4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-ol

Base Information

• Chemical Name: 4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-ol
• CAS No.: 196603-96-0
• Molecular Formula: C15H11BrFN3O2
• Molecular Weight: 364.174
• Hs Code.: 2933990090
• Mol file: 196603-96-0.mol

Synonyms:4-[(4-Bromo-2-fluorophenyl)amino]-6-methoxyquinazolin-7-ol;

Chemical Property of 4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-ol

Chemical Property:

• Melting Point: 268-270 °C
• Boiling Point: 470.985 °C at 760 mmHg
• PKA: 5.51±0.40(Predicted)
• Flash Point: 238.643 °C
• PSA: 67.27000
• Density: 1.664 g/cm³
• LogP: 4.06220
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99.0%, High purity. ^*data from raw suppliers

4-[(4-Bromo-2-fluorophenyl)amino]-6-methoxy-7-Quinazolinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(4-Bromo-2-fluoroanilino)-7-hydroxy-6-methoxyquinazolin is used in the synthesis of [18F]-(R)-FEPAQ, a potential PET imaging agent for VEGFR2. This would be helpful in the imaging of VEGFR in cance r patients.

Technology Process of 4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-ol

There total 36 articles about 4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazolin-7-ol 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: 99.0%

7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine hydrochloride (768350-54-5) → 4-(4-bromo-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline (196603-96-0)

Guidance literature:

7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine hydrochloride; With trifluoroacetic acid; for 1.5h; Heating / reflux;

With ammonia; In methanol; water; pH=11;

Reference yield: 93.7%

(E)-N,N'-bis(4-bromo-2-fluorophenyl)formamidine + 2-amino-4-hydroxy-5-methoxybenzonitrile → 4-(4-bromo-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline (196603-96-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; at 110 ℃; for 5h;

Reference yield: 82.0%

7-benzyloxy-4-(4-bromo-2-fluorophenylamino)-6-methoxyquinazoline hydrochloride → 4-(4-bromo-2-fluorophenylamino)-7-hydroxy-6-methoxyquinazoline (196603-96-0)

Guidance literature:

In methanol; trifluoroacetic acid;

upstream raw materials:

7-(benzyloxy)-N-(4-bromo-2-fluorophenyl)-6-methoxyquinazolin-4-amine hydrochloride

4-bromo-2-fluoroaniline

2-amino-4-benzyloxy-5-methoxybenzamide

7-benzyloxy-6-methoxy-3,4-dihydroquinazolin-4-one

Downstream raw materials:

N-(4-bromo-2-fluorophenyl)-6-methoxy-7-[2-(1H-1,2,3-triazol-1-yl)ethoxy]quinazoline-4-amine

N-Desmethylvandetanib

4-(4-bromo-2-fluoroanilino)-6-methoxy-7-[2-(piperidin-4-yl)ethoxy]quinazoline

4-(((4-((4-bromo-2-fluorophenyl)amino)-6-methoxyquinazolin-7-yl)oxy)methyl)piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 -. "A where the shall he loni intermediate and its preparation method". Paragraph 0115; 0116. . Retrieved 2019/04/04.
• 2、 Lim, Chae Jo,Oh, Kwang-Seok,Ha, Jae Du,Lee, Jeong Hyun,Seo, Ho Won,Chae, Chong Hack,Kim, Dae-Ghon,Lee, Mi-Jin,Lee, Byung Ho. "4-Substituted quinazoline derivatives as novel EphA2 receptor tyrosine kinase inhibitors". . p. 4080 - 4083. Retrieved 2014/09/29.