3'-(2-Methyl-4-amino-5-fluoroquinoline-3-ylmethylthiomethyl)-alpha,alpha,alpha-trifluoroacetophenone

Base Information

• Chemical Name: 3'-(2-Methyl-4-amino-5-fluoroquinoline-3-ylmethylthiomethyl)-alpha,alpha,alpha-trifluoroacetophenone
• CAS No.: 370104-07-7
• Molecular Formula: C₂₀H₁₆F₄N₂OS
• Molecular Weight: 408.419
• DSSTox Substance ID: DTXSID601114933
• Nikkaji Number: J1.638.928E
• ChEMBL ID: CHEMBL108696
• Mol file: 370104-07-7.mol

Synonyms:3'-(2-Methyl-4-amino-5-fluoroquinoline-3-ylmethylthiomethyl)-alpha,alpha,alpha-trifluoroacetophenone;Aminoquinoline 27;CHEMBL108696;BDBM10503;VPRFBYAXJXJEIV-UHFFFAOYSA-N;DTXSID601114933;PD194388;1-[3-({[(4-amino-5-fluoro-2-methylquinolin-3-yl)methyl]sulfanyl}methyl)phenyl]-2,2,2-trifluoroethan-1-one;1-[3-[[[(4-Amino-5-fluoro-2-methyl-3-quinolinyl)methyl]thio]methyl]phenyl]-2,2,2-trifluoroethanone;370104-07-7

Chemical Property of 3'-(2-Methyl-4-amino-5-fluoroquinoline-3-ylmethylthiomethyl)-alpha,alpha,alpha-trifluoroacetophenone

Chemical Property:

• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 408.09194696
• Heavy Atom Count: 28
• Complexity: 547

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=C2C(=N1)C=CC=C2F)N)CSCC3=CC(=CC=C3)C(=O)C(F)(F)F

Technology Process of 3'-(2-Methyl-4-amino-5-fluoroquinoline-3-ylmethylthiomethyl)-alpha,alpha,alpha-trifluoroacetophenone

There total 8 articles about 3'-(2-Methyl-4-amino-5-fluoroquinoline-3-ylmethylthiomethyl)-alpha,alpha,alpha-trifluoroacetophenone 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: 27.0%

1-(3-(bromomethyl)phenyl)-2,2,2-trifluoroethanone (370104-05-5) + 4-amino-5-fluoro-2-methyl-3-(2-mercaptomethyl)quinoline (370103-96-1) → 4-amino-5-fluoro-2-methyl-3-(3-trifluoroacetylbenzylthiomethyl)quinoline (370104-07-7)

Guidance literature:

4-amino-5-fluoro-2-methyl-3-(2-mercaptomethyl)quinoline; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.166667h;

1-(3-(bromomethyl)phenyl)-2,2,2-trifluoroethanone; In N,N-dimethyl-formamide; at 50 ℃; for 0.5h; Further stages.;

DOI:10.1021/jm010826r

Reference yield:

3'-methyl-2,2,2-trifluoroacetophenone (1736-06-7) → 4-amino-5-fluoro-2-methyl-3-(3-trifluoroacetylbenzylthiomethyl)quinoline (370104-07-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 55 percent / NBS; benzoyl peroxide / CCl₄ / 5 h / Heating

2.1: NaH / dimethylformamide / 0.17 h / 20 °C

2.2: 27 percent / dimethylformamide / 0.5 h / 50 °C

With N-Bromosuccinimide; sodium hydride; dibenzoyl peroxide; In tetrachloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm010826r

Reference yield:

meta-bromotoluene (591-17-3) → 4-amino-5-fluoro-2-methyl-3-(3-trifluoroacetylbenzylthiomethyl)quinoline (370104-07-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Mg / diethyl ether / 1 h / Heating

1.2: 77 percent / diethyl ether / 2 h / Heating

2.1: 55 percent / NBS; benzoyl peroxide / CCl₄ / 5 h / Heating

3.1: NaH / dimethylformamide / 0.17 h / 20 °C

3.2: 27 percent / dimethylformamide / 0.5 h / 50 °C

With N-Bromosuccinimide; sodium hydride; magnesium; dibenzoyl peroxide; In tetrachloromethane; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/jm010826r

upstream raw materials:

1-(3-(bromomethyl)phenyl)-2,2,2-trifluoroethanone

4-amino-5-fluoro-2-methyl-3-(2-mercaptomethyl)quinoline

3'-methyl-2,2,2-trifluoroacetophenone

meta-bromotoluene