Ethyl 2-(quinolin-4-YL)acetate

Base Information

• Chemical Name: Ethyl 2-(quinolin-4-YL)acetate
• CAS No.: 4789-81-5
• Molecular Formula: C13H13NO2
• Molecular Weight: 215.252
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30388242
• Wikidata: Q82183063
• Mol file: 4789-81-5.mol

Synonyms:ETHYL 2-(QUINOLIN-4-YL)ACETATE;4789-81-5;ethyl 2-quinolin-4-ylacetate;Quinoline-4-acetic acid ethyl ester;Ethyl quinoline-4-acetate;ethyl 2-(4-quinolyl)acetate;SCHEMBL6174947;DTXSID30388242;NAYCHRONYVXKHF-UHFFFAOYSA-N;4-(ethoxycarbonyl methyl)-quinoline;ETHYL2-(QUINOLIN-4-YL)ACETATE;SB69877;FT-0724277;3,3-BIS(TRIFLUOROMETHYL)DIPHENYLMETHANE

Chemical Property of Ethyl 2-(quinolin-4-YL)acetate

Chemical Property:

• PSA: 39.19000
• LogP: 2.34040
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 215.094628657
• Heavy Atom Count: 16
• Complexity: 242

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl2-(quinolin-4-yl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC=NC2=CC=CC=C12

Technology Process of Ethyl 2-(quinolin-4-YL)acetate

There total 7 articles about Ethyl 2-(quinolin-4-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: 10.0%

4-iodoquinoline (16560-43-3) + bromo(2-ethoxy-2-oxoethyl)zinc (5764-82-9) → quinoline (91-22-5) + ethyl 4-quinolineacetate (4789-81-5) + 4-(quinolin-4-yl)quinoline (27080-08-6,34281-95-3)

Guidance literature:

tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,2-dimethoxyethane; for 2h; Heating;

Reference yield:

EtOAc-hexanes + quinolin-4-yl-malonic acid diethyl ester (93009-45-1) → ethyl 4-quinolineacetate (4789-81-5)

Guidance literature:

With sodium chloride; In water; dimethyl sulfoxide;

Reference yield:

C6H4NCH2CHCCH2 (491-35-0) → ethyl 4-quinolineacetate (4789-81-5)

Guidance literature:

With diethyl ether; potassium amide; anschliessend Behandeln mit Diaethylcarbonat;

DOI:10.1021/ja01174a035

upstream raw materials:

C₆H₄NCH₂CHCCH₂

2-(quinolin-4-yl)acetonitrile

2-quinolin-4-yl-acetamide

4-iodoquinoline

Downstream raw materials:

N-(2-[4]quinolyl-ethyl)-formamide

[4]quinolyl-acetic acid

2--ethanol-(1)

Refernces

• 1、 Yamanaka, Hiroshi,An-naka, Masayuki,Kondo, Yoshinori,Sakamoto, Takao. "Studies on Pyrimidine Derivatives. XXXVIII. Cross-Coupling Reaction of N-Heteroaryl Iodides with Ethoxycarbonylmethylzinc Bromide in the Presence of Palladium Catalyst". . p. 4309 - 4313. Retrieved 2007/10/02.