Diisopropylethylamine → HCID 67360391, compound

Participants

Reaction Steps

To 2,2-diphenylmorpholine (0.075 g, 0.313 mmol), 2-(2-oxo-3,3-diphenylpiperidin-1-yl)acetic acid (Example 68E, 0.097 g, 0.313 mmol) and 2-(1H-benzo[d][1,2,3]triazol-1-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate(V) (0.131 g, 0.345 mmol) in dichloromethane (1 mL) was added diisopropylethylamine (0.082 mL, 0.470 mmol), and the reaction mixture was stirred at room temperature overnight. The reaction was loaded directly onto a silica gel column (Analogix®, SF15-24) and the product was eluted with a gradient of 5% to 100% ethyl acetate/hexanes over 25 minutes with a flow rate of 30 mL/minute. 1H NMR (300 MHz, CDCl3) δ ppm 7.18-7.60 (m, 20H), 4.43 (s, 2H), 3.50-3.70, m, 6H), 3.05-3.10 (m, 2H), 2.40-2.50 (m, 2H), 1.55-1.70 (m, 2H); MS (DCI+) m/z 531 (M+H)+.

Provenance & Evidence