Sodium Hydroxide → HCID 67287361, compound

Participants

Reaction Steps

To ethyl 6-chloro-7-(4-(6-chloroquinolin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate (1.31 g, 2.44 mmol) in THF (12 mL) and ethanol (6 mL) was added NaOH (6.09 mL, 12.2 mmol) and the reaction stirred at ambient temperature for 3 hours. The reaction was diluted with ethyl acetate (25 mL) and 1N aqueous HCl (20 mL). THF was added as needed to keep the organic layer clear. The organic layer was separated, washed with brine, dried over magnesium sulfate and concentrated. The residue was triturated with DCM and the resulting solids were collected by filtration to provide the desired product (0.98 g, 1.92 mmol, 78.9% yield). MS (APCI)=509.0 (M+1).

Provenance & Evidence