4-Fluorobenzoyl chloride → 4-Fluoro-N-(1-hydroxy-3-isobutyl-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-benzamide

Participants

Reaction Steps

The title compound was prepared using a procedure similar to that of N-(3-cyclopentyl-1-hydroxy-1,3-dihydro-benzo[c][1,2]oxaborol-6-yl)-2-trifluoromethyl-benzamide with 4-fluorobenzoyl chloride replacing 2-trifluoromethylbenzoyl chloride, and with isobutyl magnesium bromide replacing cyclopentyl magnesium bromide. Data: LCMS (M/Z): 328 (M+H); 1H NMR (DMSO-d6) δ: 10.25 (s, 1H), 9.11 (s, 1H), 8.07 (d, J=1.9 Hz, 1H), 7.98-8.04 (m, 2H), 7.71 (dd, J=8.2, 2.0 Hz, 1H), 7.29-7.37 (m, 3H), 5.11 (dd, J=9.8, 3.1 Hz, 1H), 1.81-1.93 (m, 1H), 1.65 (ddd, J=13.9, 9.0, 3.2 Hz, 1H), 1.27 (ddd, J=14.1, 9.7, 4.7 Hz, 1H), 0.98 (d, J=6.5 Hz, 3H), 0.89 (d, J=6.7 Hz, 3H).

Provenance & Evidence