4-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile

Base Information

• Chemical Name: 4-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile
• CAS No.: 622369-46-4
• Molecular Formula: C18H12Cl2FN3O2
• Molecular Weight: 392.217
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10467443
• Wikidata: Q72466644
• Mol file: 622369-46-4.mol

Synonyms:622369-46-4;4-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile;4-(2,4-dichloro-5-methoxyanilino)-7-fluoro-6-methoxyquinoline-3-carbonitrile;4-(2,4-dichloro-5-methoxyanilino)-7-fluoro-6-methoxy-3-quinolinecarbonitrile;4-((2,4-dichloro-5-methoxyphenyl)amino)-7-fluoro-6-methoxy-3-quinolinecarbonitrile;SCHEMBL2978588;DTXSID10467443;AXSYHFQBQMKSGH-UHFFFAOYSA-N;FT-0696680;A851930;4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxyquinoline-3-carbonitrile

Chemical Property of 4-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 219-221℃
• Refractive Index: 1.659
• Boiling Point: 512.2 °C at 760 mmHg
• Flash Point: 263.569 °C
• PSA: 70.40000
• Density: 1.483 g/cm³
• LogP: 4.73508
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 391.0290602
• Heavy Atom Count: 26
• Complexity: 534

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C(=C1)C(=C(C=N2)C#N)NC3=CC(=C(C=C3Cl)Cl)OC)F

Technology Process of 4-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile

There total 4 articles about 4-[(2,4-Dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile 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: 90.7%

2,4-dichloro-5-methoxyaniline (98446-49-2) + 4-chloro-6-methoxy-7-fluoro-quinoline-3-carbonitrile (622369-40-8) → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile (622369-46-4)

Guidance literature:

With IL/TFA at SiO₂ catalyst; In 1-methyl-pyrrolidin-2-one; at 60 - 70 ℃; for 5h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 55.0%

2-cyano-N-(2,4-dichloro-5-methoxyphenyl)-3-[(3-fluoro-4-methoxyphenyl)amino]-2-propenamide (846023-47-0) → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile (622369-46-4)

Guidance literature:

With trichlorophosphate; In methanol; acetonitrile; for 26h; Heating;

DOI:10.1016/j.bmc.2007.09.028

Reference yield:

3-fluoro-4-methoxyaniline (366-99-4) → 4-[(2,4-dichloro-5-methoxyphenyl)amino]-7-fluoro-6-methoxy-3-quinolinecarbonitrile (622369-46-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 42 percent / toluene / 4.5 h / 100 - 110 °C

2: 77 percent / POCl₃ / 0.5 h / Heating

3: 69 percent / pyridine hydrochloride / 2-ethoxy-ethanol / 3 h / 120 °C

With pyridine hydrochloride; trichlorophosphate; In 2-ethoxy-ethanol; toluene;

DOI:10.1021/jm0499458

upstream raw materials:

2,4-dichloro-5-methoxyaniline

4-chloro-6-methoxy-7-fluoro-quinoline-3-carbonitrile

3-fluoro-4-methoxyaniline

7-fluoro-6-methoxy-4-oxo-1,4-dihydro-3-quinolinecarbonitrile

Downstream raw materials:

4-[(2,4-Dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[(1-methylpiperidine-2-yl)methoxy]quinoline-3-carbonitrile

4-(2,4-dichloro-5-methoxy-phenylamino)-6-methoxy-7-(1-methyl-piperidin-3-ylmethoxy)-quinoline-3-carbonitrile

4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[2-(1-methylpiperidin-4-yl)ethoxy]-3-quinolinecarbonitrile

4-[(2,4-dichloro-5-methoxyphenyl)amino]-6-methoxy-7-[3-(1-methylpiperidin-4-yl)propoxy]quinoline-3-carbonitrile