Methanesulfonyl chloride → N-(2-(4-(3-((4-(difluoromethyl)pyrimidin-2-yl)amino)-5-methylphenyl)-1H-pyrazol-1-yl)ethyl)methanesulfonamide

Participants

Reaction Steps

Dichloromethane (1 mL), N,N-diisopropylethylamine (0.087 mL, 0.50 mmol) and methanesulfonyl chloride (0.023 g, 0.20 mmol) were added to a vial containing N-(3-(1-(2-aminoethyl)-1H-pyrazol-4-yl)-5-methylphenyl)-4-(difluoromethyl)pyrimidin-2-amine hydrochloride (0.038 g, 0.10 mmol). The reaction mixture was stirred for two hours and then concentrated under reduced pressure. The residue was purified by reverse phase chromatography (acetonitrile/water with 0.1% TFA modifier) to afford N-(2-(4-(3-((4-(difluoromethyl)pyrimidin-2-yl)amino)-5-methylphenyl)-1H-pyrazol-1-yl)ethyl)methanesulfonamide. MS ESI calc'd. for C15H21F2N6O2S [M+H]+ 423. found 423. 1H NMR (600 MHz, DMSO-d6): δ 9.80 (s, 1H), 8.64 (d, J=4.9 Hz, 1H), 8.02 (s, 1H), 7.78 (d, J=5.5 Hz, 2H), 7.31 (s, 1H), 7.19 (t, J=5.9 Hz, 1H), 7.01 (d, J=6.7 Hz, 2H), 6.81 (t, J=54.5 Hz, 1H), 4.18 (t, J=6.2 Hz, 2H), 3.36-3.35 (m, 2H), 2.77 (s, 3H), 2.25 (s, 3H).

Provenance & Evidence