1,5-Dibromopentane → HCID 70055769, compound

Participants

Reaction Steps

To a suspension of 4-[2-(4-hydroxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-6-yl]benzoic acid ethyl ester (1 g) and potassium carbonate (4 g) in N,N-dimethylformamide (50 ml) was added 1,5-dibromopentane (2 ml) and the mixture was stirred at room temperature for 6 hours. The reaction mixture was pulverized with ethyl acetate. The precipitate was collected by filtration, washed with water and methanol. To a suspension of the powder in methanol (10 ml) was added sodium methylate (28% in methanol) (20 ml) and the mixture was stirred at 80° C. for 19 hours. The reaction mixture was pulverized with water. The precipitate was collected by filtration, washed with water, methanol and diisopropyl ether and dried to give 4-[2-[4-(5-methoxypentyloxy)phenyl]imidazo[2,1-b][1,3,4]thiadiazol-6-yl]benzoic acid methyl ester (479 mg).

Provenance & Evidence