4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl acetate

Base Information

• Chemical Name: 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl acetate
• CAS No.: 788136-89-0
• Molecular Formula: C17H13ClFN3O3
• Molecular Weight: 361.76
• Hs Code.: 2933990090
• Mol file: 788136-89-0.mol

Synonyms:6-Quinazolinol,4-[(3-chloro-4-fluorophenyl)amino]-7-methoxy-, acetate (ester) (9CI);6-Acetoxy-4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazoline;4-[(3-Chloro-4-fluorophenyl)amino]-7-methoxy-6-quinazolinol 6-acetate;

Chemical Property of 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl acetate

Chemical Property:

• Refractive Index: 1.649
• Boiling Point: 471.5 °C at 760 mmHg
• PKA: 5.22±0.30(Predicted)
• Flash Point: 238.9 °C
• PSA: 73.34000
• Density: 1.425 g/cm³
• LogP: 4.17280
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

4-((3-Chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-((3-Chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl Acetate, is an impurity of Gefitinib (G304000), an antineoplastic.

Technology Process of 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl acetate

There total 19 articles about 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl acetate 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: 100.0%

C11H11ClN2O3 (948551-62-0) + 4-chloro-3-fluoroaniline (367-22-6) → 4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate (788136-89-0)

Guidance literature:

In isopropyl alcohol; at 110 ℃; for 3h;

Reference yield: 99.0%

3-chloro-4-fluorophenylamine (367-21-5) + 6-acetoxy-4-chloro-7-methoxyquinazoline (230955-75-6) → 4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate (788136-89-0)

Guidance literature:

In isopropyl alcohol; for 2h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2009.11.035

Reference yield: 78.0%

(4-hydroxy-7-methoxyquinazolin-6-yl) acetate (179688-53-0) + 3-chloro-4-fluorophenylamine (367-21-5) → 4-((3-chloro-4-fluorophenyl)amino)-7-methoxyquinazolin-6-yl acetate (788136-89-0)

Guidance literature:

4-hydroxy-7-methoxyquinazolin-6-yl acetate; With thionyl chloride; In N,N-dimethyl-formamide; for 6h; Reflux;

3-chloro-4-fluorophenylamine; With triethylamine; In N,N-dimethyl-formamide; isopropyl alcohol; at 20 ℃; for 9h; Reflux;

DOI:10.1016/j.ejmech.2016.12.055

upstream raw materials:

3-chloro-4-fluorophenylamine

6-acetoxy-4-chloro-7-methoxyquinazoline

3H-6,7-dimethoxyquinazolin-4-one

6-hydroxy-7-methoxyquinazolin-4(3H)-one

Downstream raw materials:

6-(2-(3-(but-3-ynyl)-3H-diazirin-3-yl)ethoxy)-N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4-amine

4-(3'-chloro-4'-fluorophenylamino)-6-[3-(2-oxa-6-azaspiro[3.3]heptane-6-yl)propoxy]-7-methoxyquinazoline

4-(3'-chloro-4'-fluorophenylamino)-6-[2-(2-oxa-6-azaspiro[3.4]octane-6-yl)oxethyl]-7-methoxyquinazoline

6-(2-(2-aminoethylamino)ethoxy)-4-(3-chloro-4-fluoro-phenylamino)-7-methoxy quinazoline

Refernces

• 1、 -. "A preparation method of gefitinib (by machine translation)". Paragraph 0113-0115. . Retrieved 2019/05/16.
• 2、 -. "EGFR PROTEOLYSIS TARGETING CHIMERIC MOLECULES AND ASSOCIATED METHODS OF USE". Paragraph 00566; 00567. . Retrieved 2018/07/29.