Methyl isoquinoline-8-carboxylate

Base Information

• Chemical Name: Methyl isoquinoline-8-carboxylate
• CAS No.: 850858-56-9
• Molecular Formula: C₁₁H₉NO₂
• Molecular Weight: 187.198
• Hs Code.: 2933499090
• European Community (EC) Number: 854-133-1
• DSSTox Substance ID: DTXSID50696371
• Wikidata: Q72486472
• Mol file: 850858-56-9.mol

Synonyms:METHYL ISOQUINOLINE-8-CARBOXYLATE;850858-56-9;Methyl 8-Isoquinolinecarboxylate;MFCD11506141;SCHEMBL21801215;DTXSID50696371;AKOS006323350;SB39024;CS-11493;SY022478;CS-0018556;FT-0752792;EN300-255900;A863716

Chemical Property of Methyl isoquinoline-8-carboxylate

Chemical Property:

• Melting Point: 73℃
• Boiling Point: 329.7±15.0 °C(Predicted)
• PKA: 4.44±0.23(Predicted)
• PSA: 39.19000
• Density: 1.210±0.06 g/cm3(Predicted)
• LogP: 2.02140
• Storage Temp.: 2-8°C
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

98.5% ^*data from raw suppliers

MethylIsoquinoline-8-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=CC2=C1C=NC=C2

Technology Process of Methyl isoquinoline-8-carboxylate

There total 5 articles about Methyl isoquinoline-8-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: 96.0%

methanol (67-56-1) + 8-bromo-isoquinoline (63927-22-0) + carbon monoxide (201230-82-2) → 8-isoquinolinecarboxylic acid methyl ester (850858-56-9)

Guidance literature:

With palladium diacetate; at 60 ℃; for 8h; under 3102.97 Torr;

Reference yield:

8-bromo-isoquinoline (63927-22-0) → 8-isoquinolinecarboxylic acid methyl ester (850858-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 250 °C

2: aqueous HCl / 150 °C

3: SOCl₂ / Erwaermen des Reaktionsprodukts mit Methanol

With hydrogenchloride; thionyl chloride;

DOI:10.1021/ja01870a059

Reference yield:

isoquinoline-8-carboxylic acid (61563-43-7) → 8-isoquinolinecarboxylic acid methyl ester (850858-56-9)

Guidance literature:

With thionyl chloride; Erwaermen des Reaktionsprodukts mit Methanol;

DOI:10.1021/ja01870a059

upstream raw materials:

isoquinoline-8-carboxylic acid

isoquinoline-8-carbonitrile

8-bromo-isoquinoline

methanol

Refernces

• 1、 -. "4 - amino quinoline - 8 - carboxylic acid methyl ester". Paragraph 0008; 0017-0018. . Retrieved 2017/08/25.