4-Amino-1-methylpiperidine → 4-(9-Cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-N-(1-methylpiperidin-4-yl)benzamide

Participants

Reaction Steps

The title compound was synthesized from 4-(9-cyclopentyl-7,7-difluoro-5-methyl-6-oxo-6,7,8,9-tetrahydro-5H-pyrimido[4,5-b][1,4]diazepin-2-ylamino)-benzoic acid as described in the General procedure for amide bond synthesis using HATU and 1-methylpiperidin-4-amine. The final compound was purified by reverse phase HPLC and basified to give the free base 1H NMR (400 MHz, DMSO-d6) δ ppm 1.43-1.66 (m, 6 H) 1.72 (m, 4 H) 1.92-1.99 (m, 5 H) 2.15 (s, 3 H) 2.76 (d, J=11.4 Hz, 2 H) 3.71 (m, 1 H) 4.04 (t, J=14.2 Hz, 2 H) 4.78 (t, J=7.8 Hz, 1 H) 7.77 (s, 4 H) 8.03 (d, J=7.6 Hz, 1 H) 8.27 (s, 1 H) 9.67 (s, 1 H). Melting point: 234-2350C. [M+H] calc'd for C26H33F2N7O2, 514; found 514.

Provenance & Evidence