Ethylamine → HCID 10619896, compound

Participants

Reaction Steps

The procedure of Example 46 is utilized starting with 3-phthalimido-3-(3,4'-dimethoxyphenyl)propionic acid and ethylamine (1.0 equiv). After the reaction mixture was concentrated, the residue was diluted with 20 mL of water and 1 mL of ether. The mixture was stirred for 1 hour to afford a slurry. The slurry was filtered and the solid dried in vacuo to afford 0.66 g (77%) of 3-phthalimido-3-(3',4'-dimethoxyphenyl)propionic ethylamide compound as a white powder: mp 131.0°-132.5° C.; 1H NMR (DMSO-d6, 250 MHz) δ 8.08 (t, 1 H, J=5 Hz), 7.78-7.95 (m, 4 H), 7.03 (s, 1 H), 6.85-7.00 (m, 2 H), 5.69 (t, 1 H, J=8 Hz), 3.74 (s, 3 H), 3.72 (s, 3 H), 3.18 (d, 2 H, J=8 Hz), 2.98 (m, 2 H), 0.88 (t, 3 H, J=7 Hz); 13C NMR (DMSO-d6) δ 168.8, 167.7, 148.5, 148.2, 134.5, 131.6, 131.2, 123.1, 119.4, 111.6, 111.1, 55.5, 50.5, 37.3, 33.2, 14.5; Anal. Calcd. for C21H22N2O5. Theoretical: C, 65.96; H, 5.80; N, 7.33. Found: C, 65.85; H, 5.84; N, 7.24.

Provenance & Evidence