Ethanol → HCID 86664399, compound

Participants

Reaction Steps

Ethyl 6-chloro-7-(4-(6-(trifluoromethyl)benzo[d]thiazol-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate (50 mg, 0.087 mmol) was diluted with THF (500 μL) followed by the addition of aqueous NaOH (433 μL, 0.43 mmol) and ethanol (100 μL). After stirring for 2 hours, the reaction was diluted with ethyl acetate and 0.5N aqueous HCl. The layers were separated and the organic layer was concentrated to yield 6-chloro-7-(4-(6-(trifluoromethyl)benzo[d]thiazol-2-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid (35 mg, 0.064 mmol, 74% yield). MS (apci, positive) m/z=548.8. 1H NMR (400 MHz, D6 DMSO) δ 13.06 (br s, 1H), 8.54 (s, 1H), 8.19 (d, 2H), 7.95 (d, 1H), 7.86 (dd, 1H), 7.49 (s, 1H), 7.06 (d, 2H), 6.76 (s, 1H), 4.30-4.26 (m, 1H), 4.10 (dt, 1H), 3.86 (t, 1H), 2.26-2.20 (m, 1H), 2.11-2.02 (m, 1H).

Provenance & Evidence