Water → HCID 57528977, compound

Participants

Reaction Steps

To a solution of ethyl ((1S)-5-{2-[5-methyl-2-(3-vinylphenyl)-1,3-oxazol-4-yl]ethoxy}-2,3-dihydro-1H-inden-1-yl)acetate (40 mg, 0.09 mmol) in ethanol (1.0 mL) and THF (1.0 mL) was added LiOH (39 mg) followed by water (1 mL). The reaction mixture was then stirred at rt for 4 h. The reaction mixture was then acidified to pH 5-6 and concentrated under reduced pressure. The residue redissolved in methanol, and filtered through a C8-Silica plug. The filtrate was then purified by preparative HPLC using with 10 to 70% acetonitrile in water to afford 27.2 mg (72%) of desired product. 1H NMR (CD2Cl2) δ 7.97 (s, 1H), 7.79 (d, 1H), 7.42 (d, 1H), 7.35 (t, 1H), 7.02 (d, 1H), 6.62-6.76 (m, 3H), 5.80 (d, 1H), 5.27 (d, 1H), 4.14 (t, 2H), 3.43 (qr, 1H), 2.90 (t, 2H), 2.66-2.83 (m, 3H), 2.29-2.43 (m, 5H), 1.67-1.72 (m, 1H). EI-LCMS(rel abundance), RT=3.95, m/z 404.4 (MH+, 72%).

Provenance & Evidence