Category: 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., name: 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

(3R)-3-[(l,l-Dimemylethoxycarbonyl)ammo]-4-(2,4,5-trifluorophenyl)butanoic acid (10 g) is mixed with 4-(4,6-dimethoxy-l,3,5-triazin-2-yl)-4-methylmorpholinium chloride (10 g) in methanol (100 ml) at the laboratory temperature. 3-(Trifluoromethyl)-5,6,7,8-tetrahydro- [l,2,4]triazolo[4,3-a]pyrazine hydrochloride (7 g) is added to the resulting solution and triethylamine (4.7 ml) is added to the stirred suspension. During 2-3 minutes a solution is obtained that is further stirred at the laboratory temperature. After approximately 1 hour, white suspension of the product starts to separate. The reaction mixture is heated up to 50C and distilled water (35 ml) is added to the resulting solution and the reaction mixture is cooled down to 15C under stirring during 2 h. The separated product is filtered off and washed with 15 ml of a methanol/water (2/ 1 ) mixture. After drying the desired product is obtained with the yield of 96% and HPLC quality of >99%. Example 2

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 762240-92-6.

Reference:
Patent; ZENTIVA, K.S.; RICHTER, Jindrich; HALAMA, Ales; JIRMAN, Josef; WO2014/86325; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 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, 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 762240-92-6, Formula: C6H8ClF3N4

100 g of 3-tert-butoxycarbonylamino-4-(2,4,5-trif- luorophenyl)butyric acid of formula (II) was charged with 800 ml of toluene into a 2 litre 4 necked round bottom flask attached with dean stark apparatus followed by 70 ml of triethyl amine at room temperature. Then 100 g of 3-(trifluo- romethyl)-5,6,7,8-tetrahydro-[ 1 ,2,4]triazolo[4,3-a]pyrazine HC1 was charged and stirred for 5 minutes. 7.5 g of phenyl boronic acid was charged to the reaction mass. Afier 48 hours of stirring at reflux temperature, the reaction was complete. The reaction mass was cooled to room temperature and 1000 ml of water was added to it. The organic layer was separated and washed twice with 500 ml of iN HC1. The organic layer was separated and washed with 500 ml of water followed by 6% NaHCO3 and finally by 500 ml ofwater. The organic layer was then separated, treated with sodium sulfate and then with charcoal and filtered. The solvent was distilled out under vacuum. The solid obtained was stirred with 500 ml of diisopropyl ether for 2 hours, filtered, washed with diisopropyl ether and then dried under vacuum at 50 C. for 12-15 hours. 10078] HPLC was used to obtain the chromatographic purity and chiral purity.Weight: 140 g (140.0% w/w, 91.95%) Chromatographic purity: >98.0%Chiral purity (calculated as [desired enantiomer]/[desired enantiomer+undesired enantiomer]x 100): >99.5%

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, 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rao, Dharmaraj Ramachandra; Kankan, Rajendra Narayanrao; Ghagare, Maruti; Kadam, Swati Atul; US2015/197523; (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., HPLC of Formula: C6H8ClF3N4

EXAMPLE 7B Example 7 is repeated with a different carbamate as starting compound, producing (R)-Benzyl-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-yl-carbamate, compound (X) with R = benzyl (amide formation with carbonyl diimidazole and triazolopyrazine hydrochloride-triethylamine) Carbonyl diimidazole (510 mg, 3.15 mmol) is added in one portion at 0 C under nitrogen to a solution of (R)-3-(benzyloxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid (1.00 g, 2.62 mmol) in dry THF (5.0 mL). After 10 minutes a white precipitate appears, triethylamine (369 muL, 2.62 mmol) is added followed by 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride (599 mg, 2.62 mmol) and the mixture is heated to reflux overnight. The mixture is then cooled to room temperature and water (10 mL) and toluene (10 mL) are added, the phases are separated and the organic phase is washed with water (3 x 5 mL), dried over sodium sulphate and concentrated under reduced pressure to a residue, pure enough by HPLC to carry out the debenzylation step. 1H NMR (300 MHz, d6-dmso, 100 C) delta 7.4-7.2 (m, 7H), 6.90 (bs, 1H) 4.97 & 4.90 (AB system, J= 12.9 Hz, 2 x 1 H), 4.92 (s, 2H) 4.26-4.14 (m, 3H), 3.97 (t, J=5.5 Hz, 2H), 2.92 & 2.67 (2 x dd, J=14.1, 4.9 Hz, 2 x 1 H), 2.83-2.72 (m, 2H)

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.

