Ethyl 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-A]pyrazine-3-carboxylate

Base Information

• Chemical Name: Ethyl 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-A]pyrazine-3-carboxylate
• CAS No.: 723286-68-8
• Molecular Formula: C8H12N4O2
• Molecular Weight: 196.209
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80592059
• Wikidata: Q72477348
• Mol file: 723286-68-8.mol

Synonyms:723286-68-8;ETHYL 5,6,7,8-TETRAHYDRO-[1,2,4]TRIAZOLO[4,3-A]PYRAZINE-3-CARBOXYLATE;Ethyl 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate;Ethyl 5,6,7,8-Tetrahydro-1,2,4-triazolo[4,3-a]pyrazine-3-carboxylate;ethyl 5H,6H,7H,8H-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate;MFCD08273912;5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylic acid ethyl ester;SCHEMBL110825;AMY1757;DTXSID80592059;LTINTLJABVYOMC-UHFFFAOYSA-N;BCP34692;CS-D1631;AKOS010667150;Ethyl 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate (HCl salt);AS-30772;SY007077;EN300-766907;A837487;J-521077;Ethyl 5,6,7,8-tetrahydro[1,2,4]triazolo-[4,3-a]pyrazine-3-carboxylate;Ethyl5,6,7,8-Tetrahydro-1,2,4-triazolo[4,3-a]pyrazine-3-carboxylate;5,6,7,8-tetrahydro-1,2,4-triazolo[4,3-A]pyrazine-3-carboxylic ethyl ester;Ethyl 5 pound not6 pound not7 pound not8-Tetrahydro-1 pound not2 pound not4-triazolo[4 pound not3-a]pyrazine-3-carboxylate

Chemical Property of Ethyl 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-A]pyrazine-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.89E-06mmHg at 25°C
• Refractive Index: 1.671
• Boiling Point: 389.2 °C at 760 mmHg
• PKA: 6.35±0.20(Predicted)
• Flash Point: 189.2 °C
• PSA: 69.04000
• Density: 1.48 g/cm³
• LogP: -0.11320
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 196.09602564
• Heavy Atom Count: 14
• Complexity: 223

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NN=C2N1CCNC2

Technology Process of Ethyl 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-A]pyrazine-3-carboxylate

There total 1 articles about Ethyl 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-A]pyrazine-3-carboxylate 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:

ethyl oxo-(2-pyrazin-2-yl-hydrazino)acetate (723286-66-6) → 5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylic acid ethyl ester (723286-68-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / PTSA / toluene / 6 h / Heating

2: H₂ / Pd/C / ethanol / 18 h / 20 °C

With hydrogen; toluene-4-sulfonic acid; palladium on activated charcoal; In ethanol; toluene;

DOI:10.1016/j.bmcl.2007.03.098

Reference yield: 62.0%

5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylic acid ethyl ester (723286-68-8) + 4-Carboxybenzaldehyde (619-66-9) → ethyl 7-(4-formylbenzoyl)-5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylate

Guidance literature:

4-Carboxybenzaldehyde; With 6-chloro-3-((dimethylamino)(dimethyliminio)methyl)-1H-benzo[d][1,2,3]triazol-3-ium-1-olatehexafluorophosphate(V); benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 ℃; for 0.25h;

5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylic acid ethyl ester; In dichloromethane; at 20 ℃;

DOI:10.1021/acs.jmedchem.8b01709

Reference yield: 37.0%

5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine-3-carboxylic acid ethyl ester (723286-68-8) + 3-(3-(4-chloro-5-fluoropyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazol-5-yl)isoxazole (1446358-48-0) → C25H21F2N9O3

Guidance literature:

With triethylamine; In tetrahydrofuran; at 90 ℃;

upstream raw materials:

ethyl oxo-(2-pyrazin-2-yl-hydrazino)acetate

Downstream raw materials:

ethyl 5,6,7,8-tetrahydro-7-[5-[[[2-(4-phenyl-1-piperidinyl)-4-(trifluoromethyl)-5-oxazolyl]carbonyl]amino]-2-pyridinyl]-1,2,4-triazolo[4,3-a]pyrazine-3-carboxylate

N-[6-(5,6-dihydro-1,2,4-triazolo[4,3-a]pyrazin-7(8H)-yl)-3-pyridinyl]-2-(4-phenyl-1-piperidinyl)-4-(trifluoromethyl)-5-oxazolecarboxamide

N-(6-(4-(2-(2-aminophenyl)acetyl)piperazin-1-yl)pyridin-3-yl)-2-(4-phenylpiperidin-1-yl)-4-(trifluoromethyl)oxazole-5-carboxamide

Refernces

• 1、 -. "3-AMINO-4-PHENYLBUTANOIC ACID DERIVATIVES AS DIPEPTIDYL PEPTIDASE INHIBITORS FOR THE TREATMENT OR PREVENTION OF DIABETES". . . Retrieved 2010/02/07.