4-chloro-6-(Methyloxy)-7-{[3-(4-Morpholinyl)propyl]oxy}quinoline

Base Information

• Chemical Name: 4-chloro-6-(Methyloxy)-7-{[3-(4-Morpholinyl)propyl]oxy}quinoline
• CAS No.: 205448-32-4
• Molecular Formula: C17H21ClN2O3
• Molecular Weight: 336.818
• Mol file: 205448-32-4.mol

Synonyms:4-chloro-6-methoxy-7-[[3-(morpholin-4-yl)propyl]oxy]quinoline;4-chloro-6-methyloxy-7-(4-(3-morpholino-propoxy))quinoline;4-chloro-6-methoxy-7-(4-(3-morpholinopropoxy))quinoline;4-chloro-6-methoxy-7-[(3-morpholinopropyl) oxy]quinoline;4-chloro-6-methoxy-7-[3-(4-morpholinyl)propoxy]quinoline;4-(3-((4-chloro-6-methoxyquinolin-7-yl)oxy)propyl)morpholine;

Chemical Property of 4-chloro-6-(Methyloxy)-7-{[3-(4-Morpholinyl)propyl]oxy}quinoline

Chemical Property:

• Melting Point: 174 - 175 °C
• PSA: 43.82000
• LogP: 2.93580

Purity/Quality:

99% ^*data from raw suppliers

4-(3-((4-Chloro-6-methoxyquinolin-7-yl)oxy)propyl)morpholine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-chloro-6-(Methyloxy)-7-{[3-(4-Morpholinyl)propyl]oxy}quinoline

There total 19 articles about 4-chloro-6-(Methyloxy)-7-{[3-(4-Morpholinyl)propyl]oxy}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: 94.4%

6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinolin-4-ol, sodium salt (1167053-13-5,205448-38-0) → 4-chloro-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline (205448-32-4)

Guidance literature:

With trichlorophosphate; for 3h; Reflux;

DOI:10.1016/j.ejmech.2018.01.061

Reference yield: 83.0%

4-(3-chloropropyl)morpholine (7357-67-7) + 4-chloro-6-methoxy-7-hydroxyquinoline (205448-31-3) → 4-chloro-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline (205448-32-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 90 ℃; for 22h;

Reference yield: 80.4%

morpholine (110-91-8,99108-56-2) + 4-chloro-7-(3-chloropropoxy)-6-methoxyquinoline (861881-04-1) → 4-chloro-6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinoline (205448-32-4)

Guidance literature:

With potassium carbonate; sodium iodide; In N,N-dimethyl-formamide; at 85 ℃; for 10h;

DOI:10.1016/j.bmc.2019.05.007

upstream raw materials:

3-morpholin-4-ylpropan-1-ol

4-chloro-6-methoxy-7-hydroxyquinoline

morpholine

4-chloro-7-(3-chloropropoxy)-6-methoxyquinoline

Downstream raw materials:

foretinib

3-Fluoro-4-{[6-methoxy-7-(3-morpholinopropoxy)-4-quinolyl]oxy}-aniline

cyclopropane-1,1-dicarboxylic acid {3-fluoro-4-[6-methoxy-7-(3-morpholin-4-yl-propoxy)-quinolin-4-ylamino]-phenyl}-amide (4-fluoro-phenyl)-amide

N-(3-fluoro-4-((6-methoxy-7-(3-(morpholin-4-yl)propoxy)quinolin-4-yl)oxy)phenyl)-4-oxo-1-(2-(trifluoromethyl)phenyl)-1,4-dihydroquinoline-3-carboxamide

Refernces

• 1、 Fang, Sen-Biao,Li, Hui-Jing,Nan, Xiang,Wu, Rui,Wu, Yan-Chao,Zhang, Jing,Zhang, Zhi-Zhou. "Design, synthesis and biological evaluation of novel N-sulfonylamidine-based derivatives as c-Met inhibitors via Cu-catalyzed three-component reaction". . . Retrieved 2020/06/04.
• 2、 -. "Compound and application thereof in preparation of drugs for treating diseases caused by high expression of Flt3/c-Met kinase". . . Retrieved 2020/12/29.