Boronic Acid → HCID 131732938, compound

Participants

Reaction Steps

Examples 53, 54, and 55 are also obtained via coupling {(S)-6-[(R)-4-bromo-7-fluoroindan-1-yloxy]-2,3-dihydrobenzofuran-3-yl}-acetic acid (Example 63) or {(S)-6-[(R)-7-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indan-1-yloxy]-2,3-dihydrobenzofuran-3-yl}-acetic acid with the corresponding coupling partner bearing a metal or pseudo-metal group, e.g., boronic acid or ester, or a leaving group, e.g., Cl or Br, at the carbon to be coupled. Accordingly, Example 53 is obtained from, e.g., 4-[3,5-dimethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenoxy]-2-methylbutanol or the corresponding boronic acid (Intermediate 23) and [(S)-6-((R)-4-bromo-7-fluoroindan-1-yloxy)-2,3-dihydrobenzofuran-3-yl]-acetic acid (e.g., as acid or the piperazinium or morpholinium salt) or from, e.g., 4-(4-bromo-3,5-dimethylphenoxy)-2-methylbutanol and {(S)-6-[(R)-7-fluoro-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-indan-1-yloxy]-2,3-dihydrobenzofuran-3-yl}-acetic acid (e.g., as acid or the piperazinium or morpholinium salt), as described below.

Provenance & Evidence