Dichloromethane → HCID 90067506, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-(azetidin-3-yl)-6-(3,3-difluoropyrrolidin-1-yl)-N-[4-(trifluoromethyl)-2-pyridyl]pyridin-2-amine (1-d, 180 mg, 0.4507 mmol) and DMAP (5.6 mg, 0.1 equiv., 0.04507 mmol) in dichloromethane (2 mL, 31.0 mmol) and N-ethyldiisopropylamine (0.47 mL, 6.0 equiv., 2.704 mmol) was added acetic anhydride (0.22 mL, 5.0 equiv., 2.253 mmol), and the brown solution was stirred at 25° C. for 2 h. DCM was removed, and the crude was submitted for HPLC purification to yield 9.5 mg (4.8%) off-white powder. 1H NMR (400 MHz, DMSO) δ (delta) 9.99-9.83 (s, 1H), 8.74-8.62 (s, 1H), 8.48-8.40 (d, J=5.1 Hz, 1H), 7.21-7.11 (d, J=5.2 Hz, 1H), 6.66-6.55 (s, 1H), 6.15-5.96 (s, 1H), 4.53-4.39 (t, J=8.6 Hz, 1H), 4.27-4.15 (t, J=9.2 Hz, 1H), 4.14-4.07 (dd, J=8.3, 6.1 Hz, 1H), 3.94-3.78 (m, 3H), 3.77-3.61 (m, 3H), 2.64-2.52 (dt, J=14.1, 7.0 Hz, 2H), 1.85-1.75 (s, 3H). LCMS: m/z 442 (M+H).

Provenance & Evidence