Hydrochloric Acid → HCID 25117747, compound

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Reaction Steps

A solution of 3-{4-[(R)-1-(2-phenoxy-acetyl)-piperidin-2-yl]-thiazol-2-yl}-benzoic acid methyl ester (0.030 g, 0.069 mmol) (prepared as illustrated in example 24) in methanol (0.5 mL) was treated with 1N KOH (0.14 mL, 0.14 mmol). The mixture was stirred at room temperature for 16 h, then diluted with water (0.5 mL) and acidified to pH 1 with HCl 0.5N. A white solid precipitated, which was filtered to yield 3-{4-[(R)-1-(2-phenoxy-acetyl)-piperidin-2-yl]-thiazol-2-yl}-benzoic acid (0.022 g, 76%), MS (ISP): 421.3 (M−H). 1H-NMR (CDCl3, 300 MHz): 13.33 (1H, bs), 8.44 (1H, s), 8.15 (1H, d), 8.04 (1H, d), 7.65 (1H, m), 7.23 (2H, m), 6.92 (3H, m), 5.76+5.33 (1H, bs), 4.94 (2H, m), 4.34+3.80 (1H, bd), 3.32 (3H, m), 1.64 (4H, m).

Provenance & Evidence