1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 67443729, compound

Participants

Reaction Steps

To 2-(2-oxo-3-phenylpiperidin-1-yl)acetic acid (0.137 g, 0.587 mmol; Example 91D) and 5-(trifluoromethyl)isoindoline hydrogen bromide (0.173 g, 0.646 mmol) in dichloromethane (0.5 mL) was added N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine (0.156 mL, 0.881 mmol) and the reaction was stirred at room temperature overnight. The reaction was loaded directly onto a SF15-12 column (Analogix®) and the product eluted using a gradient of 50% ethyl acetate/hexanes to 100% ethyl acetate over 15 minutes (Flow=30 mL/minute) to provide the title compound. 1H NMR (300 MHz, CDCl3) δ 7.66-7.11 (m, 8H), 4.96 (s, 2H), 4.89 (s, 2H), 4.44 (dd, J=2.6, 15.6, 1H), 4.08 (dt, J=2.3, 6.8, 1H), 3.80-3.65 (m, 2H), 3.59 (dt, J=4.0, 5.6, 1H), 2.39-2.16 (m, 1H), 2.16-1.78 (m, 3H).

Provenance & Evidence