Hydrochloric Acid → N-{4-[(7-amino-5,6,7,8-tetrahydronaphthalen-2-yl)oxy]pyridin-2-yl}cyclopropanecarboxamide

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Reaction Steps

To tert-butyl [7-({2-[(cyclopropylcarbonyl)amino]pyridin-4-yl}oxy)-1,2,3,4-tetrahydronaphthalen-2-yl]carbamate (4.0 g, 0.0071 mol) was added HCl in dioxane (4M, 15 ml). After 2 h at rt, the solvent was removed. N-{4-[(7-amino-5,6,7,8-tetrahydronaphthalen-2-yl)oxy]pyridin-2-yl}cyclopropanecarboxamide was obtained as off white solid and was used without further purification (2.8 g). 1H NMR (d6-DMSO, 400MHz, HCl salt) δ: 11.50 (s, 1H); 8.25 (s, 2H); 7.40 (s, 1H); 7.24 (d, 1H); 7.04 (d, 1H); 6.80 (dd, 1H); 6.82 (dd, 1H); 4.35 (s, 1H); 3.45 (s, 1H); 2.90 (dd, 1H); 2.85 (m, 3H); 2.14 (m, 1H); 1.95 (m, 1H); 1.77 (m, 1H); and 0.83 (m, 4H). LCMS ES+ 324.4, ES− 322.5

Provenance & Evidence