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

Boiling point:

471.5±45.0 °C(Predicted)

Density 

1.425

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

5.22±0.30(Predicted)

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

Uses

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

Synthesis

General procedure for the synthesis of 4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol acetate from 3-chloro-4-fluoroaniline and 6-acetoxy-4-chloro-7-methoxyquinazoline: at 65°C, AuCl (4.2 g, 18 mmol), 6-acetoxy-4-chloro-7-methoxyquinazoline (12.6 g, 50 mmol) and 3-chloro-4-fluoroaniline (12.3 g, 85 mmol) were dissolved in 50 mL of methanol for substitution reaction. After completion of the reaction, the reaction mixture was filtered. The filtrate was concentrated and washed with petroleum ether to afford 16.9 g of the intermediate 4-(3-chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol acetate in 93.4% yield and 99.91% purity.

References

[1] Bioorganic and Medicinal Chemistry, 2010, vol. 18, # 2, p. 870 - 879
[2] Patent: CN105693630, 2016, A. Location in patent: Paragraph 0033
[3] Patent: CN106045980, 2016, A. Location in patent: Paragraph 0024; 0025; 0026
[4] Patent: CN108047209, 2018, A. Location in patent: Paragraph 0041; 0047; 0048
[5] Patent: WO2013/71697, 2013, A1. Location in patent: Paragraph 00195

4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-yl acetate(788136-89-0)Related Product Information

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• Iminodiacetic acid
• Nitrilotriacetic acid
• Cellulose acetate
• Ammonium acetate
• Vinyl acetate
• 2-Methoxyethanol
• Ethyl acetate
• Goserelin acetate
• Ethyl 3-aminopropanoate hydrochloride
• Butyl acetate
• Ethyl methoxyacetate
• Sodium acetate
• Methoxyacetic acid
• Benzyl acetate
• 4-(3-Chloro-4-fluorophenylamino)-7-methoxyquinazolin-6-ol
• Magnesium acetate
• 4-(3-Chloropropyl)morpholine