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)-3-ethoxy-N-(1-methylpiperidin-4-yl)benzamide

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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)-3-ethoxybenzoic 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 1.41 (t, J=6.7 Hz, 3 H) 1.60 (m, 6 H) 1.74 (m, 4 H) 1.95 (m, 4 H) 2.18 (s, 3 H) 2.79 (d, J=10.6 Hz, 2 H) 3.73 (m, 1 H) 4.05 (t, J=13.9 Hz, 2 H) 4.19 (d, J=7.1 Hz, 2 H) 4.74 (m, 1 H) 7.40-7.59 (m, 2 H) 7.91 (s, 1 H) 8.11 (d, J=7.6 Hz, 1 H) 8.26 (m, 2 H). [M+H] calc'd for C28H37F2N7O3, 558; found 558.

Provenance & Evidence