Quinazolinone vasoinhibitors, and preparation method and medical application thereof
A pharmaceutical and compound technology, applied in the field of quinazolinone vascular inhibitors, can solve the problem of tumor blood vessels being sensitive to drugs and vulnerable to damage
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[0050] The specific embodiment (described embodiment is only used to illustrate the present invention, is not used to limit the present invention)
Embodiment 1
[0054] Preparation of 3-methoxy-4-benzyloxybenzaldehyde (2)
[0055] Dissolve 3-methoxy-4-hydroxybenzaldehyde 1 (10g, 65.8mmol) in 120mL ethanol, add K 2 CO 3 (11.8g, 85.5mmol), benzyl chloride (11.4mL, 98.7mmol), reflux for 5 hours. The reaction solution was filtered to remove the filter residue, concentrated to dryness, and the crude product was recrystallized from ethanol to obtain a white solid 2 (13.6 g, 85.5%). m.p.56-57℃ (literature m.p.59℃); EI-MSm / z: 242(M+).
Embodiment 2
[0057] Preparation of 3-methoxy-4-benzyloxy-6-nitrobenzaldehyde (3)
[0058] 3-Methoxy-4-benzyloxybenzaldehyde 2 (13.6 g, 41 mmol) was slowly added into concentrated nitric acid (95 mL) at 10°C. After the addition was complete the reaction was stirred at 15°C for two hours. The reaction solution was poured into ice water, stirred, and filtered to obtain yellow solid 3 (12.9 g, 80%). m.p.: 127-130°C (literature m.p.131°C). EI-MS m / z: 287(M+).
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