol (1 lit).Yield: 1.3Kg; HPLC: 98.46%.

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; METROCHEM API PVT LTD.; NANDEPU, Venkateswara Rao; BIJJULA, Venkata krishna Reddy; BATHINA, Satyanarayana; (44 pag.)WO2019/77627; (2019); A1;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

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, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C30H35N5O3

To a stirred solution of (lS)-(2S)-2-(2-benzyloxy-l-ethyl-propyl)-4-{4-[4-(4-hydroxy-phenyl)- piperazin-l-yl]-phenyl}-2,4-dihydro-[l,2,4]triazole-3-one (1Og) in dimethylsulfoxide (100ml), a solution of sodium hydroxide (1.3g) in water (5ml) was added at ambient temperature and stirred for 15 minutes. To the resulting mixture (-)-(5R-cis)-5-(2,4-difluorophenyl)-5-[(lH-l,2,4- triazole-1-yl) methyl] -tetrahyro-3 -furanmethanol-4-chlorobenzene sulphonate (10.0 g) was added, raising the temperature to 35-45 C and stirred at the same temperature for 10-12 hours. To the resulting solution water was added and stirred for 60 minutes. The resulting mixture was filtered to obtain 12.5g of the title compound having purity of 97.0% by HPLC.

The synthetic route of 184177-83-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; WO2009/141837; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Application of 184177-83-1, 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. 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, 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.

2-(2(S)-Benzyloxy-l-ethyl-propyl)- 4- {4-[4-(4-hydroxy-phenyl)-piperazin- 1 -yl] -phenyl} -2,4-dihydro- [ 1 ,2,4]triazol-3-one (3 Og) was taken in 5N hydrochloric acid (60 ml) in methanol (300ml), and was hydrogenated for 2-3 hours under a hydrogen pressure of 4 kg/cm2 at 50 C in the presence of palladium on carbon (10%, 3g). After completion of reaction (monitored by TLC), the catalyst was filtered off and catalyst was washed with methanol (60 ml). The combined filtrate was concentrated and the resulting mass was dissolved in ethyl acetate (600ml) and refluxed for 1 hour. The resulting mixture was cooled, filtered to obtain 26g of the title compound having purity of 98.0% by HPLC.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 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, and friends who are interested can also refer to it.

Reference:
Patent; IND-SWIFT LABORATORIES LIMITED; WO2009/141837; (2009); A2;,
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics