Category: 762240-92-6

Electric Literature of 762240-92-6, 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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of Boc acid (1.8 gm, 0.005 moles) from Example 11 and carbomyldiimidazole (1.05 gm, 0.0064 moles) in ethylacetate (20ml) was reacted with 3-(trifluoromethyl)-5,6,7,8-tetrahydro[l,2,4]triazolo[4,3-a]pyrazine hydrochloride (Synthon 2) (1.48 gm, 0.0064 moles) at room temperature. The resulting reaction mass was heated to 50-55C for 15 hrs. After completion of reaction by TLC the reaction mass was quenched with water (18ml) at room temperature and cooled to 10-15C. The precipitated product was collected to give 2.2 gm of product. SOR (1% in methanol) +3.6 Melting point 189-192.8C Chiral purity by HPLC 99.30%

The chemical industry reduces the impact on the environment during synthesis 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SMILAX LABORATORIES LIMITED; MALLELA, Sambhu, Prasad, Sarma; HAVALE, Shrikant, Hanumantappa; BODDEPALLI, Nagabhushana, Rao; GUNJI, Nagarjuna; MOKKAPATI, Bhavani, Sankar; WO2013/114173; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 762240-92-6 as follows. Product Details of 762240-92-6

The (R) – 3 – (tert-butoxycarbonylamino) – 4 – (2, 4, 5-trifluorophenyl) butanoic acid (26.6g), 2,6-dimethyl pyridine (18g) and 3 – (trifluoromethyl) – 5, 6, 7, 8-tetrahydro-[ 1, 2, 4] triazolo [4,3-a] pyrazine hydrochloride (17.3g) are sequentially added dichloromethane (300 ml) in, cooling to 0-5C, stirring, add TBTU (28.2g), natural recovery to the room temperature, to continue reaction 8-10 hours. After the reaction, the organic phase for sequentially 1NHCl (200 ml), water (200 ml), 5% sodium carbonate aqueous solution (200 ml), saturated aqueous sodium chloride solution (200 ml) washing, dry anhydrous sodium sulfate, filtered, concentrated under reduced pressure, to obtain white foam solid 36g, yield 90%. 1 HNMR (400MHz, CDCl 3) delta 1.39 (s, 9H), 2.59-2.72 (m, 2H), 2.79-2.96 (m, 2H), 3.96-4.38 (m, 5H), 4.95 (s, 1H), 4.98-5.10 (m, 1H), 5.31 (b, 1H), 6.89-6.93 (m, 1H), 6.97-7.06 (m, 1H).

According to the analysis of related databases, 762240-92-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Shanghai Aobo Pharmtech, Inc., Ltd.; Zhejiang Huahai Pharmaceutical Co., Ltd; Zhu, Wei; Fan, Qianyong; Ruan, Hongliang; (12 pag.)CN102757431; (2016); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 762240-92-6 as follows. Safety of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

Example-1 Preparation of (R)-tert-butyl 4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-1-(2,4,5-trifluorophenyl) butan-2-ylcarbamate of Formula (III) In 250 mL three necked round bottom flask equipped with mechanical stirrer, thermometer and an addition funnel, were added 400 mL DMF, 100 g (3R)-N-(tert-butoxycarbonyl)-3-amino-4-(2,4,5-trifluorophenyl) butanoic acid of Formula (V) and 72 g 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]pyrazine hydrochloride of Formula (IV). The reaction mixture was cooled to 0 to 5 C. and 106 g TBTU was added. 116.3 g DIPEA was added to the reaction mixture and stirred for 1 hour. After the completion of reaction, 1 L water and 600 mL 1% NaHCO3 was added. The reaction mixture was stirred for 1 hour at 25 C. to 35 C. The precipitates were filtered and washed with water. The product was dried under vacuum at 60 C. for 4 hours to obtain 151.9 g of title compound.

