(R)-3-Aminotetrahydrofuran → 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-N-[(3R)-tetrahydro-3-furanyl]-1,2-dihydro-1,5-naphthyridine-3-carboxamide

Participants

Reaction Steps

This compound was prepared from ethyl 7-[(4-fluorophenyl)methyl]-4-hydroxy-2-oxo-1-[2-(2-oxo-1-piperidinyl)ethyl]-1,2-dihydro-1,5-naphthyridine-3-carboxylate and (3R)-tetrahydro-3-furanamine using methods similar to Example 563 to provide an off-white solid: 1H NMR (300 MHz, DMSO-d6) δ ppm 1.54-1.65 (m, 4 H), 1.88 (d, J=8.42 Hz, 1 H), 2.04 (t, J=5.69 Hz, 2 H), 2.23-2.32 (m, 1 H), 3.25-3.30 (m, 2 H), 3.45-3.54 (m, 2 H), 3.65 (dd, J=9.16, 2.84 Hz, 1 H), 3.72-3.88 (m, 3 H), 4.17 (s, 2 H), 4.39 (t, J=7.16 Hz, 2 H), 4.55 (s, 1 H), 7.11-7.17 (m, 2 H), 7.38-7.43 (m, 2 H), 8.23 (s, 1 H), 8.58 (d, J=1.47 Hz, 1 H), 10.50 (d, J=7.16 Hz, 1 H), 16.83 (s, 1 H); ES+ MS: 509 (M+H+).

Provenance & Evidence