Trifluoroacetic acid → 6-Chloro-7-(4-(6-(4-chlorophenyl)pyridin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid

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Reaction Steps

Enantiomer 2 of tert-butyl 6-chloro-7-(4-(6-(4-chlorophenyl)pyridin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylate (10 mg, 0.017 mmol) was diluted with dichloromethane (100 μL) followed by the addition of trifluoroacetic acid (100 μL). After stirring for 2 hours, the reaction was concentrated to yield Enantiomer 2 of 6-chloro-7-(4-(6-(4-chlorophenyl)pyridin-2-ylcarbamoyl)phenoxy)chroman-4-carboxylic acid (9.0 mg, 0.017 mmol, 99% yield). MS (apci, positive) m/z=535.1. 1H NMR (400 MHz, CDCl3) δ 9.03 (br s, 1H), 8.35 (d, 1H), 7.96 (d, 2H), 7.90-7.85 (m, 4H), 7.48-7.42 (m, 4H), 7.05 (d, 2H), 6.60 (s, 1H), 4.29-4.23 (m, 2H), 3.82 (t, 1H), 2.36 (dd, 1H), 2.19-2.10 (m, 1H).

Provenance & Evidence