7-(4-bromobutoxy)-3,4-dihydro-2(1H)-quinolinone → (S)-Ethyl 3-methyl-2-(2-(2-(4-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-yloxy)butyl)piperazin-1-yl)phenoxy)acetamido)butanoate

Participants

Reaction Steps

(S)-Ethyl 3-methyl-2-(2-(2-(4-(4-(2-oxo-1,2,3,4-tetrahydroquinolin-7-yloxy)butyl)piperazin-1-yl)phenoxy)acetamido)butanoate (14b) (Scheme 2) was synthesized from the compounds 3 and 13b by following the protocol described for the compound 14a (Example 15). Colorless oil, 0.27 g (58%). 1H NMR (400 MHz, CDCl3): δ 0.83 (d, J=7.0 Hz, 3H); 0.90 (d, J=7.0 Hz, 3H); 1.24 (t, J=7.2 Hz, 3H); 1.60-1.69 (m, 2H); 1.74-1.79 (m, 2H); 2.13 (quintet, J=6.4 Hz, 1H); 2.43 (t, J=7.2 Hz, 2H); 2.55 (t, J=7.2 Hz, 2H); 2.65 (broad s, 4H); 2.82 (t, J=7.2 Hz, 2H); 3.01-3.13 (m, 4H); 3.90 (t, J=6.0 Hz, 2H); 4.05 (q, J=7.2 Hz, 2H); 4.53-4.56 (m, 1H); 4.60 (two s, 2H); 6.39 (d, J=2.4 Hz, 1H); 6.45-6.47 (m, 1H); 6.84-6.87 (m, 1H); 6.92-6.95 (m, 3H); 7.56 (d, J=9.2 Hz, 1H); 9.46 (broad s, 2H). MS (ESI): m/z=581.30 (M+H+).

Provenance & Evidence