Ethyl isocyanate → HCID 11656805, compound

Participants

Reaction Steps

To a solution of 1-(7-amino-1,2,3,4-tetrahydro-naphthalen-2-yl)-3-(3-chloro-4-fluoro-phenyl)-1-[3-(4-methyl-piperazin-1-yl)-propyl]-urea (from Preparative Example 27, 0.018 g, 0.038 mmol) in CH2Cl2 (0.2 mL) at 0° C. was added ethylisocyanate (0.0030 mL, 0.038 mmol). The mixture was stirred from 0° C. to room temperature for 16 hours, then concentrated in vacuo, and the residue was purified by preparative HPLC to give 0.019 g (92%) of 1-(7-{3-(3-chloro-4-fluoro-phenyl)-1-[3-(4-methyl-piperazin-1-yl)-propyl]-ureido}-5,6,7,8-tetrahydro-naphthalen-2-yl)-3-ethyl-urea as a light yellow gum. 1H NMR (300 MHz, CD3OD): δ 7.60 (dd, 1H, J=6.6, 2.4 Hz), 7.30 (ddd, 1H, J=9.0, 4.2, 2.7 Hz), 7.18 (s, 1H), 7.15 (t, 1H, J=9.0 Hz), 7.06-6.97 (m, 2H), 4.30 (m, 1H), 3.60-3.40 (m, 10H), 3.20 (m, 4H), 3.05-2.85 (m, 7H), 2.07 (m, 4H), 1.15 (t, 3H, J=7.5 Hz). MS-ESI: 545.0 (M+H+).

Provenance & Evidence