174265-12-4

2-Bromo-5-chlorobenzaldehyde is an important class of pharmaceutical intermediates which can be used in the synthesis of a variety of drugs. 2-Bromo-5-chlorobenzaldehyde can be used in the preparation of the compound 3-chloro-14-cyclohexyl-6-[2-(dimethylamino)ethyl]-7-oxo-5,6,7,8-tetrahydroindolo[2,1-a][2,5]benzo[di-acridine]-11-carboxylic acid, which can be used in the treatment or prevention of viral infections.

Step 2: Synthesis of 2-bromo-5-chlorobenzaldehyde; Preparation was carried out with reference to the literature method (J. Am. Chem. Soc. 2002, 124(7), 1354): a mixture of activated powdered 4A molecular sieves (800 mg/mmol of substrate), N-methylmorpholine-N-oxide (2 eq.) and 2-bromomethyl-5-chlorobenzaldehyde (1 eq.) was stirred for 2 hours at 0°C in a N -methylpyrrolidone (0.16 M) were stirred for 2 hours. Upon completion of the reaction, the reaction mixture was filtered through a diatomaceous earth pad and the filtrate was subsequently concentrated under vacuum to afford the target product 2-bromo-5-chlorobenzaldehyde in 92% yield.

[1] Patent: WO2006/46030, 2006, A2. Location in patent: Page/Page column 28
[2] Journal of the American Chemical Society, 2002, vol. 124, # 7, p. 1354 - 1363