Lithium Hydroxide → HCID 25056270, compound

Participants

Reaction Steps

A reaction mixture of (R)-ethyl 3-(4-hydroxyphenyl)-2-methylpropanoate (40.0 mg, 192 μmol), 5-(chloromethyl)-2-(1,1-dimethylethyl)-2′-fluoro-5′-(methyloxy)-1,1′-biphenyl A (58.9 mg, 192 μmol) and cesium carbonate (125.1 mg, 384 μmol) in DMSO (1.0 mL) was stirred at room temperature for 16 hours. Lithium hydroxide (0.3 mL, 3.33 M in water) and DMSO (1.0 mL) were added, and the resulting mixture was stirred at room temperature for 16 hours. The reaction mixture was purified by preparative HPLC (reverse phase) to give the title compound 26. 1H NMR (400 MHz, CD3CN) δ ppm 1.11 (d, J=6.65 Hz, 3H) 1.23 (s, 9H) 2.62-2.71 (m, 2H) 2.89 (s, 1H) 3.79 (s, 3H) 5.04 (s, 2H) 6.84-6.98 (m, 4H) 7.07-7.15 (m, 4H) 7.44 (dd, J=8.22, 1.96 Hz, 1H) 7.64 (d, J=8.22 Hz, 1H). MS ESI (neg.) m/e: 449.2 (M−H)+.

Provenance & Evidence