Ethanol → HCID 67287176, compound

Participants

Reaction Steps

Ethyl 6-chloro-7-(4-(2-(6-cyclopropyl-2-(dimethylamino)pyridin-3-yl)ethylcarbamoyl)phenoxy)chroman-4-carboxylate (77 mg, 0.14 mmol) was diluted with terahydrofuran (1 mL) followed by the addition of aq. NaOH (341 μL, 0.68 mmol) and ethanol (500 μL). After stirring for 2 hours, the reaction was diluted with ethyl acetate and 2N aqueous HCl. The pH of the aqueous layer was adjusted to 6 with 1N aqueous NaOH and extracted with ethyl acetate. The ethyl acetate layer was dried over MgSO4, filtered and concentrated to yield 6-chloro-7-(4-(2-(6-cyclopropyl-2-(dimethylamino)pyridin-3-yl)ethylcarbamoyl)phenoxy)chroman-4-carboxylic acid (70 mg, 0.13 mmol, 96% yield).

Provenance & Evidence