Methyl 3-chloropyrazine-2-carboxylate

Base Information

• Chemical Name: Methyl 3-chloropyrazine-2-carboxylate
• CAS No.: 27825-21-4
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.571
• Hs Code.: 2933990090
• European Community (EC) Number: 800-672-2
• DSSTox Substance ID: DTXSID30364061
• Wikidata: Q72489402
• Mol file: 27825-21-4.mol

Synonyms:Methyl 3-chloropyrazine-2-carboxylate;27825-21-4;Methyl 3-chloro-2-pyrazinecarboxylate;3-CHLORO-PYRAZINE-2-CARBOXYLIC ACID METHYL ESTER;Methyl3-chloropyrazine-2-carboxylate;MFCD03093326;3-CHLORO-2-PYRAZINECARBOXYLIC ACID METHYL ESTER;Pyrazinecarboxylic acid, 3-chloro-, methyl ester;3-chloropyrazine-2-carboxylic acid methyl ester;2-Pyrazinecarboxylic acid, 3-chloro-, methyl ester;SCHEMBL271259;DTXSID30364061;BCP03040;AB2900;BBL102922;STL556731;methyl 2-chloropyrazine-3-carboxylate;AKOS002666586;BCP9000914;CS-W019277;PB15729;AC-33814;SY017459;TS-02358;A5345;AM20070339;FT-0652521;M2648;EN300-117096;Q-103338;Z1198161446

Chemical Property of Methyl 3-chloropyrazine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.0226mmHg at 25°C
• Melting Point: 31-32 °C
• Refractive Index: 1.534
• Boiling Point: 249.7 °C at 760 mmHg
• PKA: -2.33±0.10(Predicted)
• Flash Point: 104.8 °C
• PSA: 52.08000
• Density: 1.372g/cm³
• LogP: 0.91660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 172.0039551
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

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

3-Chloro-2-pyrazinecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC=CN=C1Cl
• Uses: 3-Chloro-2-pyrazinecarboxylic Acid Methyl Ester (cas# 27825-21-4) is a compound useful in organic synthesis.

Technology Process of Methyl 3-chloropyrazine-2-carboxylate

There total 4 articles about Methyl 3-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:

2-(methoxycarbonyl)pyrazine 1-oxide (85661-24-1) → 3-chloropyrazine-2-carboxylic acid methyl ester (27825-21-4) + 6-chloro-pyrazine-2-carboxylic acid methyl ester (23611-75-8)

Guidance literature:

With trichlorophosphate; for 2h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Heating;

Reference yield:

methylester of pyrazinecarboxylic acid 4-oxide (770-00-3) → 3-chloropyrazine-2-carboxylic acid methyl ester (27825-21-4) + 6-chloro-pyrazine-2-carboxylic acid methyl ester (23611-75-8) + methyl 5-chloropyrazine-2-carboxylate (33332-25-1)

Guidance literature:

With 2,2'-iminobis[ethanol]; trichlorophosphate; for 2h; Yield given. Yields of byproduct given; Heating;

Reference yield:

Methyl 3-amino-2-pyrazinecarboxylate (16298-03-6) → 3-chloropyrazine-2-carboxylic acid methyl ester (27825-21-4) + 3-hydroxypyrazine-2-carboxylic acid methyl ester (27825-20-3)

Guidance literature:

With hydrogenchloride; sodium azide; sodium acetate; sodium nitrite; Yield given. Multistep reaction. Yields of byproduct given;

DOI:10.1039/p19960000247

upstream raw materials:

methylester of pyrazinecarboxylic acid 4-oxide

2-(methoxycarbonyl)pyrazine 1-oxide

Methyl 3-amino-2-pyrazinecarboxylate

methyl pyrazine-2-carboxylate

Downstream raw materials:

2-aminopteridin-4(3H)-one

3-(5-Chloro-2-fluoro-benzyl)-pyrazine-2-carboxylic acid methyl ester

7-hydroxy-6-ethoxycarbonylfuro[2,3-b]pyrazine

3-chloropyrazine-2-carboxylic acid

Refernces

• 1、 Okawa, Tomohiro,Eguchi, Shoji,Kakehi, Akikazu. "Methyl 3-(triphenylphosphoranylideneamino)pyrazine-2-carboxylate: Synthesis, crystal structure and use in pteridin-4(3H)-ones synthesis". . p. 247 - 254. Retrieved 2007/10/03.
• 2、 Sato, Nobuhiro. "Studies on Pyrazines. Part 10. Substitution Effect on Reaction of Pyrazine N-Oxides with Phosphoryl chloride". . p. 2860 - 2875. Retrieved 2007/10/02.