Cedirannib

Base Information

• Chemical Name: Cedirannib
• CAS No.: 557795-03-6
• Molecular Formula: C25H27FN4O3
• Molecular Weight: 450.5052832
• Mol file: 557795-03-6.mol

Synonyms:Cedirannib

Chemical Property of Cedirannib

Chemical Property:

• PSA: 72.50000
• LogP: 5.16210

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cedirannib

There total 20 articles about Cedirannib 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%

1-(3-chloropropyl)pyrrolidine (39743-20-9) + 4-[(4-fluoro-2-methyl-1H-indol-5-yl)oxy]-6-methoxyquinazolin-7-ol → cediranib (288383-20-0,557795-03-6)

Guidance literature:

With potassium carbonate; In 1-methyl-pyrrolidin-2-one; tert-butyl methyl ether; at 72 ℃; for 21.5h; Concentration; Kinetics; Inert atmosphere;

DOI:10.1021/acs.joc.8b02458

Reference yield: 80.0%

4-fluoro-2-methyl-1H-indol-5-ol (288385-88-6) + 4-chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline (199327-69-0) → cediranib (288383-20-0,557795-03-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 70 - 75 ℃; for 5.5h; Inert atmosphere;

Reference yield: 78.0%

7-hydroxy-4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxyquinazoline (574745-76-9) + 4-azoniaspiro[3,4]octane bromide (1022112-44-2) → cediranib (288383-20-0,557795-03-6)

Guidance literature:

With potassium carbonate; In 1-methyl-2-pyrrolidine; tert-butyl methyl ether; at 80 ℃; for 3.5h; Product distribution / selectivity;

upstream raw materials:

1-(3-chloropropyl)pyrrolidine

7-hydroxy-4-(4-fluoro-2-methyl-1H-indol-5-yloxy)-6-methoxyquinazoline

4-azaspiro[3.4]octan-4-ium chloride

4-azoniaspiro[3,4]octane bromide

Downstream raw materials:

cediranib maleate

Refernces

• 1、 -. "Preparation method of vascular endothelial growth factor (VEGF) receptor tyrosine kinase inhibitor Cediranib". Paragraph 0013-0015. . Retrieved 2018/06/15.
• 2、 -. "Preparation method for anti-cancer drug of Cediranib". Paragraph 0017; 0018; 0019. . Retrieved 2018/08/04.