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9-BroMoacridine synthesis

9synthesis methods
-

Yield: 72%

Reaction Conditions:

with phosphorus tribromide at 0 - 100; for 24 h;Inert atmosphere;

Steps:

5.2.6 9-Bromoacridine (7)
PBr3 (19.5mL, 205mmol) was added dropwise to a 250mL round bottom flask containing 3 (4.0g, 20.5mmol) at 0°C under N2 atmosphere. After stirring at 110°C for 24h, the resultant solution was quenched by slow addition of H2O and an aqueous NaOH solution was added to the resultant mixture until pH=14. The crude product was extracted with CH2Cl2 (50mL×3). The combined organic extracts were washed with brine, dried over Na2SO4, filtrated, and concentrated under reduced pressure to obtain the title compound as a yellow solid (3.81g, 72%). 1H NMR (400MHz, Chloroform-d) δ 8.45 (d, J=8.8Hz, 2H), 8.27 (d, J=8.6Hz, 2H), 7.85-7.81 (m, 2H), 7.69-7.65 (m, 2H). MS (ESI) m/z calcd for C13H8BrN [M+ H]+, 258.0, found: 260.2.

References:

Song, Di;Zhang, Nan;Zhang, Panpan;Zhang, Na;Chen, Weijin;Zhang, Long;Guo, Ting;Gu, Xiaotong;Ma, Shutao [European Journal of Medicinal Chemistry,2021,vol. 221,art. no. 113480]