Dimethylformamide → HCID 22048117, compound

Participants

Reaction Steps

1-(3-Dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (2.14 g, 11.0 mmol) was added to a solution of 4-nitrophenoxyacetic acid (obtained as described in J. Med. Chem., 1984, 27, 967–78; 2.0 g, 10.0 mmol), 4-isopropylpiperazine (2.56 g, 20.0 mmol) and 1-hydroxybenzotriazole (2.06 g, 15.0 mmol) in DMF (50 ml) at 0° C. The mixture was stirred for 16 hours and volatile material was removed by evaporation. Water (50 ml) was added and the mixture was extracted with ethyl acetate (3×100 ml). The extracts were dried and concentrated by evaporation to give the product as a yellow solid (600 mg, 22%). NMR: 1.0 (d, 6H), 2.4 (m, 4H), 2.7 (m, 1H), 3.4 (m, 4H), 5.0 (s, 2H), 7.1 (d, 2H), 8.2 (d, 2H); MS (MH+): 307.9.

Provenance & Evidence