Synthesis
7-Bromo-2-chloroquinoline (2) was used as starting material and reacted with sodium methanol to prepare 7-bromo-2-methoxyquinoline (1) in 98% yield. The melting point of the product was 68-69 °C. The nuclear magnetic resonance hydrogen spectrum (1H NMR, 300 MHz, CDCl3) data were as follows: δ 8.05 (d, 1H, J = 1.8 Hz), 7.93 (d, 1H, J = 8.7 Hz), 7.57 (d, 1H, J = 9.0 Hz), 7.47 (dd, 1H, J = 8.7 Hz, 1.8 Hz), 6.91 (d, 1H, J = 9.0 Hz), 4.00 (s, 3H). The mass spectrum (MS, APCI, pos. 30V) showed a molecular ion peak m/z of 239.06 ([M + H]+).
References
[1] European Journal of Medicinal Chemistry, 2010, vol. 45, # 4, p. 1657 - 1662
[2] European Journal of Medicinal Chemistry, 2017, vol. 127, p. 621 - 631
[3] Journal of Medicinal Chemistry, 1988, vol. 31, # 10, p. 2048 - 2056
