HCID 86680457, compound → HCID 86680459, compound

Participants

Reaction Steps

The product from Example 152B (157 mg, 0.436 mmol) was dissolved in 2 mL of 4 M HCl-dioxane and stirred at room temperature for 30 minutes. The mixture was concentrated under a stream of nitrogen and the residue was purified by chromatography on a 12 g silica gel column, eluting with 2.5% methanol (containing 2 N ammonia) in dichloromethane for 3 minutes followed by a gradient to 10% methanol (2 N ammonia) in dichloromethane to afford the title compound as a colorless glass (102 mg, 90%). 1H NMR (300 MHz, CDCl3) δ ppm 8.24-8.20 (m, 1H), 8.15 (d, J=1.4 Hz, 1H), 5.80 (t, J=2.6 Hz, 1H), 5.43-5.32 (m, 1H), 5.22 (p, J=1.4 Hz, 1H), 3.77-3.68 (m, 1H), 3.12 (ddd, J=7.2, 5.3, 1.8 Hz, 1H), 3.03-2.93 (m, 2H), 2.84 (ddt, J=7.3, 5.8, 2.9 Hz, 1H), 2.55-2.44 (m, 1H), 2.37-2.21 (m, 4H), 2.20-2.15 (m, 3H), 2.00-1.83 (m, 2H).

Provenance & Evidence