According to the analysis of related databases, 762240-92-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DWIVEDI, Shri prakash Dhar; SINGH, Kumar Kamlesh; NARODE, Sunil Dnyaneshwar; PATEL, Dhaval Jashvantbhai; SOLANKI, Kirtipalsinh Sajjansinh; US2015/87834; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – 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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, A new synthetic method of this compound is introduced below., Quality Control of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

(3R)-3-te/-t-butoxycarbonylamino-4-(2,4,5-trifluoro-phenyl)-butyric acid (40 g, 0.12 mol) was dissolved in dimethylformamide (DMF)(240 mL) at room temperature while the reaction flask was under N2, then, cooled with ice bath and stirred for 30 minutes. In a different flask, DCC (32.21 g, 0.16 mol) was dissolved in DMF (160 mL) to obtain a 200 mL solution. To the (3R)-3-tert-butoxycarbonylamino-4-(2,4,5-trifluoro- phenyl)-butanoic acid solution was added 70 mL from the DCC solution drop-wise, 3- (trifluoromethyl)-5,6,7,8-tetrahydro-[l,2,4]triazolo[4,3-a]pyrazine hydrochloride (32.94 g, 0.14 mol) and Et3N (24.82 g, 0.24 mol). The reaction was stirred for 10 minutes, then, DMAP was added (8.8 g, 0.07 mol). The reaction was stirred for 2 hours, then, 65 mL of DCC solution was added drop-wise, and after another 1 hour of stirring in an ice bath, the last 65 mL of DCC solution was added drop- wise. The reaction was stirred at room temperature over night. The mixture was filtrated by vacuum filtration and washed with DMF 2X50 mL. The solvent was evaporated and EtOAc was added (1400 mL), the organic phase washed with 90 mL of 5% citric acid, 60 mL of 10% citric acid, and 100 mL of saturated NaHCO3, dried over Na2SO4 and evaporated to yield a beige solid. The product was dissolved in IPA (300 mL) by heating to reflux. When the solution became clear-yellow the solution was cooled to room temperature and stirred over night. The product was isolated by vacuum filtration, washed isopropanol, and dried in a vacuum oven at 4O0C overnight to obtain tert-butyl (R)-4-(3-(trifluoromethyl)-5,6-dihydro- [l,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-l-(2,4,5-trifluorophenyl)-4-oxobutan-2-yl- carbamate (52 g, 85 % yield).

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; TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.; WO2009/64476; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, molecular formula is C6H8ClF3N4, 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. HPLC of Formula: C6H8ClF3N4

General procedure: To the stirred reaction mixture of 3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]pyrazine hydrochloride(11) (300 mg, 1.32 mmol), TEA (0.55 mL, 3.95 mmol)and toluene (10 mL), substituted cyanates 12(a-e)/isocyanates12(f-j) (1.32 mmol) were added at ambient temperature.The reaction mass was agitated at 75-80 C until thecompletion of the reaction that was monitored by TLC. Thereaction mass was allowed to cool at ambient temperatureand it was washed sequentially with 3% aqueous HCl(5.0 mL) and then water (5.0 mL). The organic fraction wasconcentrated under vacuum at 50-55 C to obtain crudeproduct. It was purified by column chromatography using10-50% of EtOAc:hexane mixture as a mobile phase.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 762240-92-6, its application will become more common.

Reference:
Article; Mannam, Madhava Rao; Devineni, Subba Rao; Pavuluri, Chandra Mouli; Chamarthi, Naga Raju; Kottapalli, Raja Sekhara P.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 194; 9; (2019); p. 922 – 932;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 762240-92-6, A common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, molecular formula is C6H8ClF3N4, 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.

