4-Amino-N-methylbenzeneethanesulfonamide → 2-(4-{4-[(2-Benzylamino-1-ethyl-1H-benzoimidazol-5-yl)-methyl-amino]-pyrimidin-2-ylamino}-phenyl)-ethanesulfonic acid methylamide hydrochloride

Participants

Reaction Steps

The title compound was prepared following the procedure of example two with N2-Benzyl-N5-(2-chloro-pyrimidin-4-yl)-1-ethyl-N5-methyl-1H-benzoimidazole-2,5-diamine (98 mg, 0.25 mmol) and 2-(4-amino-phenyl)-ethanesulfonic acid methylamide (54 mg, 0.25 mmol) as a white solid (74 mg, 49%). 1H NMR (300 MHz, d6-DMSO+NaHCO3) δ 9.04 (s, 1H), 7.75 (d, J=6.0 Hz, 1H), 7.69 (d, J=8.4 Hz, 2H), 7.23-7.42 (m, 7H), 7.07-7.12 (m, 3H), 6.94 (q, J=5.1 Hz, 1H), 6.83 (dd, J=8.4 and 2.1 Hz, 1H), 5.63 (d, J=5.7 Hz, 1H), 4.61 (d, J=5.7 Hz, 2H), 4.11 (q, J=6.9 Hz, 2H), 3.41 (s, 3H), 3.32 (s, 3H), 3.20-3.25 (M, 2H), 2.83-2.88 (M, 2H), 2.59 (d, J=4.8 Hz, 3H), 1.26 (t, J=6.9 Hz, 3H). MS (ESI) m/z=571 [M+H]+.

Provenance & Evidence