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. Computed Properties of C6H8ClF3N4

General procedure: A solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro [1,2,4]triazolo[4,3-a]pyrazine hydrochloride salt 9 (1.0 eq.) in dimethylformamide (DMF, 2e3 mL) was added potassium carbonate (2.5eq.) at 5 C and stirred for 15 min at room temperature. To this,various chloride derivatives (1.0 eq.) in DMF was added to reaction mixture at same temperature. The resultant reaction mixture was allowed to stir at room temperature for 24 h. The completion of the reaction was monitored on TLC (using 10% MeOH: DCM and ammonia as a modifier as mobile phase). The reaction mixture was poured into ice-cold water and extracted with ethyl acetate(2 x 15 mL). Organic layers were combined and the combined organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford crude material and crystallized it from methanol to get 3-(trifluoromethyl)-5,6,7,8-tetrahydro [1,2,4]triazolo [4,3-a]pyrazine derivatives (12f-12j) in good practical yield.2.1.7.1. (4-fluorophenyl) (3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)methanone (12f). Solid, m. p.179-185 C; Anal. Calcd for C13H10F4N4O: C, 49.69; H, 3.21; F, 24.18;N, 17.83; O, 5.09%; found C, 49.82; H, 3.28; N, 17.92%; IR (KBr) (numax,cm-1): 3023 (=C-Hstr), 2964 (C-Hstr), 1642 (C=Ostr), 1574 (C=Cstr),1321 (C-Nstr), 1245 (C-Fstr); 1H NMR (400 MHz, DMSO) delta 7.89-7.78(m, 2H, -Ar), 7.17 (t, J = 7.8 Hz, 2H, -Ar), 4.53 (s, 1H, C6), 4.35 (s, 1H,C6), 4.30e4.20 (m, 2H, C10), 3.81 (t, J = 5.4 Hz, 1H, C9), 3.71 (t,J = 5.4 Hz, 1H, C9); ESI-MS (m/z): 315.2 [M+1].

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.

Adding a certain compound to certain chemical reactions, such as: 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, 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 762240-92-6, Application In Synthesis of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

General procedure: A solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro [1,2,4]triazolo[4,3-a]pyrazine hydrochloride salt (1.0 eq.) in dimethylformamide(DMF, 2-3 mL)was added potassium carbonate (2.5eq.) at and stirred for 15 min at room temperature. To this, N-(benzo[d]thiazol-2-yl)-2-chloroacetamide derivatives (1.0 eq.) in DMF was added to the reaction mixture at room temperature. The resulting reaction mixturewas heated at 70 C for 18 h. The completion of the reaction was monitored on TLC (using 10% MeOH: DCM and ammonia as a modifier as mobile phase) which confirmed that the reaction got completed after 18 h. The reaction mixture was pouredinto ice-cold water and extracted with ethyl acetate (2 x 30 mL).Organic layers were combined and the combined organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford crude desired product and crystallized it from methanol to get N-(benzo[d]thiazol-2-yl)-2-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo [4,3-a]pyrazin-7 (8H)-yl)acetamide derivatives(12a-12e) in good practical yield.

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, 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, other downstream synthetic routes, hurry up and to see.

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. HPLC of Formula: C6H8ClF3N4

2,4,5-Trifluorophenylacetic acid (2-1) (available from several commercial suppliers) (0.25 g, 1.32 mol), Meldrum’s acid (0.21 kg, 1.45 mol), and DMAP (12.9 g, 0.11 mol) were charged into a 5 L three-neck flask. Acetonitrile (750 mL) was added in one portion at room temperature. N,N-diisopropylethylamine (492 mL, 2.83 mol) was added in one portion at room temperature while maintaining the temperature below 40 C. Pivaloyl chloride (178 mL, 1.45 mol) was added dropwise over 1 to 2 h while maintaining the temperature below 50 C. The reaction was aged at 45-50 C for 2-3 h. Triazole hydrochliride 1-4 (0.30 kg, 1.32 mol) was added in one portion at 45-50 C. Trifluoroacetic acid (30.3 mL, 0.39 mol) was added dropwise, and the reaction solution aged at 50-55 C for 6 h. Without further work-up, the crude reaction mixture containing 2-3 can be used directly for conversion inrto DP-IV inhibitors. The isolated solution yield was 88-90%.

