Potassium Carbonate → (3R,5S)-4-(4-benzyl-3,5-dimethyl-piperazin-1-yl)-2-(3,4-dimethoxy-benzyl)-isoindole-1,3-dione

Participants

Reaction Steps

Compound 42 was prepared by the methods described in Example 1 for the synthesis of Compound 16, substituting 2,6-dimethylpiperazine (26 mg) for 1-Boc-piperazine in Example 1, Step C; and substituting benzylbromide (0.05 mL) for 2,6-difluorobenzylbromide and K2CO3 (0.09 g) for DIEA in Example 1, Step D. Compound 42 was isolated as a yellow solid. 1H NMR (300 MHz, CDCl3) δ 7.51-7.87 (m, 7H), 7.10 (d, J=8.2 Hz, 1H), 6.91-6.94 (m, 2H), 6.76 (d, J=8.2 Hz, 1H), 4.70 (s, 2H), 4.62 (s, 2H), 3.85 (s, 3H), 3.83 (s, 3H), 3.71-3.75 (m, 2H), 3.43-3.52 (m, 4H), and 1.71 (d, J=5.9 Hz, 6H); MS (ES+) 500 (M+1); Anal. Calcd for C30H33N3O4.1.67CF3CO2H.0.3H2O: C, 57.58; H, 5.11; N, 6.04; F, 13.69; H2O, 0.78. Found: C, 57.24; H, 5.08; N, 6.27; F, 13.33; H2O, 0.45.

Provenance & Evidence