Methyl 3-amino-6-iodopyrazine-2-carboxylate

Base Information

• Chemical Name: Methyl 3-amino-6-iodopyrazine-2-carboxylate
• CAS No.: 1458-16-8
• Molecular Formula: C6H6 I N3 O2
• Molecular Weight: 279.037
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10454772
• Wikidata: Q72487010
• Mol file: 1458-16-8.mol

Synonyms:Methyl 3-amino-6-iodopyrazine-2-carboxylate;1458-16-8;3-AMINO-6-IODOPYRAZINE-2-CARBOXYLIC ACID METHYL ESTER;3-amino-6-iodo-pyrazine-2-carboxylic acid methyl ester;SCHEMBL3003587;DTXSID10454772;FDLARAKNPMCCKJ-UHFFFAOYSA-N;MFCD09909640;AKOS015854560;DS-0295;PB10772;Methyl3-amino-6-iodopyrazine-2-carboxylate;CS-0018938;FT-0645823;Methyl 3-amino-6-iodo-2-pyrazinecarboxylate;EN300-260100;A808418;J-511674;2-Pyrazinecarboxylic acid, 3-amino-6-iodo-, methyl ester

Chemical Property of Methyl 3-amino-6-iodopyrazine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 200-202℃
• Boiling Point: 387.876oC at 760 mmHg
• PKA: -1.59±0.10(Predicted)
• Flash Point: 188.381oC
• PSA: 78.10000
• Density: 2.02g/cm3
• LogP: 1.03120
• Sensitive.: Light Sensitive
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 278.95047
• Heavy Atom Count: 12
• Complexity: 178

Purity/Quality:

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

Methyl3-amino-6-iodopyrazine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC(=CN=C1N)I
• Uses: Methyl 3-amino-6-iodopyrazine-2-carboxylate

Technology Process of Methyl 3-amino-6-iodopyrazine-2-carboxylate

There total 3 articles about Methyl 3-amino-6-iodopyrazine-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: 92.0%

Methyl 3-amino-2-pyrazinecarboxylate (16298-03-6) → methyl 3-amino-6-iodopyrazine-2-carboxylate (1458-16-8)

Guidance literature:

With N-iodo-succinimide; In dimethyl sulfoxide; at 70 ℃; for 48h; regioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201702274

Reference yield:

3-aminopyrazinoic acid (5424-01-1) → methyl 3-amino-6-iodopyrazine-2-carboxylate (1458-16-8)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid

2: N-iodo-succinimide / dimethyl sulfoxide / 48 h / 70 °C / Inert atmosphere

With N-iodo-succinimide; sulfuric acid; In dimethyl sulfoxide;

DOI:10.1002/chem.201702274

Reference yield:

→ methyl 3-amino-6-iodopyrazine-2-carboxylate (1458-16-8)

Guidance literature:

3-Amino-pyrazin-2-carbonsaeure-methylester, 1) Hg(II)-acetat, W. (Δ auf dem Dampfbad), 2) wss. Lsg v. I2, Dioxan;

DOI:10.1021/jm00329a017

upstream raw materials:

Methyl 3-amino-2-pyrazinecarboxylate

3-aminopyrazinoic acid

Downstream raw materials:

5-[(3,5-difluorophenyl)thio]-1H-pyrazolo[3,4-b]pyrazin-3-amine

5-(3,5-difluorophenyl sulfinyl)-1H-pyrazolo[3,4-b]pyrazin-3-amine

5-[(3,5-difluorophenyl)sulfonyl]-1H-pyrazolo[3,4-b]pyrazin-3-amine

N-(5-(3,5-difluorophenylthio)-1-(4-(4-methylpiperazine-1-yl)-2-(2,2,2-trifluoro-N-(tetrahydro-2H-pyran-4-yl)acetamido) benzoyl)-1H-pyrazolo[3,4-b]pyrazine-3-yl)-4-(4-methylpiperazine-1-yl)-2-(2,2,2-trifluoro-N-(tetrahydro-2H-pyran-4-yl)acetamido)benzamide

Refernces

• 1、 -. "Derivatives of azaindoles or diazaindoles for treating pain". Paragraph 0188. . Retrieved 2014/02/15.
• 2、 -. "DERIVATIVES OF AZAINDAZOLE OR DIAZAINDAZOLE TYPE FOR TREATING A CANCER OVEREXPRESSING TRK". Page/Page column 54-55. . Retrieved 2014/02/16.