Diethylamine → HCID 23521309, compound

Participants

Reaction Steps

To a stirred mixture of [3S/R, (2S)]-5-fluoro-4-oxo-3-{[1-(phenothiazine-10-carbonyl)piperidine-2-carbonyl]amino}-pentanoic acid (200 mg, 0.4 mmol), prepared as in Example 1, in anhydrous DCM (4 ml), was added carbodiimide (74 mg, 0.44 mmol) and a diethylamine (0.62 ml, 6 mmol). The mixture was stirred at room temperature for 16 h then concentrated under reduced pressure. The residue was purified by flash chromatography (2.5% Methanol in dichloromethane) to afford the title compound as a white solid (25.3 mg, 11%): 1H NMR (400 MHz, CDCl3) δ 1.00-1.23 (6H, m), 1.45-1.67 (6H, m), 2.18 (1H, m), 2.74 (1H, m), 2.92 (1H, m), 3.21-3.33 (4H,m), 3.65 (1H, m), 4.68 (1H, m), 4.85 (1H, m), 4.98-5.36 (2H, m) and 7.12-7.95 (8H, m). 19F NMR (376 MHz, CDCl3) δ −232.37 and −232.72.

Provenance & Evidence