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

Synthetic Route of 762240-92-6, The chemical industry reduces the impact on the environment during synthesis 762240-92-6, name is 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.

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 14 (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.

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, 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 762240-92-6, 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.

7-[(3R)-3-[N-(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoyl]-3-(trifluoro-methyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine (12)To a solution of 3-trifluoromethyl-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine hydrochloride (11) (1.0 eq, 28.0 gm), diisopropylethylamine (2.0 eq, 31.0 gm), 1-hydroxybenzotriazole (1.2 eq, 22.0 gm), and EDC-HCl (1.2 eq, 28.0 gm) in N,N-dimethylformamide (4.0 vol, 160.0 ml), a solution of (3R)-3-[N-(tert-butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid (07) (40.0 gm, 0.12 mol) in N,N-dimethylformamide (4.0 vol, 160.0 ml) was charged at 0-5 C. within 1 hour. The clear pale yellow solution was further stirred for 12 hours at 25-30 C. After stirring for 12 hours, the N,N-dimethylformamide was distilled out completely at 55-65 C. under reduced pressure to give a brown coloured residue. The brown coloured residue was further basified with 10% Na2CO3 solution (1.0 vol, 40.0 ml) and the product was extracted in ethyl acetate (3×10.0 vol, 3×400.0 ml). The combined ethyl acetate layers were washed with water, charcoalized and filtered, and the ethyl acetate was distilled out completely to give a white coloured product. The product was triturated with hexane (10.0 vol, 400.0 ml) and filtered at 25-30 C. The crude Boc-protected sitagliptin free base (12) was further purified by crystallising it from a mixture of isopropanol (20.0 vol) and water (2.0 vol).Molar Yield: 75-81% (56 gm)Chemical Purity: 95-97% (as measured by HPLC)

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.

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., COA of Formula: C6H8ClF3N4

Into a 50 mL round-bottom flask was added 20 mL acetonitrile, followed by the addition of the phenyl-butyric acid derivative obtained in Example 46 (3.32 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 4.81 g. The yield was 95%. [alpha] D20=+22.2 (c 1.0, CHCl3). M.p. 188-191 C. IR (cm-1): 3374, 2897, 1686, 1635, 1519, 1368, 1164, 1128, 1016. 1H NMR (400 MHz, CDCl3) delta 7.187.05 (m, 1H), 7.02-6.85 (m, 1H), 5.31 (s, 1H), 5.154.76 (m, 2H), 4.433.78 (m, 5H), 2.982.92 (m, 2H), 2.712.61 (m, 2H), 1.36 (s, 9H). ESI-MS: 508.0 (M++1). HRMS Calcd. for: C21H23F6N5O3Na (M+Na)+ requires 530.1598, found 530.1604.

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

General procedure: A solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro [1,2,4]triazolo[4,3-a]pyrazine hydrochloride salt (1.0 eq.) in dimethylformamide(DMF, 2-3 mL)was added potassium carbonate (2.5eq.) at and stirred for 15 min at room temperature. To this, N-(benzo[d]thiazol-2-yl)-2-chloroacetamide derivatives (1.0 eq.) in DMF was added to the reaction mixture at room temperature. The resulting reaction mixturewas heated at 70 C for 18 h. The completion of the reaction was monitored on TLC (using 10% MeOH: DCM and ammonia as a modifier as mobile phase) which confirmed that the reaction got completed after 18 h. The reaction mixture was pouredinto ice-cold water and extracted with ethyl acetate (2 x 30 mL).Organic layers were combined and the combined organic layer was dried over sodium sulfate and concentrated under reduced pressure to afford crude desired product and crystallized it from methanol to get N-(benzo[d]thiazol-2-yl)-2-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo [4,3-a]pyrazin-7 (8H)-yl)acetamide derivatives(12a-12e) in good practical yield.

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

Reference:
Article; Jethava, Divya J.; Acharya, Prachi T.; Vasava, Mahesh S.; Bhoi, Manoj N.; Bhavsar, Zeel A.; Rathwa, Sanjay K.; Rajani, Dhanji P.; Patel, Hitesh D.; Journal of Molecular Structure; vol. 1184; (2019); p. 168 – 192;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem