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

Base Information

• Chemical Name: 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride
• CAS No.: 762240-92-6
• Molecular Formula: C6H7F3N4.HCl
• Molecular Weight: 228.605
• Hs Code.: 2933990090
• European Community (EC) Number: 616-309-4
• UNII: Y0OF5KV5KA
• DSSTox Substance ID: DTXSID20474800
• Mol file: 762240-92-6.mol

Synonyms:762240-92-6;3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride;3-(trifluoromethyl)-5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride;Sitagliptin Impurity 18;3-(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine hydrochloride;Y0OF5KV5KA;MFCD09817638;3-Trifluoromethyl-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]pyrazine hydrochloride;EC 616-309-4;3-(TRIFLUOROMETHYL)-5,6,7,8-TETRAHYDRO-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE HCL;3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine;hydrochloride;3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride;3-(Trifluoromethyl)-5,6,7,8-tetrahydro(1,2,4)triazolo(4,3-a)pyrazine hydrochloride (1:1);3-(Trifluoromethyl)-5,6,7,8-tetrahydro-(1,2,4)triazolo(4,3-a)pyrazine hydrochloride;3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine, HCl;3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine hydrochloride;3-Trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine (hydrochloride);C6H8ClF3N4;5,6,7,8-Tetrahydro-3-(trifluoromethyl)-1,2,4-triazolo[4,3-a]pyrazine Monohydrochloride;Sitagliptin Intermediates;UNII-Y0OF5KV5KA;Sitagliptin intermediate A;SCHEMBL332198;DTXSID20474800;Sitagliptin Triazole Hydrochloride;BCP22639;CS-M0692;3-(Trifluoromethyl)-1,2,4-triazolo[4,3-a]piperazine Hydrochloride;AC-807;RB3135;3-(Trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo-[4,3-a]pyrazine HCl;AKOS005063627;AC-2623;PB32770;AS-19088;HY-76120;SY002323;AM20100748;FT-0656414;T2998;EN300-82638;A838647;Q-102525;Z1696861489;3-trifluoromethyl-[1,2,4]triazole[4,3-a]piperazinehydrochloride;3-(Trifluoromethyl)-1,2,4-triazolo[4,3-a]piperazine hydrochloride, AldrichCPR;3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-|A]pyrazine Hydrochloride;3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazinehydrochloride;3-(Trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine HCl;3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine hydrochloric acid;3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine, hydrochloride salt;3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-alpha]pyrazine hydrochloride;3-(trifluromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride;3-trifluoromethyl-5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-a]pyrazine hydrochloride;3-trifluoromethyl-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine hydrochloride;1,2,4-TRIAZOLO(4,3-A)PYRAZINE, 5,6,7,8-TETRAHYDRO-3-(TRIFLUOROMETHYL)-, HYDROCHLORIDE (1:1);3-(TRIFLUOROMETHYL)-5,6,7,8-TETRAHYDRO-[1,2,4],TRIAZOLO[4,3-A]PYRAZINEHYDROCHLORIDE;3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazol= o[4,3-a]pyrazine hydrochloride (1:1);3-(Trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine--hydrogen chloride (1/1);3-(trifluoromethyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-alpha]pyrazine, hydrochloride salt

Chemical Property of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 236-246oC
• Boiling Point: 266.2 °C at 760 mmHg
• Flash Point: 114.8 °C
• PSA: 42.74000
• LogP: 1.53090
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 228.0389585
• Heavy Atom Count: 14
• Complexity: 195

Purity/Quality:

98% ^*data from raw suppliers

3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2C(=NN=C2C(F)(F)F)CN1.Cl
• Categories and Type: Heterocyclic compound, specifically a pyrazine derivative with a triazolo ring fused onto it. May be classified as a pharmaceutical intermediate or a potential drug candidate.
• Uses: Chemistry:; Used in the synthesis of other organic compounds or as intermediates in chemical reactions.; ; Biology:; Potential biological activities, such as antimicrobial, anti-cancer, and enzyme inhibition properties. Antimicrobial derivatives showed potential activity against bacterial and fungal strains, possibly through enzyme inhibition or disruption of microbial pathways. Anti-cancer derivatives induced mitochondrial apoptotic pathways in cancer cells.
• Production Methods: Synthetic compound derived from 2-chloropyrazine through hydrazine substitution, trifluoroacetyl group induction, cyclization, and pyrazine ring reduction.

Technology Process of 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride

There total 10 articles about 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.6%

2,2,2-trifluoro-N’-[(2Z)-piperazin-2-ylidene]acetohydrazide (763105-70-0) → 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride (762240-92-6)

Guidance literature:

With hydrogenchloride; In methanol; at 55 ℃; for 0.5h;

DOI:10.1021/ol0474406

Reference yield: 90.71%

piperazinylidene trifluoroacetohydrazide → 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride (762240-92-6)

Guidance literature:

With hydrogenchloride; In ethanol; at 55 - 60 ℃; for 1h; Temperature; Solvent; Inert atmosphere;

Reference yield: 88.1%

C11H17F3N4O3 → 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride (762240-92-6)

Guidance literature:

With hydrogenchloride; In methanol; water; at 55 ℃; for 2h;

upstream raw materials:

2,2,2-trifluoro-N’-[(2Z)-piperazin-2-ylidene]acetohydrazide

(S)-Sitagliptin

3-(trifluoromethyl)-[1,2,4]triazolo[4,3-a]pyrazine

3-trifluoromethyl-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine

Downstream raw materials:

4-ethyl-6-(4-fluoro-3-((3-trifluoromethyl-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl)carbonyl)benzyl)-2H-pyridazin-3-one

6-(4-Fluoro-3-{[3-(trifluoromethyl)-5,6-dihydro[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl]carbonyl}benzyl)-4,5-dimethylpyridazin-3(2H)-one

4-[(4,5-dimethyl-6-oxo-1,6-dihydropyridazin-3-yl)methyl]-N,N-dimethyl-2-{[3-(trifluoromethyl)-5,6-dihydro-8H-[1,2,4]triazolo[4,3-a]pyrazin-7-yl]carbonyl}benzenamine

1-(3-(trifluoromethyl)-5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-7(8H)-yl)-4-(2,4,5-trifluorophenyl)butane-1,3-dione

Refernces

• 1、 -. "Preparation method of sitagliptin intermediate". Paragraph 0074-0076. . Retrieved 2021/06/22.
• 2、 -. "Preparation method of sitagliptin intermediate". Paragraph 0036. . Retrieved 2020/07/15.