Ethyl 7-amino[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate

Base Information

• Chemical Name: Ethyl 7-amino[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate
• CAS No.: 92673-40-0
• Molecular Formula: C₈H₉N₅O₂
• Molecular Weight: 207.192
• Hs Code.: 2933990090
• European Community (EC) Number: 840-736-7
• DSSTox Substance ID: DTXSID20359587
• Wikidata: Q82140863
• ChEMBL ID: CHEMBL1537674
• Mol file: 92673-40-0.mol

Synonyms:92673-40-0;ethyl 7-amino[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate;ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate;MLS000675665;CHEMBL1537674;DTXSID20359587;MEJFLOMRSPINDF-UHFFFAOYSA-N;WXSXMQHHGMMINY-UHFFFAOYSA-N;HMS2696J13;MFCD05856881;STK501805;AKOS001740227;AKOS002815894;LS-02032;SMR000295135;CS-0253557;FT-0679115;N12496;EN300-6472520;SR-01000283884;SR-01000283884-1;Z3221579411;7-amino-6-ethoxycarbonyl-1,2,4-triazolo[1,5-a]pyrimidine;ethyl7-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate;7-Amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester;[1,2,4]Triazolo[1,5-a]pyrimidine-6-carboxylic acid, 4,7-dihydro-7-imino-, ethyl ester;[1,2,4]Triazolo[1,5-a]pyrimidine-6-carboxylic acid, 7-amino-, ethyl ester

Chemical Property of Ethyl 7-amino[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate

Chemical Property:

• Melting Point: 218 °C(Solv: water (7732-18-5))
• Refractive Index: 1.728
• PKA: 1.31±0.40(Predicted)
• PSA: 95.40000
• Density: 1.6g/cm³
• LogP: 0.46440
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 207.07562455
• Heavy Atom Count: 15
• Complexity: 249

Purity/Quality:

98%min ^*data from raw suppliers

ethyl7-amino[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N2C(=NC=N2)N=C1)N

Technology Process of Ethyl 7-amino[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate

There total 4 articles about Ethyl 7-amino[1,2,4]triazolo[1,5-a]pyrimidine-6-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: 85.0%

2-(4b-dimethylaminomethylene)-2-cyano ethyl acetate (16849-87-9) + 3-amino-1,2,4-triazole (61-82-5) → ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate (92673-40-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 2h; Reflux;

DOI:10.1002/jhet.3222

Reference yield: 69.0%

3-amino-1,2,4-triazole (61-82-5) + ethyl (ethoxymethylene)cyanoacetate (94-05-3,42466-69-3) → ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate (92673-40-0)

Guidance literature:

In ethanol; for 5h; Reflux;

DOI:10.1007/s10593-011-0760-x

Reference yield:

N,N-dimethyl-N'-(4H-[1,2,4]triazol-1-yl)formamidine + ethyl 2-cyanoacetate (105-56-6) → ethyl 7-amino-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxylate (92673-40-0)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 2h; Reflux;

DOI:10.1002/jhet.3222

upstream raw materials:

3-amino-1,2,4-triazole

ethyl (ethoxymethylene)cyanoacetate

ethyl 2-cyanoacetate

2-(4b-dimethylaminomethylene)-2-cyano ethyl acetate