N-(3-chloro-4-fluorophenyl)-7-Methoxy-6-aminoquinazolin-4-aMine Chemical Properties

Boiling point:

487.3±45.0 °C(Predicted)

Density 

1.458±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

pka

6.03±0.30(Predicted)

N-(3-chloro-4-fluorophenyl)-7-Methoxy-6-aminoquinazolin-4-aMine Usage And Synthesis

Synthesis

General procedure for the synthesis of N4-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitroquinazolin-4-amine from N-(3-chloro-4-fluorophenyl)-7-methoxyquinazolin-4,6-diamine: N-(3-chloro-4-fluorophenyl)-7-methoxy-6-nitroquinazolin-4-amine (10 g, 28.6 mmol) was dissolved in ethanol (200 mL) and THF (100 mL) in a solvent mixture. To this solution, water (50 mL) and saturated ammonium chloride solution (50 mL) were sequentially added at room temperature, followed by iron powder (6.5 g, 116 mmol). The reaction mixture was heated to 80 °C and the reaction was stirred at this temperature for 3 hours. After completion of the reaction, the mixture was filtered through diatomaceous earth and the filter cake was washed with ethanol. Water (100 mL) was added to the filtrate and a yellow-white solid precipitated. The solid was filtered and dried to afford the target compound N4-(3-chloro-4-fluorophenyl)-7-methoxyquinazoline-4,6-diamine (8 g, 88% yield) as a yellow solid.1H-NMR (400 MHz, DMSO-d6): δ 9.41 (s, 1H), 8.38 (s, 1H), 8.20-8.17 (m, 1H), 7.82- 7.80 (m, 1H), 7.41-7.37 (m, 2H), 5.36 (s, 2H), 3.97 (s, 3H).

References

[1] Patent: US2005/250761, 2005, A1. Location in patent: Page/Page column 22
[2] Patent: WO2018/119441, 2018, A1. Location in patent: Paragraph 00620; 00621
[3] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 7, p. 1495 - 1503
[4] Patent: WO2014/177038, 2014, A1. Location in patent: Paragraph 00194
[5] Patent: CN103987700, 2016, B. Location in patent: Paragraph 0186-0188

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