N,N-Dimethylethylenediamine → 4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-N-(2-(dimethylamino)ethyl)-3-methoxybenzamide

Participants

Reaction Steps

The title compound was synthesized from 4-(9-cyclohexyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic acid as described in the General procedure for amide bond synthesis using HATU and N,N-dimethylethylenediamine. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.13-1.27 (m, 2 H) 1.27-1.51 (m, 2 H) 1.51-1.86 (m, 6 H) 2.17 (s, 6 H) 2.39 (t, J=7.8 Hz, 2 H) 3.31 (s, 3 H) 3.38 (m, 2 H) 3.93 (s, 3 H) 4.06 (t, J=13.39 Hz, 2 H) 4.46 (m, 1 H) 7.48 (d, J=8.0 Hz, 1 H) 7.52 (s, 1 H) 7.91 (s, 1 H) 8.21 (s, 1 H) 8.28 (d, J=8.34 Hz, 1 H) 8.35 (br. s., 1 H). [M+H] calculated for C26H35F2N7O3, 532; found 532.

Provenance & Evidence