4-Amino-1-Boc-piperidine → HCID 25254778, compound

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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 1-N—Boc 4-amino piperidine. Further, after washing with water (10 ml), t-butoxycarbonyl (Boc) protection group was removed using 40% TFA in dichloromethane (6 ml). The final compound was purified by reverse phase HPLC and basified to give the free base. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.11-1.27 (m, 1 H) 1.30-1.51 (m, 4 H) 1.52-1.69 (m, 3 H) 1.69-1.90 (m, 6 H) 2.41-2.59 (m, 2 H) 2.97 (d, J=12.38 Hz, 2 H) 3.31 (s, 3 H) 3.73-3.89 (m, 1 H) 3.94 (s, 3 H) 4.06 (t, J=13.52 Hz, 2 H) 4.38-4.52 (m, 1 H) 7.48 (dd, J=8.34, 1.77 Hz, 1 H) 7.51 (d, J=1.77 Hz, 1 H) 7.90 (s, 1 H) 8.14 (d, J=7.83 Hz, 1 H) 8.21 (s, 1 H) 8.26 (d, J=8.34 Hz, 1 H). [M+H] calc'd for C27H35F2N7O3 544; found 544.

Provenance & Evidence