Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

Base Information

• Chemical Name: Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate
• CAS No.: 1458-01-1
• Molecular Formula: C6H7ClN4O2
• Molecular Weight: 202.6
• Hs Code.: 2933997500
• European Community (EC) Number: 215-946-1
• UNII: 4KAT2Q9CHL
• DSSTox Substance ID: DTXSID20163161
• Nikkaji Number: J298.643D
• Wikidata: Q27259864
• Mol file: 1458-01-1.mol

Synonyms:Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate;1458-01-1;C6H7ClN4O2;3,5-Diamino-6-chloropyrazine-2-carboxylic Acid Methyl Ester;UNII-4KAT2Q9CHL;MFCD01928388;Pyrazinecarboxylic acid, 3,5-diamino-6-chloro-, methyl ester;4KAT2Q9CHL;Methyl 3,5-diamino-6-chloro-2-pyrazinecarboxylate;methyl-3,5-diamino-6-chloropyrazine-2-carboxylate;METHYL 3, 5-DIAMINO-6-CHLOROPYRAZINE-2-CARBOXYLATE;Methyl 3,5-diamino-6-chloropyrazinecarboxylate;2-PYRAZINECARBOXYLIC ACID, 3,5-DIAMINO-6-CHLORO-, METHYL ESTER;EINECS 215-946-1;Amiloride impurity A;Methyl3,5-diamino-6-chloropyrazine-2-carboxylate;SCHEMBL1136751;C6-H7-Cl-N4-O2;3,5-Diamino-6-chloropyrazinecarboxylic acid, methyl ester;DTXSID20163161;BBL101631;STL555427;AKOS005259674;CS-W002866;AS-17437;BP-12479;SY004441;AM20070434;FT-0601157;M2322;EN300-331659;A1-00481;J-008156;J-522115;Methyl 3,5-diamino-6-chloro-2-pyrazinecarboxylate #;Q27259864;AMILORIDE HYDROCHLORIDE IMPURITY A [EP IMPURITY];Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, 98%;Methyl 3,5-Diamino-6-Chloropyrazine-2-Carboxylate,(S);3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester;3,5-diamino-6-chloropyrazine-2 carboxylic acid methyl ester;3,5-DIAMINO-6-CHLORO-PYRAZINE-2-CARBOXYLICACIDMETHYLESTER;Amiloride impurity A, European Pharmacopoeia (EP) Reference Standard

Chemical Property of Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

Chemical Property:

• Appearance/Colour: yellow powder
• Vapor Pressure: 2.75E-08mmHg at 25°C
• Melting Point: 211-215 °C
• Refractive Index: 1.65
• Boiling Point: 449.9 °C at 760 mmHg
• PKA: -0.10±0.10(Predicted)
• Flash Point: 225.9 °C
• PSA: 104.12000
• Density: 1.555 g/cm³
• LogP: 1.24340
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 202.0257532
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

3,5-Diamino-6-chloropyrazine-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)C1=C(N=C(C(=N1)Cl)N)N
• Uses: Amiloride USP Related Compound A

Technology Process of Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate

There total 2 articles about Methyl 3,5-diamino-6-chloropyrazine-2-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: 60.0%

methanol (67-56-1) + amiloride (2609-46-3) → 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester (1458-01-1)

Guidance literature:

In chloroform; for 17h; Heating;

DOI:10.3797/scipharm.aut-04-10

Reference yield:

→ 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester (1458-01-1)

Guidance literature:

3-Amino-5,6-dichlor-pyrazin-2-carbonsaeure-methylester u. NH3;

Reference yield: 73.0%

4-trifluoromethylphenylboronic acid (128796-39-4) + 3,5-diamino-6-chloro-pyrazine-2-carboxylic acid methyl ester (1458-01-1) → methyl 3,5-diamino-6-(4-(trifluoromethyl)phenyl)pyrazine-2-carboxylate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In methanol; toluene; Inert atmosphere; Reflux;

DOI:10.1016/j.bmcl.2019.126753

upstream raw materials:

methanol

amiloride

Downstream raw materials:

N-Cyclohexylamino-3,5-diamino-6-chloropyrazine-2-carboxamide

3,5-diamino-6-chloro-pyrazinecarboxylic acid 2-methylhydrazide

3,5-diamino-6-chloro-pyrazine-2-carboxylic acid

3,5-diamino-6-chloro-pyrazine-2-carboxylic acid phenethylcarbamimidoyl-amide

Refernces

• 1、 -. "Synthesis of 3,5-diaminopyrazinoic acid from 3,5-diamino-2,6-dicyanopyrazine and intermediates". . . Retrieved 2008/06/13.