Lithium Hydroxide → HCID 16047780, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture 8-bromo-10-fluoro-2-hydroxy-5,11-dihydro-6H-benzo[a]carbazole-3-carboxylic acid methyl ester (50 mg, 0.13 mmol) (example 19, step 1), allyltributyl tin (56 mg, 0.15 mmol), cesium fluoride (38 mg, 0.25 mmol) dioxane (2 mL, anhydrous), is added palladium bis(tri-tert-butylphosphine) (4 mg, 5% mmol) in a microwave reaction tube. The tube is sealed and the mixture is purged with N2 for 3 min and heated at 100° C. for 3 h. Then the mixture is cooled to room temperature and filtered. The filtrate is concentrated and re-dissolved in EtOH/H2O (1 mL/0.1 mL). To the mixture is added lithium hydroxide (30 mg, 1.3 mmol). The mixture is heated at 120° C. for 6 min under microwave irradiation. Then the crude mixture is filtered and applied to mass-trigger preparative HPLC for purification. The title compound is obtained as a yellow solid; ESMS m/z 338.1 (M+H+).

Provenance & Evidence