Cyclopropanecarboxaldehyde → HCID 58815958, compound

Participants

Reaction Steps

The title compound was made by a procedure identical to that of Example 66 except that a shorter reaction time (2 hours) was used to combine 1.50 g of (4-{3-[(R)-((2S,5R)-2,5-dimethyl-piperazin-1-yl)-(3-hydroxy-phenyl)-methyl]-benzoyl}-piperazin-1-yl)-acetic acid ethyl ester (3.03 mmol) and 0.43 g of cyclopropanecarboxaldehyde (6.07 mmol, 2 equiv.) to give 0.73 g (44%) of the title compound as a white solid. 1H NMR (300 MHz, d6-DMSO): □ 0.02-0.03 (t, 2H); 0.38-0.41 (d, J=7.7 Hz, 2H); 0.73-0.75 (m, 1H); 0.85-0.87 (d, J=5.8 Hz, 3H); 1.07-1.09 (d, J=6.0 Hz, 3H); 1.14-1.19 (t, 3H), 1.76-1.79 (m, 1H); 2.07-2.20 (ddd, 2H); 2.30-2.36 (dd, 1H); 2.48-2.51 (m, 6H); 2.86-2.89 (dd, 1H); 3.24 (s, 2H); 3.37-3.59 (m, 5H); 4.02-4.09 (q, 2H); 5.03 (s, 1H); 6.62-6.66 (m, 3H); 7.09-7.20 (m, 2H); 7.32-7.37 (m, 3H); 9.35 (s, 1H). Calculated for C32H44N4O4.0.20 CH2Cl2: C, 68.37; H, 7.91; N, 9.90. Found: C, 68.38; H, 7.97; N, 9.91.

Provenance & Evidence