5-Bromo-3-(1-ethyl-1H-pyrazol-4-ylamino)-1-methylpyrazin-2(1H)-one → 5-tert-Butyl-2-(3-(6-(1-ethyl-1H-pyrazol-4-ylamino)-4-methyl-5-oxo-4,5-dihydropyrazin-2-yl)-2-(hydroxymethyl)phenyl)isoindolin-1-one

Participants

Reaction Steps

Using the same general procedure as Example 105, reaction of 111c (253 mg, 0.85 mmol) and 103f (473 mg, 1.02 mmol) afforded a 48% yield (210 mg) of 111 as an off-white solid: mp 138-140° C.; 1H NMR (500 MHz, DMSO-d6) δ 9.57 (s, 1H), 8.17 (s, 1H), 7.72 (m, 3H), 7.61 (m, 2H), 7.51 (t, 1H, J=7.6 Hz), 7.43 (m, 1H), 7.31 (s, 1H), 4.94 (s, 2H), 4.88 (t, 1H, J=5.0 Hz), 4.49 (d, 2H, J=5.0 Hz), 4.06 (q, 2H, J=7.1 Hz), 3.52 (s, 3H), 1.37 (s, 9H), 1.33 (t, 3H, J=7.2 Hz); MS (ESI+) m/z 513.2 (M+H).

Provenance & Evidence