Ethyl Acetate → HCID 59511138, compound

Participants

Reaction Steps

A stirred solution of (S)-1-Piperidine-carboxylic acid methyl ester hydrochloride (1.00 g, 5.57 mmol), in DMF (20 ml) at room temperature was treated with DIPEA (2.12 ml, 12.25 mmol). The resulting mixture was allowed to stir for 30 min before being treated with 1-isoquinolinecarboxylic acid (964 mg, 5.57 mmol) and TBTU (1.79 g, 5.57 mmol). The mixture stirred at room temperature for 4 hr, diluted with ethyl acetate, washed with saturated aq. NaHCO3, saturated aq. NaCl, dried (Na2SO4), filtered and concentrated. The residue was purified by flash chromatography (67% ethyl acetate in hexane) to afford the sub-title compound as a colourless gum (1.05 g, 63%): 1H NMR (400 MHz, CDCl3) δ 1.00-2.51 (6H, m), 3.05-3.38 (2H, m), 3.60-3.95 (3H, m), 4.35-4.95 (1H, m), 5.70-5.80 (1H, m), 7.55-7.95 (3H, m), 8.13-8.29 (1H, m), 8.48-8.61 (1H, m).

Provenance & Evidence