1,2-Dichloroethane → HCID 178489970, compound

Participants

Reaction Steps

To a solution of 6-cyclopentyl-6-[2-(2,4-dimethoxy-phenyl)-ethyl]-dihydro-pyran-2,4-dione (52 mg, 0.15 mmol) from Step 2 below, triethylamine (0.075 mL, 0.68 mmol) and (3-Methyl-isoxazol-5-yl)-acetic acid (0.027 g, 0.196 mmol) in CH2Cl2 (1.5 mL) were added DMAP (1 mg), and EDC (37 mg, 0.196 mmol). The reaction was stirred at room temperature for 18 hours, and then diluted with CH2Cl2. The organic was washed with water, and the layers were separated. The organic layer was dried under vacuum, and then purified by preparatory HPLC to give the desired compound (26.2 mg, 37% yield). 1H NMR (CDCl3) δ: 1.47-1.75 (m, 8H), 1.85-1.91 (m, 2H), 2.21 (s, 3H), 2.26-2.32 (m, 1H), 2.48-2.53 (m, 2H), 2.71 (d, J=18.09 Hz, 1H), 2.86 (d, J=18.09 Hz, 1H), 3.69 (s, 3H), 3.71 (s, 3H), 4.40-4.57 (m, 2H), 6.00 (s, 1H), 6.31-6.36 (m, 2H), 6.91 (d, J=7.91 Hz, 1H).

Provenance & Evidence