4-Aminotetrahydropyran → N-[5-(tetrahydro-2H-pyran-4-ylamino)[1,2,4]triazolo[1,5-a]pyridin-2-yl]nicotinamide

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Reaction Steps

The title compound was prepared following procedure described for example 30 but starting from N-(5-bromo[1,2,4]triazolo[1,5-a]pyridin-2-yl)nicotinamide ((B2), 100 mg; 0.31 mmol; 1.0 eq.) and 4-aminotetrahydropyran (Apollo), 1.0 mL) as a white powder (15 mg, 14%). 1H NMR (DMSO-d6) δ 11.27 (s, 1H), 9.13 (d, J=1.9 Hz, 1H), 8.77 (d, J=4.9, 1.5 Hz, 1H), 8.33 (dd, J=8.0, 1.9 Hz, 1H), 7.58 (m, 1H), 7.51 (t, J=8.5 Hz, 1H), 6.90 (d, J=7.9 Hz, 1H), 6.62 (d, J=8.7 Hz, 1H), 6.38 (d, J=7.9 Hz, 1H), 3.88 (m, 2H), 3.80 (m, 1H), 3.45 (m, 2H), 1.89 (m, 2H), 1.72 (m, 2H). HPLC, Rt: 1.51 min. (purity 99.0%). LC/MS, M+(ESI): 339.4, M−(ESI): 337.4.

Provenance & Evidence