6-methoxy-4-methyl-8-<(1'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline

Base Information

• Chemical Name: 6-methoxy-4-methyl-8-<(1'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline
• CAS No.: 98586-92-6
• Molecular Formula: C₃₁H₂₈F₃N₃O₄S
• Molecular Weight: 595.642
• Mol file: 98586-92-6.mol

Synonyms:

Chemical Property of 6-methoxy-4-methyl-8-<(1'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-methoxy-4-methyl-8-<(1'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline

There total 3 articles about 6-methoxy-4-methyl-8-<(1'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline 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:

2-(2-bromoethyl)isoindoline-1,3-dione (574-98-1) → 6-methoxy-4-methyl-8-<(1'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline (98586-92-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / sodium ethoxide / ethanol / 1 h / Heating

2: 81 percent / NaBH₄ / tetrahydrofuran / 1.) a) 0 deg C, 2 h, b) 25 deg C, 2 h, 2.) 50 deg C, 2 h

3: 1.) (p-bromophenyl)sulfonyl chloride, pyridine, 2.) Et₃N / 1.) 25 deg C, 3 h, 2.) 90-100 deg C, 25 h

With pyridine; sodium tetrahydroborate; sodium ethanolate; triethylamine; 4-bromobenzenesulfonyl chloride; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00150a035

Reference yield:

5-oxo-1-phthalimido-3-thiahexane (98586-88-0) → 6-methoxy-4-methyl-8-<(1'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline (98586-92-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / NaBH₄ / tetrahydrofuran / 1.) a) 0 deg C, 2 h, b) 25 deg C, 2 h, 2.) 50 deg C, 2 h

2: 1.) (p-bromophenyl)sulfonyl chloride, pyridine, 2.) Et₃N / 1.) 25 deg C, 3 h, 2.) 90-100 deg C, 25 h

With pyridine; sodium tetrahydroborate; triethylamine; 4-bromobenzenesulfonyl chloride; In tetrahydrofuran;

DOI:10.1021/jm00150a035

Reference yield:

8-amino-6-methoxy-4-methyl-5-(3-trifluoromethylphenoxy)quinoline (82333-41-3) + 5-hydroxy-1-phthalimido-3-thiahexane (98586-89-1) → 6-methoxy-4-methyl-8-<(2'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline (98586-93-7) + 6-methoxy-4-methyl-8-<(1'-methyl-5'-phthalimido-3'-thiapentyl)amino>-5-quinoline (98586-92-6)

Guidance literature:

With pyridine; triethylamine; 4-bromobenzenesulfonyl chloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) 25 deg C, 3 h, 2.) 90-100 deg C, 25 h;

DOI:10.1021/jm00150a035

upstream raw materials:

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

5-hydroxy-1-phthalimido-3-thiahexane

2-(2-bromoethyl)isoindoline-1,3-dione

5-oxo-1-phthalimido-3-thiahexane

Downstream raw materials:

8-[(5'-amino-1'-methyl-3'-thiapentyl)amino]-6-methoxy-4-methyl-5-[m-(trifluoromethyl)phenoxy]quinoline