Dimethylformamide → HCID 86647506, compound

Participants

Reaction Conditions

Reaction Steps

5.26 g of ethyl α-bromophenylacetate and 4.23 g of potassium carbonate (powder) were added to N,N-dimethylformamide (50 mL) suspension of 10.0 g of 9-{4-[(5-methyl-2-phenyloxazole-4-yl)methoxy]-3-methoxybenzyl}-9H-carbazole-4-ol, and stirred at 60° C. for 2 hours. After the reaction mixture was allowed to cool, water and ethanol were added, the crystalline precipitate was isolated by filtration, and 24 g of ethyl (±)-2-{9-[3-methoxy-4-((5-methyl-2-phenyl-oxazole-4-yl)methoxy)-benzyl]-9H-carbazole-4-yloxy}-2-phenylacetate (undried) was prepared. This was dissolved in mixture of ethanol-tetrahydrofuran, 4.1 mL of 5 N sodium hydroxide solution was added and stirred at 60° C. for 1 hour. The reaction mixture was allowed to cool, and then adjusted to pH3 with 1 N hydrochloric acid, the crystalline precipitate was isolated by filtration, washed with ethyl acetate, dried under reduced pressure, and 10.6 g of the subject compound was prepared as white crystal.

Provenance & Evidence