Methyl quinoline-3-carboxylate

Base Information

• Chemical Name: Methyl quinoline-3-carboxylate
• CAS No.: 53951-84-1
• Molecular Formula: C12H11NO2
• Molecular Weight: 187.198
• Hs Code.: 2933499090
• NSC Number: 86584
• DSSTox Substance ID: DTXSID80292961
• Nikkaji Number: J796.079D
• Wikidata: Q82031486
• ChEMBL ID: CHEMBL12092
• Mol file: 53951-84-1.mol

Synonyms:methyl quinoline-3-carboxylate;53951-84-1;Quinoline-3-carboxylic acid methyl ester;Methylquinoline-3-carboxylate;NCIOpen2_001105;methyl 3-quinolinecarboxylate;CHEMBL12092;SCHEMBL2031896;DTXSID80292961;CWRATHCADZOYAT-UHFFFAOYSA-N;NSC86584;MFCD03550859;NSC-86584;AKOS005169883;SB67728;TS-02631;AM20061295;CS-0097864;EN300-110958;Z1198162940

Chemical Property of Methyl quinoline-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.00162mmHg at 25°C
• Melting Point: 63-67 °C
• Refractive Index: 1.614
• Boiling Point: 294.5 °C at 760 mmHg
• PKA: 3.11±0.11(Predicted)
• Flash Point: 131.9 °C
• PSA: 39.19000
• Density: 1.21 g/cm³
• LogP: 2.02140
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• 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%,99%, ^*data from raw suppliers

MethylQuinoline-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC2=CC=CC=C2N=C1

Technology Process of Methyl quinoline-3-carboxylate

There total 2 articles about Methyl quinoline-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: 54.0%

(E)-methyl 2-nitromethyl-3-[2-N-(triphenylphosphoranylidene)phenyl]propenoate (1330575-73-9) → methyl quinolone-3-carboxylate (53951-84-1) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

In toluene; for 22h; Reflux;

DOI:10.1002/jhet.667

Reference yield:

(E)-methyl 3-(2-azidophenyl)-2-nitromethylpropenoate (1330575-74-0) + triphenylphosphine (603-35-0) → methyl quinolone-3-carboxylate (53951-84-1) + Triphenylphosphine oxide (791-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 0.5 h / 20 °C

2: toluene / 22 h / Reflux

In toluene;

DOI:10.1002/jhet.667

Reference yield: 93.0%

1-(trimethylsilyl)-1-hexyne (3844-94-8) + phenyl chloroformate (1885-14-9) + methyl quinolone-3-carboxylate (53951-84-1) → 2-Hex-1-ynyl-2H-quinoline-1,3-dicarboxylic acid 3-methyl ester 1-phenyl ester

Guidance literature:

With silver trifluoromethanesulfonate; In 1,2-dichloro-ethane; at 83 ℃; for 4h;

DOI:10.1246/cl.1998.547

upstream raw materials:

(E)-methyl 3-(2-azidophenyl)-2-nitromethylpropenoate

triphenylphosphine

(E)-methyl 2-nitromethyl-3-[2-N-(triphenylphosphoranylidene)phenyl]propenoate

Downstream raw materials:

1,2,3,4-Tetrahydro-quinoline-3-carboxylic acid methyl ester

1-methyl-3-methoxycarbonylquinolinium iodide

chinoline-3-carbohydrazide

N-(3-iodobenzyl)-N'-(3-carbonyl-quinoline)guanidine

Refernces