Triethylamine → 4-[4-(3-Methanesulfonyl-benzylamino)-5-trifluoromethyl-pyrimidin-2-ylamino]-1,3-dihydro-indol-2-one

Participants

Reaction Steps

3-methanesulfonyl-benzylamine mono-acetate (150 mg, 0.61 mmol) and 4-(4-Chloro-5-trifluoromethyl-pyrimidin-2-ylamino)-1,3-dihydro-indol-2-one (200 mg, 1 eq) were combined with Et3N (136 mg, 2.2 eq) in dioxane (3 mL) at 100° C. for 3 hours. The reaction was cooled to RT and product crystallized by the addition of water to the crude reaction. The product was filtered of as a tan solid, 139 mg (48%). 1H NMR (DMSO-d6, 400 MHz) δ 3.11 (s, 3H), 3.39 (s, 2H), 4.62 (d, J=5.8 Hz, 2H), 6.48 (d, J=7.5 Hz, 1H), 6.96 (m, 1H), 7.07 (d, J=8.3 Hz, 1H), 7.53 (m, 2H), 7.75 (d, J=7.5 Hz, 1H), 7.83 (m, 2H), 8.19 (s, 1H), 9.08 (s, 1H), 10.31 (s, 1H); HPLC ret. time: 5.314 min. LRMS (M+) 478.2.

Provenance & Evidence