2-Aminoindane → HCID 45275802, compound

Participants

Reaction Steps

A solution of 2,3-dihydro-1H-inden-2-amine (0.020 g, 0.149 mmol), 2-(2-oxo-3,3-diphenylpyrrolidin-1-yl)acetic acid (Example 1C, 0.040 g, 0.135 mmol) and N1-((ethylimino)methylene)-N3,N3-dimethylpropane-1,3-diamine hydrochloride (0.039 g, 0.203 mmol) in dichloromethane (0.5 mL) was stirred at room temperature. After stirring overnight, the reaction was loaded directly onto a SF15-12 silica gel column (Analogix®, Burlington, Wis.), and the title compound was eluted using a gradient of 5% to 100% ethyl acetate/hexanes over 20 minutes (flow=30 mL/minute). 1H NMR (300 MHz, CDCl3) δ ppm 7.18-7.32 (m, 14H), 6.05 (d, J=7.5 Hz, 1H), 4.60 (qt, J=7.5, 5.7 Hz, 1H), 3.99 (s, 2H), 3.49 (t, J=6.5 Hz, 2H), 3.20 (dd, J=15.9, 7.5 Hz, 2H), 2.78 (t, J=6.5 Hz, 2H), 2.52 (dd, J=15.9, 5.8 Hz, 2H); MS (ESI−) m/z 409 (M−H)−.

Provenance & Evidence