Into a 50 mL round-bottom flask was added 20 mL acetonitrile, followed by the addition of phenyl-butyric acid derivative (3.87 g, 0.01 mol) and triazolopyrazine hydrochloride (228 g, 0.01 mol). The temperature of the reaction mixture was cooled down to 0 C. in an ice-salt bath. 1-Hydroxylbenzotriazole (1.62 g, 0.012 mol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (2.29 g, 0.012 mol) were further added. 3 g Triethylamine was then added dropwise and the mixture was stirred at room temperature for 24 h. The reaction solution was washed with 3 X 20 mL distilled water. The obtained organic layers were collected and dried over anhydrous magnesium sulfate for 1 h. Then, the desiccant was filtered off and the resulting reactant was concentrated to 5.1 g. The yield was 91%.

The synthetic route of 762240-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHEJIANG HISOAR PHARMACEUTICAL CO., LTD.; Pan, Xianhua; Li, Weijin; Zhang, Qunhui; Ruan, Libo; Yu, Wansheng; Deng, Fei; Ma, Tianhua; Huang, Mingwang; He, Minhuan; US2013/281695; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. SDS of cas: 762240-92-6

Preparation-1: Preparation of (R)-tert-butyl 4-oxo-4-(3-(trifluoromethyl)-5,6- dihydro-[l,2,4]triazolo[4,3-a]pyrazin-7(8H)-yI)-l-(2,4,5-trifluorophenyl) butan-2-ylcarbamate (0089) In 2 L three necked round bottom flask equipped with mechanical stirrer, thermometer and an addition funnel, were added 400 mL DMF, 100 g (3i?)-N- (tert-butoxycarbonyl)-3-amino-4-(2,4,5-trifluorophenyl) butanoic acid and 72 g 3- (trifluoromethyl)-5,6,7,8-tetrahydro-l,2,4-triazolo-[4,3-a]pyrazine hydrochloride. The reaction mixture was cooled to 0 to 5C and 106 g TBTU was added. 116.3 g DIPEA was added to the reaction mixture and stirred for 1 hour. After the completion of reaction, 1 L water and 600 mL 1% NaHC03 was added. The reaction mixture was stirred for 1 hour at 25C to 35C. The precipitates were filtered and washed with water. The product was dried under vacuum at 60C for 4 hours to obtain 151.9 g of title compound.

The synthetic route of 762240-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CADILA HEALTHCARE LIMITED; DWIVEDI, Shri Prakash Dhar; KHERA, Brij; SINGH, Kumar Kamlesh; SOLANKI, Kirtipalsinh Sajjansinh; WO2015/114657; (2015); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – 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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C6H8ClF3N4

2,4, 5-TRIFLUOROPHENYLACETIC acid (2-1) (150 g, 0.789 MOL), Meldrum’s acid (125 g, 0.868 mol), and 4- (DIMETHYLAMINO) pyridine (DMAP) (7.7 g, 0063 mol) were charged into a 5 L three-neck flask. N, N-DIMETHYLACETAMIDE (DMAC) (525 mL) was added in one portion at room temperature to dissolve the solids. N, N-DIISOPROPYLETHYLAMINE (282 mL, 1.62 mol) was added in one portion at room temperature while maintaining the temperature below 40 C. Pivaloyl chloride (107 ML, 0.868 mol) was added dropwise over 1 to 2 h while maintaining the temperature between 0 and 5 C. The reaction mixture was aged at 5 C for 1 h. Triazole hydrochloride 1-4 (180 g, 0.789 mol) was added in one portion at 40-50 C. The reaction solution was aged at 70 C for several h. 5% Aqueous sodium hydrogencarbonate solution (625 ML) was then added dropwise at 20-45 C. The batch was seeded and aged at 20-30 C for 1-2 h. Then an additional 525 mL of 5% aqueous sodium hydrogencarbonate solution was added dropwise over 2-3 h. After aging several h at room temperature, the slurry was cooled to 0-5 C and aged 1 h before filtering the solid. The wet cake was displacement-washed with 20% aqueous DMAC (300 mL), followed by an additional two batches of 20% aqueous DMAC (400 mL), and finally water (400 mL). The cake was suction-dried at room temperature. The isolated yield of final product 2-3 was 89%.

The synthetic route of 762240-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2005/3135; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem