Hydrochloric Acid → HCID 67439383, compound

Participants

Reaction Steps

To a suspension of 6-(1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-5-yloxy)-4-[2-(tetrahydro-pyran-2-yloxy)-ethoxy]-nicotinonitrile (1.8 g, 4.54 mmol) in methanol (15 mL) at 0° C. was added 1M HCl in ether (5.45 ml, 5.45 mmol) and left at the same temperature for 2 h. The solid that formed was collected by filtration and dissolved in minimum volume of 10% MeOH/CHCl3 and passed through a short column. The solvent was evaporated to yield the title compound (D119) (0.28 g, 20%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 9.23 (s, 1 H), 8.45 (s, 1 H), 7.77 (d, J=7.8 Hz, 1 H), 7.22 (s, 1 H), 7.15-7.09 (m, 1 H), 7.01 (s, 1 H), 5.04 (t, J=5.3 Hz, 1 H), 4.99 (s, 2 H), 4.30 (t, J=4.5 Hz, 2 H), 3.79-3.76 (m, 2 H); MS (ES) m/z: 313 (M+1)+; HPLC purity 99.27% (Maxplot), 99.66% (220 nm). Elemental analysis for C15H13BN2O5: Calculated C: 57.73; H: 4.20; N: 8.98. found C: 57.53; H: 4.31; N: 8.95.

Provenance & Evidence