5,6,7,8-Tetrahydro[1,2,4]triazolo[1,5-a]pyrazine

Base Information

• Chemical Name: 5,6,7,8-Tetrahydro[1,2,4]triazolo[1,5-a]pyrazine
• CAS No.: 233278-56-3
• Molecular Formula: C5H8 N4
• Molecular Weight: 124.145
• Hs Code.: 2933990090
• European Community (EC) Number: 842-419-9
• DSSTox Substance ID: DTXSID60593463
• Wikidata: Q82487954
• Mol file: 233278-56-3.mol

Synonyms:233278-56-3;5,6,7,8-Tetrahydro[1,2,4]triazolo[1,5-a]pyrazine;5,6,7,8-TETRAHYDRO-[1,2,4]TRIAZOLO[1,5-A]PYRAZINE;[1,2,4]Triazolo[1,5-a]pyrazine, 5,6,7,8-tetrahydro-;5H,6H,7H,8H-[1,2,4]triazolo[1,5-a]pyrazine;5,6,7,8-Tetrahydro-1,2,4-triazolo[1,5-a]pyrazine;SCHEMBL166943;DTXSID60593463;DXJKRLHHCGXHMB-UHFFFAOYSA-N;MFCD09835083;AKOS006327075;AB53251;CS-W005233;DS-10923;SY009700;AM20090249;EN300-141224;Z1198233434;5,6,7,8-tetrahydro-1,2,4-triazolo[1,5-alpha]pyrazine;5,6,7,8-tetrahydro[1,2,4]triazolo[1,5-alpha]pyrazine;5 pound not6 pound not7 pound not8-Tetrahydro-[1 pound not2 pound not4]triazolo[1 pound not5-a]pyrazine

Chemical Property of 5,6,7,8-Tetrahydro[1,2,4]triazolo[1,5-a]pyrazine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.773
• Boiling Point: 319.763°C at 760 mmHg
• PKA: 6.05±0.20(Predicted)
• Flash Point: 147.187°C
• PSA: 42.74000
• Density: 1.539g/cm³
• LogP: -0.28990
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 124.074896272
• Heavy Atom Count: 9
• Complexity: 105

Purity/Quality:

98%min ^*data from raw suppliers

5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazine 95-98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2C(=NC=N2)CN1

Technology Process of 5,6,7,8-Tetrahydro[1,2,4]triazolo[1,5-a]pyrazine

There total 2 articles about 5,6,7,8-Tetrahydro[1,2,4]triazolo[1,5-a]pyrazine 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: 92.0%

[1,2,4]triazolo[1,5-a]pyrazine (399-66-6) → 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazine (233278-56-3)

Guidance literature:

With hydrogen; platinum(IV) oxide; In 2-methoxy-ethanol; for 21.5h;

Reference yield:

(E)-N'-hydroxy-N-(pyrazin-2-yl)formimidamide (1575612-94-0,51519-20-1) → 5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazine (233278-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1: poly-phosphoric acid / 2 h / 100 °C

2: hydrogen; palladium 10% on activated carbon / methanol / 20 °C / 760.05 Torr

With palladium 10% on activated carbon; hydrogen; In methanol;

DOI:10.1021/jm4016284

Reference yield: 75.0%

5,6,7,8-tetrahydro-[1,2,4]triazolo[1,5-a]pyrazine (233278-56-3) + tert-butyl 4-[(2-bromo-4-chlorophenyl)methyl]piperazine-1-carboxylate (1446819-23-3) → tert-butyl 4-[(4-chloro-2-[5H,6H,7H,8H-[1,2,4]triazolo[1,5-a]pyrazin-7-yl]phenyl)methyl]piperazine-1-carboxylate (1460032-62-5)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 90 ℃; Inert atmosphere;

upstream raw materials:

[1,2,4]triazolo[1,5-a]pyrazine

(E)-N'-hydroxy-N-(pyrazin-2-yl)formimidamide

Downstream raw materials:

5-[5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-yl]-3-(2-fluorophenyl)-[1,2,3]triazolo[1,5-a]quinazoline

3-(5,6-dihydro[1,2,4]triazolo[1,5-a]pyrazin-7(8H)-ylmethyl)-2-phenylquinoline-4-carboxylic acid

tert-butyl 4-[(4-chloro-2-[5H,6H,7H,8H-[1,2,4]triazolo[1,5-a]pyrazin-7-yl]phenyl)methyl]piperazine-1-carboxylate

Refernces

• 1、 -. "SUBSTITUTED SULFONAMIDE DERIVATIVES". Page/Page column 108; 109. . Retrieved 2009/08/16.
• 2、 Kowalchick, Jennifer E.,Leiting, Barbara,Pryor, KellyAnn D.,Marsilio, Frank,Wu, Joseph K.,He, Huaibing,Lyons, Kathryn A.,Eiermann, George J.,Petrov, Aleksandr,Scapin, Giovanna,Patel, Reshma A.,Thornberry, Nancy A.,Weber, Ann E.,Kim, Dooseop. "Design, synthesis, and biological evaluation of triazolopiperazine-based β-amino amides as potent, orally active dipeptidyl peptidase IV (DPP-4) inhibitors". . p. 5934 - 5939. Retrieved 2008/09/20.