2-Methoxyquinoline-3-carbaldehyde

Base Information

• Chemical Name: 2-Methoxyquinoline-3-carbaldehyde
• CAS No.: 139549-06-7
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• Hs Code.: 2933499090
• European Community (EC) Number: 852-901-0
• DSSTox Substance ID: DTXSID20356970
• Nikkaji Number: J2.170.453I
• Wikidata: Q82136626
• ChEMBL ID: CHEMBL4531281
• Mol file: 139549-06-7.mol

Synonyms:2-methoxyquinoline-3-carbaldehyde;139549-06-7;2-Methoxy-quinoline-3-carbaldehyde;2-methoxy-3-quinolinecarbaldehyde;2-Methoxyquinoline-3-carboxaldehyde;3-Quinolinecarboxaldehyde, 2-methoxy-;2-methoxy-3-formylquinoline;Oprea1_376120;SCHEMBL5445494;CHEMBL4531281;DTXSID20356970;HMZDGMVJEGFPHU-UHFFFAOYSA-N;2-Methoxy-quinoline-3-carboxaldehyde;MFCD03864951;STK134566;AKOS000270321;SB67554;AM803195;AS-63254;BB 0243390;2-methoxyquinoline-3-carbaldehyde, AldrichCPR;EN300-27306;AN-829/42007396;F2102-0116;Z238880916

Chemical Property of 2-Methoxyquinoline-3-carbaldehyde

Chemical Property:

• Vapor Pressure: 0.000122mmHg at 25°C
• Melting Point: 92-93 °C(Solv: dichloromethane (75-09-2); hexane (110-54-3))
• Boiling Point: 335.2oC at 760 mmHg
• PKA: 1.56±0.50(Predicted)
• Flash Point: 156.5oC
• PSA: 39.19000
• Density: 1.227g/cm3
• LogP: 2.05590
• 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: 208

Purity/Quality:

97% ^*data from raw suppliers

2-Methoxyquinoline-3-Carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC2=CC=CC=C2C=C1C=O

Technology Process of 2-Methoxyquinoline-3-carbaldehyde

There total 8 articles about 2-Methoxyquinoline-3-carbaldehyde 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) + 2-chloro-3-quinoline carboxaldehyde (73568-25-9) → 2-methoxy-3-quinolinecarboxyaldehyde (139549-06-7)

Guidance literature:

With C₇₂H₅₆N₁₆O₄Pd₄S₄; potassium hydroxide; phenylboronic acid; for 8h; Reagent/catalyst; Reflux;

DOI:10.1002/aoc.6436

Reference yield: 87.0%

2-chloro-3-quinoline carboxaldehyde (73568-25-9) + sodium methylate (124-41-4) → 2-methoxy-3-quinolinecarboxyaldehyde (139549-06-7)

Guidance literature:

In methanol; at 70 ℃;

DOI:10.1016/j.bioorg.2020.103775

Reference yield: 75.0%

3-[1,3-dioxolane-2-yl]-2-methoxy-quinoline (1250257-48-7) → 2-methoxy-3-quinolinecarboxyaldehyde (139549-06-7)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 80 ℃; for 1h;

DOI:10.1080/00397910903320258

upstream raw materials:

methanol

2-chloro-3-quinoline carboxaldehyde

methyl 3-[2-hydroxy-2-(2-methoxyquinolin-3-yl)ethyl]-4-nitrobenzoate

3-[1,3-dioxolane-2-yl]-2-methoxy-quinoline

Downstream raw materials:

2-(5-{2-[(2-methoxy-ethyl)-methyl-amino]-ethoxy}-2-nitro-phenyl)-1-(2-methoxy-quinolin-3-yl)-ethanol

1-(2-methoxy-quinolin-3-yl)-2-[2-nitro-5-(2-piperidin-1-yl-ethoxy)-phenyl]-ethanol

C₁₉H₁₅NO₃