Ethyl 4-aminopyrimidine-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-aminopyrimidine-5-carboxylate
• CAS No.: 65195-35-9
• Molecular Formula: C7H9 N3 O2
• Molecular Weight: 167.167
• Hs Code.: 2933599090
• DSSTox Substance ID: DTXSID50498958
• Nikkaji Number: J3.019.833F
• Wikidata: Q82349338
• Mol file: 65195-35-9.mol

Synonyms:ETHYL 4-AMINOPYRIMIDINE-5-CARBOXYLATE;65195-35-9;4-Aminopyrimidine-5-carboxylic acid ethyl ester;MFCD01028678;ethyl4-aminopyrimidine-5-carboxylate;5-Pyrimidinecarboxylic acid, 4-amino-, ethyl ester;SCHEMBL1964549;DTXSID50498958;OBBDJDIJXFWRJK-UHFFFAOYSA-N;4-amino-5-ethoxycarbonylpyrimidine;AMY15849;AKOS006229477;CS-W000715;SB57390;AC-23674;SY015021;TS-00141;EN300-6510877;A867711;J-520972

Chemical Property of Ethyl 4-aminopyrimidine-5-carboxylate

Chemical Property:

• Vapor Pressure: 0.000897mmHg at 25°C
• Melting Point: 174-177 °C
• Refractive Index: 1.563
• Boiling Point: 304ºC at 760 mmHg
• PKA: 3.94±0.10(Predicted)
• Flash Point: 137.7ºC
• PSA: 78.10000
• Density: 1.261g/cm3
• LogP: 0.81670
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Methanol/Water; DMF, DMSO
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 167.069476538
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

97% ^*data from raw suppliers

4-Aminopyrimidine-5-carboxylicAcidEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN=CN=C1N
• Uses: 4-Aminopyrimidine-5-carboxylic Acid Ethyl Ester is a substituted pyrimidine and an intermediate in the synthesis of Thiamine (T344185) analogues.

Technology Process of Ethyl 4-aminopyrimidine-5-carboxylate

There total 5 articles about Ethyl 4-aminopyrimidine-5-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: 93.0%

ethyl 4-amino-2-(ethylthio)pyrimidine-5-carboxylate (778-97-2) → ethyl 4-aminopyrimidine-5-carboxylate (65195-35-9)

Guidance literature:

With triethylsilane; palladium 10% on activated carbon; In tetrahydrofuran; at 0 - 20 ℃; for 6h; chemoselective reaction;

DOI:10.1021/ol2026813

Reference yield: 91.0%

ethyl 4-amino-2-(benzylthio)pyrimidine-5-carboxylate (7149-62-4) → ethyl 4-aminopyrimidine-5-carboxylate (65195-35-9)

Guidance literature:

With triethylsilane; palladium 10% on activated carbon; In tetrahydrofuran; at 0 - 20 ℃; for 6h; chemoselective reaction;

DOI:10.1021/ol2026813

Reference yield: 63.0%

4-amino-pyrimidin-5-carboxylic acid (20737-41-1) + ethanol (64-17-5) → ethyl 4-aminopyrimidine-5-carboxylate (65195-35-9)

Guidance literature:

With sulfuric acid; for 72h; Heating / reflux;

upstream raw materials:

4-amino-pyrimidin-5-carboxylic acid

ethanol

ethyl 4-amino-2-(benzylthio)pyrimidine-5-carboxylate

ethyl 4-((triethylsilyl)amino)pyrimidine-5-carboxylate

Downstream raw materials:

2-methyl-3-phenylpyrimido[4,5-d]pyrimidin-4(3H)-one

4-amino-N-phenylpyrimidine-5-carboxamide