(Pyrimidin-5-yl)boronic acid → 1-Isopropyl-1-(3-pyrimidin-5-ylphenyl)-1H-isoindol-3-amine acetate

Participants

Reaction Steps

The title compound was prepared as described for Example 78 (Scheme #14, N) starting from 1-(3-bromophenyl)-1-isopropyl-1H-isoindol-3-amine hydrochloride (Example 89, Scheme #16, P) (15.0 mg, 0.0410 mmol), 1-(3-bromophenyl)-1-isopropyl-1H-isoindol-3-amine acetate (Scheme #17, Q) (6.5 mg, 0.0167 mmol) and pyrimidine-5-ylboronic acid (15.9 mg, 0.128 mmol) to give 18.2 mg (81% yield): 1H NMR (DMSO-d6) δ 9.19 (d, J=2.14 Hz, 1 H), 9.10 (d, J=2.14 Hz, 2 H), 8.06 (d, J=1.23 Hz, 1 H), 7.85 (d, J=8.58 Hz, 1 H), 7.73 (t, J=9.19 Hz, 2 H), 7.62 (d, J=7.66 Hz, 1 H), 7.48-7.31 (m, 3 H), 3.02-2.91 (m, 1 H), 1.89 (s, 3 H), 0.86 (d, J=6.74 Hz, 3 H), 0.43 (d, J=6.43 Hz, 3H); MS (ES) m/z 329 [M+1]+.

Provenance & Evidence