Methyl 6-quinolineacetate

Base Information

• Chemical Name: Methyl 6-quinolineacetate
• CAS No.: 5622-36-6
• Molecular Formula: C₁₂H₁₁NO₂
• Molecular Weight: 201.225
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID20363806
• Wikidata: Q82147544
• Mol file: 5622-36-6.mol

Synonyms:Methyl 6-quinolineacetate;5622-36-6;methyl 2-(quinolin-6-yl)acetate;Methyl 2-quinolin-6-ylacetate;6-Quinolineacetic acid, methyl ester;MFCD04038669;QUINOLIN-6-YL-ACETIC ACID METHYL ESTER;Quinolin-6-ylacetic acid methyl ester;SCHEMBL359850;DTXSID20363806;methyl-2-(quinolin-6-yl)acetate;AMY20570;AKOS015897235;SB72082;DS-14095;SY003560;CS-0019231;FT-0688727;A22544

Chemical Property of Methyl 6-quinolineacetate

Chemical Property:

• Vapor Pressure: 0.000197mmHg at 25°C
• Refractive Index: 1.601
• Boiling Point: 327.8 °C at 760 mmHg
• PKA: 4.82±0.10(Predicted)
• Flash Point: 152.1 °C
• PSA: 39.19000
• Density: 1.186 g/cm³
• LogP: 1.95030
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• 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:

98% ^*data from raw suppliers

Methyl2-(Quinolin-6-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=CC2=C(C=C1)N=CC=C2
• Uses: Methyl 2-(Quinolin-6-yl)acetate is a reactuant to prepare triazolopyridazines as tyrosine kinase modulators.

Technology Process of Methyl 6-quinolineacetate

There total 3 articles about Methyl 6-quinolineacetate 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: 98.0%

methanol (67-56-1) + 6-quinoline acetic acid (5622-34-4) → methyl 2-(quinolin-6-yl)acetate (5622-36-6)

Guidance literature:

methanol; 6-quinoline acetic acid; With sulfuric acid; Reflux;

With sodium hydroxide; In ethyl acetate; pH=4; Cooling with ice;

Reference yield:

4-aminophenylacetic acid (1197-55-3) → methyl 2-(quinolin-6-yl)acetate (5622-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid; iron(II) sulfate / nitrobenzene / 5 h / 200 °C

1.2: pH Ca_.10

2.1: thionyl chloride / methanol / 2 h / 0 °C / Reflux

With thionyl chloride; sulfuric acid; iron(II) sulfate; In methanol; nitrobenzene;

Reference yield:

→ methyl 2-(quinolin-6-yl)acetate (5622-36-6)

Guidance literature:

(6)-Chinolyl-essigsaeure, Me., cc. H2SO4;

upstream raw materials:

methanol

6-quinoline acetic acid

4-aminophenylacetic acid

Downstream raw materials:

2-(quinolin-6-yl)ethan-1-ol

methyl 2-(1,2,3,4-tetrahydroquinolin-6-yl)acetate

Refernces

• 1、 -. "FUNCTIONALISED AND SUBSTITUTED INDOLES AS ANTI-CANCER AGENTS". Page/Page column 67. . Retrieved 2016/02/05.
• 2、 Cui, J. Jean,Shen, Hong,Tran-Dubé, Michelle,Nambu, Mitchell,McTigue, Michele,Grodsky, Neil,Ryan, Kevin,Yamazaki, Shinji,Aguirre, Shirley,Parker, Max,Li, Qiuhua,Zou, Helen,Christensen, James. "Lessons from (S)-6-(1-(6-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[4,3- b ]pyridazin-3-yl)ethyl)quinoline (PF-04254644), an inhibitor of receptor tyrosine kinase c-met with high protein kinase selectivity but broad phosphodiesterase family inhibition lea". . p. 6651 - 6665. Retrieved 2013/10/01.