Sodium Methoxide → 6-Chloro-7-(4-(2-(2-cyclopropyl-6-(trifluoromethyl)pyridin-3-yl)ethylcarbamoyl)phenoxy)chroman-4-carboxylic acid sodium salt

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Reaction Steps

6-Chloro-7-(4-(2-(2-cyclopropyl-6-(trifluoromethyl)pyridin-3-yl)ethylcarbamoyl)phenoxy)chroman-4-carboxylic acid (15 mg, 0.027 mmol) was diluted with methanol (1 mL) followed by the addition of NaOMe in methanol (53 μL, 0.027 mmol). After stirring for 2 hours, the reaction was concentrated and dried under high vacuum pressure for 2 hours. The material was diluted with hexanes, sonicated and concentrated to afford 6-chloro-7-(4-(2-(2-cyclopropyl-6-(trifluoromethyl)pyridin-3-yl)ethylcarbamoyl)phenoxy)chroman-4-carboxylic acid sodium salt (15 mg, 0.027 mmol, 100% yield) as a white solid. MS (es+apci, positive) m/z=561.1. 1H NMR (400 MHz, D6 DMSO) δ 8.59 (br s, 1H), 7.81 (d, 2H), 7.75 (d, 1H), 7.54 (d, 1H), 7.49 (s, 1H), 6.95 (d, 2H), 6.57 (s, 1H), 4.17 (br s, 2H), 3.55-3.53 (m, 3H), 3.35-3.31 (m, 4H), 3.11-3.09 (m, 2H), 2.47-2.43 (m, 1H), 2.21-2.17 (m, 1H), 1.92-1.87 (m, 1H).

Provenance & Evidence