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

Participants

Reaction Steps

Using 353A and N-methyl-4-(piperazin-1-yl)benzamide 282 in the general procedure for reductive aminations, the title compound was obtained as a light grey solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.32 (d, J=6.82 Hz, 3H) 2.42-2.49 (m, 4H) 2.74 (d, J=4.29 Hz, 3H) 3.16-3.28 (m, 4H) 3.38 (s, 2 H) 3.89 (s, 2H) 4.54-4.60 (m, 1H) 6.73-6.82 (m, 2H) 6.92 (m, 2H) 7.14-7.19 (m, 1H) 7.19-7.23 (m, 2H) 7.24-7.30 (m, 2H) 7.70 (m, 2H) 8.14 (q, J=4.29 Hz, 1H) 10.60 (s, 1H). ESI-MS: m/z 485.4 (M+H)+. mp=227.0-230.9° C.

Provenance & Evidence