Trifluoroacetic acid → HCID 67529900, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl 7-(anthracen-9-ylmethoxy)-4-benzyl-3-phenylisoxazolo[4,5-c]pyridine-6-carboxylate (110 mg, 0.23 mmol) was dissolved in 2 mL of CH2Cl2 and cooled in an ice bath. Trifluoroacetic acid (0.18 mL, 2.30 mmol) was added and the mixture was stirred at 0° C. for 20 min. Solvent and excess TFA were evaporated off, and the residue was partitioned between 20 mL of EtOAc and 20 mL of saturated sodium bicarbonate solution. The pH of the mixture was adjusted to 3 by addition of 4M hydrochloric acid. The aqueous layer was extracted with additional EtOAc and the combined organic layer was dried over MgSO4 and concentrated. Purification of the residue by flash chromatography (0-40% EtOAc/hexanes) gave 36 mg of the title compound. MS: (+) m/z 375.37 (M+1).

Provenance & Evidence