N-ethyl-4-(piperazin-1-yl)benzamide → 4-(4-((8-Allyl-2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperazin-1-yl)-N-ethylbenzamide

Participants

Reaction Steps

Using 356A and N-ethyl-4-(piperazin-1-yl)benzamide 283 in the general procedure for reductive aminations, the title compound was obtained as an off-white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.09 (t, J=7.20 Hz, 3H) 1.39 (d, J=6.82 Hz, 3H) 2.43-2.49 (m, 4H) 3.18-3.29 (m, 6H) 3.30-3.32 (m, 2H) 3.39 (s, 2H) 4.61 (q, J=6.82 Hz, 1H) 5.01-5.07 (m, 2H) 5.93 (m, J=16.86, 10.17, 6.57, 6.57 Hz, 1H) 6.77 (d, J=2.02 Hz, 1H) 6.73 (d, J=2.02 Hz, 1H) 6.92 (m, 2H) 7.71 (m, 2H) 8.18 (t, J=5.56 Hz, 1H) 10.60 (br. s., 1H). ESI-MS: m/z 449.4 (M+H)+.

Provenance & Evidence