Methanesulfonate → 3-(4-[[3-Chloro-5-(4-methylcyclohex-1-en-1-yl)-1,2-thiazol-4-yl]methoxy]-2-(trifluoromethyl)phenyl)propanoic acid

Participants

Reaction Steps

The title compound was prepared according to the procedure described in Example 127, following Steps 6-7, by conversion of (3-chloro-5-(4-methylcyclohex-3-en-1-yl)isothiazol-4-yl)methanol to the corresponding mesylate and coupling with ethyl 3-(4-hydroxy-2-trifluoromethylphenyl)propanoate. Upon hydrolysis, compound 276 was afforded as an off-white solid. 1H NMR (300 MHz, CD3OD) δ: 7.24-7.30 (m, 1H), 7.10-7.23 (m, 1H), 7.06-7.10 (m, 1H), 6.13 (bs, 1H), 4.96 (s, 2H), 3.11 (t, J=7.6 Hz, 2H), 2.68 (t, J=7.6 Hz, 2H), 2.42-2.65 (m, 3H), 1.71-1.87 (m, 3H), 1.26-1.42 (m, 1H), 0.99 (d, J=6.3 Hz, 3H). 19F NMR (300 MHz, CD3OD) δ: −60.07. Mass spectrum (ESI, m/z): Calcd. for C21H21ClF3NO3S, 458.1 (M−H). found 458.2.

Provenance & Evidence