1-Methylpiperazine → 9-cyclohexyl-7,7-difluoro-2-(2-methoxy-4-(4-methylpiperazine-1-carbonyl)-phenylamino)-5-methyl-8,9-dihydro-5H-pyrimido[4,5-b][1,4]diazepin-6(7H)-one

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-methylpiperazine. The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.27-1.35 (m, 2 H) 1.54-1.67 (m, 3 H) 1.72-1.84 (m, 5 H) 2.83 (s, 3 H) 3.31 (d, J=3.2 Hz, 3 H) 3.91 (d, J=4.6 Hz, 3 H) 3.95-4.33 (m, 10 H) 4.39-4.54 (m, 1 H) 7.06 (dd, J=8.1, 2.0 Hz, 1 H) 7.13 (d, J=110 Hz, 1 H) 8.10-8.18 (m, 1 H) 8.22 (d, J=3.0 Hz, 1 H). [M+H] calc'd for C27H35F2N7O3 544; found 544.

Provenance & Evidence