Methyl 2-(quinolin-2-yl)acetate

Base Information

• Chemical Name: Methyl 2-(quinolin-2-yl)acetate
• CAS No.: 52249-48-6
• Molecular Formula: C12H11NO2
• Molecular Weight: 201.225
• Hs Code.: 2933499090
• European Community (EC) Number: 844-744-1
• DSSTox Substance ID: DTXSID80442404
• Nikkaji Number: J432.365C
• Wikidata: Q72497448
• Mol file: 52249-48-6.mol

Synonyms:Methyl 2-(quinolin-2-yl)acetate;52249-48-6;Methyl 2-quinolin-2-ylacetate;methyl 2-quinolinylacetate;methyl quinaldinate;SCHEMBL3533290;Methyl2-(quinolin-2-yl)acetate;DTXSID80442404;WLCSNNDPZBIWPC-UHFFFAOYSA-N;CCA24948;MFCD08700388;Quinoline-2-acetic acid methyl ester;AKOS004114610;SB69688;AS-38448;CS-0214743;EN300-189692

Chemical Property of Methyl 2-(quinolin-2-yl)acetate

Chemical Property:

• Boiling Point: 309℃
• Flash Point: 141℃
• PSA: 39.19000
• Density: 1.186
• LogP: 1.95030
• 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:

99% ^*data from raw suppliers

methyl2-(quinolin-2-yl)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC1=NC2=CC=CC=C2C=C1

Technology Process of Methyl 2-(quinolin-2-yl)acetate

There total 10 articles about Methyl 2-(quinolin-2-yl)acetate 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: 90.0%

Methyl-1,2-dihydro-2-chinolylidenacetoacetat (149755-78-2) → quinoline-2-acetic acid methyl ester (52249-48-6)

Guidance literature:

With hydrogenchloride; water; for 0.166667h;

Reference yield: 81.0%

methyl 2-(1,2-dihydroquinolin-2-ylidene)-3-oxobutanoate (69582-84-9) → quinoline-2-acetic acid methyl ester (52249-48-6)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃;

DOI:10.1016/j.bmc.2012.04.002

Reference yield: 51.0%

Quinoline N-oxide (1613-37-2) + ketene t-butyldimethylsilyl methyl acetal (77086-38-5) → quinoline-2-acetic acid methyl ester (52249-48-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; at 25 - 45 ℃;

DOI:10.1021/ol501359r

upstream raw materials:

2-(quinolin-2-yl)acetonitrile

Methyl-1,2-dihydro-2-chinolylidenacetoacetat

Quinoline N-oxide

quinolin-2-ylmethylbromide

Downstream raw materials:

potassium 2-(quinolin-2-yl)acetate

quinoline-2-acetic acid

2-(1,2,3,4-tetrahydroquinolin-2-yl)acetic acid

C₁₇H₁₈NSO₃Cl

Refernces

• 1、 Shi, Yi,Gulevich, Anton V.,Gevorgyan, Vladimir. "Rhodium-catalyzed NH insertion of pyridyl carbenes derived from pyridotriazoles: A general and efficient approach to 2-picolylamines and imidazo[1,5-a]pyridines". supporting information. p. 14191 - 14195. Retrieved 2015/01/09.
• 2、 Baruah, Pranjal K.,Dinsmore, Jason,King, Amber M.,Salomé, Christophe,De Ryck, Marc,Kaminski, Rafal,Provins, Laurent,Kohn, Harold. "Synthesis, anticonvulsant activity, and neuropathic pain-attenuating activity of N-benzyl 2-amino-2-(hetero)aromatic acetamides". . p. 3551 - 3564. Retrieved 2012/07/28.