Methanol → HCID 66751869, compound

Participants

Reaction Steps

Boron tribromide (80 ml of a 1M solution in CH2Cl2) was slowly added to a solution of 3-bromo-7-fluoro-6-methoxy-8-methyl-quinoline (5.40 g) in CH2Cl2 (300 ml) at 0° C., under an atmosphere of nitrogen. Upon warming to room temperature, the resulting brown mixture was stirred for 24 hrs and then treated with MeOH (100 ml), stirred for 1 hour and then concentrated under reduced pressure. The crude mixture was dissolved in ethyl acetate and washed with water, brine, dried over sodium sulphate anhydrous, filtered and concentrated under reduced pressure to obtain 3-bromo-7-fluoro-8-methyl-quinolin-6-ol as brown solid (5.01 g) which was used for the next step without any further purification. 1H NMR (DMSO-d6) δ ppm: 10.75 (1H, s); 8.75 (1H, d); 8.52 (1H, d); 7.18 (1H, d); 3.32 (3H, s); 2.56 (3H, d).

Provenance & Evidence