Hydrochloric Acid → HCID 67252271, compound

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A solution of {6-[2-(2-tert-butoxycarbonylamino-ethylamino)-pyrimidin-4-yloxy]-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl}-acetic acid (0.21 g, 0.46 mmol) in dioxane (7 mL) was treated with 4N HCl in dioxane (2 mL) at room temperature. The mixture was stirred for 3 hours at room temperature. The precipitated solid was collected by vacuum filtration, dissolved in water and lyophilized to give {6-[2-(2-amino-ethylamino)-pyrimidin-4-yloxy]-1-hydroxy-4-methyl-1,3-dihydro-benzo[c][1,2]oxaborol-3-yl}-acetic acid hydrochloride salt as a yellow solid (0.142 g, 78%). 1H NMR (400 MHz, DMSO-d6) δ 8.57 (br s, 1H), 8.35-8.20 (br m, 1H), 8.02 (br s, 3H), 7.40-7.30 (br m, 1H), 7.15 (br s, 1H), 6.48 (br s, 1H), 5.53 (d, J=9.38 Hz, 1H), 3.36 (br m, 2H), 3.07 (d, J=14.07 Hz, 1H), 2.95-2.70 (m, 2H), 2.30 (s, 3H), 2.14 (m, 1H). MS (ESI) m/z: 357 [M−1]. 1H NMR (400 MHz, CD3OD) δ8.27 (d, J=6.64 Hz, 1H), 7.28 (s, 1H), 7.17 (s, 1H), 6.70 (d, J=6.64 Hz, 1H), 5.68 (dd, J=8.21, 3.13 Hz, 1H), 3.48 (br m, 2H), 3.19 (dd, J=15.63, 2.74 Hz, 1H), 2.98 (br m, 2H), 2.50 (br m, 1H), 2.40 (s, 3H).

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