2,6-Dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-amine

Base Information

• Chemical Name: 2,6-Dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-amine
• CAS No.: 106635-86-3
• Molecular Formula: C19H17 F3 N2 O3
• Molecular Weight: 378.351
• European Community (EC) Number: 600-759-3
• DSSTox Substance ID: DTXSID10431341
• Nikkaji Number: J641.956I
• Wikidata: Q81985941
• Mol file: 106635-86-3.mol

Synonyms:106635-86-3;2,6-dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-amine;2,6-Dimethoxy-4-methyl-5-(3-(trifluoromethyl)phenoxy)quinolin-8-amine;SCHEMBL5312176;DTXSID10431341;WR-249327;FT-0766706;EN300-6743048;Z3247543919;2,6-Dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]-8-quinolinamine;8-amino-2,6-dimethoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline

Chemical Property of 2,6-Dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-amine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.583
• Boiling Point: 486.277°C at 760 mmHg
• Flash Point: 247.892°C
• PSA: 66.60000
• Density: 1.316g/cm³
• LogP: 5.53490
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 378.11912689
• Heavy Atom Count: 27
• Complexity: 493

Purity/Quality:

98%min ^*data from raw suppliers

Tafenoquine succinate >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC2=C1C(=C(C=C2N)OC)OC3=CC=CC(=C3)C(F)(F)F)OC

Technology Process of 2,6-Dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-amine

There total 6 articles about 2,6-Dimethoxy-4-methyl-5-[3-(trifluoromethyl)phenoxy]quinolin-8-amine 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: 86.0%

methanol (67-56-1) + 8-amino-2-chloro-6-methoxy-4-methyl-5-<3-(trifluoromethyl)phenoxy>quinoline (106635-85-2) → 8-amino-2,6-dimethoxy-4-methyl-5-<3-(trifluoromethyl)phenoxy>quinoline (106635-86-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; paraffin; at 90 ℃; for 1h;

DOI:10.1021/jm00128a010

Reference yield:

8-nitro-2,6-dimethoxy-5-(3-trifluoromethyl)phenoxy-4-methylquinoline (189746-15-4) → 8-amino-2,6-dimethoxy-4-methyl-5-<3-(trifluoromethyl)phenoxy>quinoline (106635-86-3)

Guidance literature:

With hydrazine hydrate; palladium; In ethanol; water;

Reference yield:

8-amino-6-methoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline (82333-41-3) → 8-amino-2,6-dimethoxy-4-methyl-5-<3-(trifluoromethyl)phenoxy>quinoline (106635-86-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / xylene / 24 h / Heating

2: 63 percent / 100percent m-chloroperbenzoic acid / CHCl₃ / 41 h / Ambient temperature

3: 75 percent / POCl₃ / CHCl₃ / 2 h / Heating

4: 89 percent / N₂H₄*H₂O / ethanol; H₂O / 3 h / Heating

5: 86 percent / NaH / dimethylformamide; paraffin / 1 h / 90 °C

With sodium hydride; hydrazine hydrate; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In ethanol; chloroform; water; N,N-dimethyl-formamide; paraffin; xylene;

DOI:10.1021/jm00128a010

upstream raw materials:

methanol

8-amino-2-chloro-6-methoxy-4-methyl-5-<3-(trifluoromethyl)phenoxy>quinoline

8-amino-6-methoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline

6-methoxy-4-methyl-8-phthalimido-5-<3-(trifluoromethyl)phenoxy>quinoline

Downstream raw materials:

2,6-dimethoxy-4-methyl-8-<(4-phthalimido-1-methylbutyl)amino>-5-<3-(trifluoromethyl)phenoxy>quinoline

8-[(1-methyl-4-nitrobutyl)amino]-2,6-dimethoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline

tafenoquine