Hydrochloric Acid → HCID 86759199, compound

Participants

Reaction Steps

A mixture of 3-{[7-(3-tert-butoxycarbonylamino-propoxy)-4-oxo-4H-quinolizine-2-carbonyl]-amino}-2-(pyrimidin-2-ylamino)-propionic acid (35 mg)in 4N HCl in dioxane (6 ml) was stirred for 0.5 hr at room temperature. The reaction mixture was evaporated down to dryness. NMR showed presence of small amount of starting material. The above procedure was repeated with 4N HCl in dioxane (room temperature, 45 minutes). The mixture was evaporated to dryness, triturated with ether, dissolved in water (6 ml) and lyophilized yielding pure product (XXI) (30 mg, 77%). Which was characterized by 1H NMR (400 MHz, CD3CD) δ: 8.42-8.92 (3H, broad signal with one doublet (J=2.2 Hz) in the middle), 7.90 (1H, d, J=9.6 Hz), 7.53 (!H, dd, J=2.3, 9.5 Hz), 7.34 (1H, d, J=1.3 Hz), 7.08 (1H, t, J=5.3 Hz), 6.89 (1H, d, J=1.7 Hz), 5.06 (1H, dd, J=4.2, 6.5 Hz), 4.30 (2H, t, J=5.8 Hz), 4.14 (1H, dd, J=4.2, 14.1 Hz), 3.93 (1H, dd, J=6.6, 14.1 Hz), 3.21(2H, t, J=7.2 Hz), 2.22-2.29 (2H, m).

Provenance & Evidence