Dimethyl 2-(6-Oxo-1-(pyridin-2-yl)piperidin-2-yl)malonate (7)
Colorless oil, 24.1 mg (79%);
1H NMR (600 MHz, CDCl3) δ 8.48–8.43 (m, 1H), 7.68 (td, J = 7.8, 1.9 Hz, 1H), 7.49 (d, J = 8.1 Hz, 1H), 7.12 (m, 1H), 5.39 (q, J = 6.3 Hz, 1H), 3.68 (s, 3H), 3.67 (d, J = 6.8 Hz, 1H), 3.51 (s, 3H), 2.66–2.52 (m, 2H), 2.19 (q, J = 6.3 Hz, 2H), 1.95 (m, 1H), 1.87 (m, 1H);
13C NMR (150 MHz, CDCl3) δ 171.2, 167.7, 167.6, 153.0, 148.4, 137.1, 123.5, 121.6, 55.4, 54.0, 52.62, 52.61, 32.7, 25.3, 18.1;
FT-IR: ν̃ = 2955, 1736, 1665, 1588, 1467, 1435, 1402, 1281 cm–1;
HRMS: calculated for [M + H]+ C15H19N2O5: 307.1294, found 307.1308.
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O=C(OC)C(C2CCCC(=O)N2c1ncccc1)C(=O)OC