4-Amino-1-methylpiperidine → Ro3280

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[5,4-b][1,4]diazepin-2-ylamino)-3-methoxybenzoic 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 1.46-1.78 (m, 10 H) 1.98 (m, 4 H) 2.18 (s, 3 H) 2.79 (d, J=11.4 Hz, 2 H) 3.33 (s, 3 H) 3.74 (m, 1 H) 3.94 (s, 3 H) 4.04 (t, J=14.0 Hz, 2 H) 4.75 (q, J=7.9 Hz, 1 H) 7.50 (s, 1 H) 7.47 (d, J=1.5 Hz, 1 H) 7.94 (s, 1 H) 8.09 (d, J=7.8 Hz, 1 H) 8.27 (d, J=8.1 Hz, 1 H) 8.26 (s, 1 H). [M+H] calc'd for C27H35F2N7O3, 544; found 544.

Provenance & Evidence