Ethyl Isoquinoline-3-carboxylate

Base Information

• Chemical Name: Ethyl Isoquinoline-3-carboxylate
• CAS No.: 50458-79-2
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2933499090
• European Community (EC) Number: 640-337-6
• ChEMBL ID: CHEMBL3302330
• DSSTox Substance ID: DTXSID30465764
• Nikkaji Number: J1.467.093I
• Wikidata: Q72475633
• Mol file: 50458-79-2.mol

Synonyms:Ethyl Isoquinoline-3-carboxylate;50458-79-2;Ethyl 3-isoquinolinecarboxylate;MFCD10566077;3-Isoquinolinecarboxylic acid, ethyl ester;ethylisoquinoline-3-carboxylate;Ethyl isoquinolin-3-carboxylate;3-carbethoxyisoquinoline;SCHEMBL2201127;CHEMBL3302330;DTXSID30465764;AKOS015840946;CS-W003727;DS-0382;FS-2647;SY023234;A7483;AM20070124;FT-0646270;J-520885

Chemical Property of Ethyl Isoquinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6
• Boiling Point: 355.52 °C at 760 mmHg
• Flash Point: 168.813 °C
• PSA: 39.19000
• Density: 1.176 g/cm³
• LogP: 2.41150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 201.078978594
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

99% ^*data from raw suppliers

EthylIsoquinoline-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC2=CC=CC=C2C=N1

Technology Process of Ethyl Isoquinoline-3-carboxylate

There total 3 articles about Ethyl Isoquinoline-3-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: 30.0%

azide (24512-97-8) → ethyl isoquinoline-3-carboxylate (50458-79-2) + 4-methyl-1H-indole-2-carboxylic acid ethyl ester (16732-80-2) + (Z)-2-Amino-3-o-tolyl-acrylic acid ethyl ester

Guidance literature:

With iodine; In toluene; Heating; further reagent: 1-iodopropane;

DOI:10.1039/c39820000003

Reference yield: 28.0%

ethyl 2-azido-3-(2-methylphenyl)propenoate (81803-45-4) → ethyl isoquinoline-3-carboxylate (50458-79-2) + 4-methyl-1H-indole-2-carboxylic acid ethyl ester (16732-80-2) + ethyl 2-amino-3-(2-methylphenyl)propenoate (81803-46-5)

Guidance literature:

With iodine; In toluene; for 3h; Heating;

Reference yield:

triphenylphosphine (603-35-0) + 3-ethoxycarbonyl-2-ethoxycarbonylmethyl isoquinolinium bromide → ethyl isoquinoline-3-carboxylate (50458-79-2) + (carbethoxymethyl)triphenylphosphonium bromide (1530-45-6)

Guidance literature:

In dichloromethane; for 12h; Heating;

DOI:10.3390/70200252

upstream raw materials:

azide

ethyl 2-azido-3-(2-methylphenyl)propenoate

triphenylphosphine

Downstream raw materials:

(+/-)-1-(isoquinolin-3-yl)ethanol

3-formylisoquinoline

3-Hydroxymethylisoquinoline

3-ethoxycarbonyl-2-methyl-isoquinolinium; iodide

Refernces

• 1、 Henn, Lothar,Hickey, Deirde M. B.,Moody, Christopher J.,Rees, Charles W.. "Formation of Indoles, Isoquinolines, and Other Fused Pyridines from Azidoacrylates". . p. 2189 - 2197. Retrieved 2007/10/02.