Ammonia → HCID 86760621, compound

Participants

Reaction Steps

To the product from Step A (0.17 g, 0.64 mmol) in DMF (5 mL) was added HOBT (0.041 g, 0.30 mmol), and EDCI (0.18 g, 0.96 mmol), followed by a solution of ammonia in dioxane (0.5 M, 0.18 g, 0.96 mmol). After 18 h, a saturated aqueous solution of ammonium chloride (20 mL) was added. The mixture was extracted with ethyl acetate (3×50 mL) and the combined extracts were washed with brine, dried and evaporated. The residue was purified by chromatography (silica, 50% ethyl acetate in hexane, ethyl acetate) to give an oil (0.14 g, 92%): MS (ES) m/z 245 (M+); 1H NMR (CDCl3) 8.11 (1H, s), 8.08 (1H, s), 7.81 (1H, d, J=8.0 Hz), 7.52 (1H, d, J=8.0 Hz), 4.43 (2H, m), 4.15 (1H, m), 1.36 (3H, d, J=8.0 Hz).

Provenance & Evidence