1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 71522353, compound

Participants

Reaction Steps

5,5,5-Trifluoropentanoic acid (1.3 equiv), EDCI (1.3 equiv), HOBt (0.3 equiv) and diisopropylethylamine (4 equiv) were mixed in DMF (2 mL) for 5 minutes. 4-[(3-(thien-2-yl)-1,2,4-oxadiazol-5-yl]-piperidine (0.85 mmol, 1 equiv) was added with 3 mL of DMF. The reaction mixture was stirred overnight at room temperature and then evaporated under reduced pressure and purified by preparative HPLC. Yield 83%; 1H NMR (CD2Cl2) δ 7.80 (dd, J=1.2 Hz, J=3.6 Hz, 1H), 7.56 (dd, J=1.2 Hz, J=5.0 Hz, 1H), 7.19 (dd, J=3.6 Hz, J=5.0 Hz, 1H), 4.48-4.55 (m, 1H), 3.87-3.95 (m, 1H), 3.19-3.33 (m, 2H), 2.89-3.00 (m, 1H), 2.44 (t, J=7.3 Hz, 2H), 2.15-2.31 (m, 4H), 1.86-1.96 (m, 4H). tR LCMS 6.1 min. Purity >99%; MS [M+H]+ m/z 374.

Provenance & Evidence