Trifluoroacetic acid → Trifluoroacetic acid

Participants

Reaction Steps

TFA deprotection: 1:1 Dichloromethane:TFA (1.00 mL) solution was added to the isolated tert-butyl 4-[(2-{[3-methyl-5-(pyridin-3-yl)phenyl]amino}pyrimidin-4-yl)oxy]piperidine-1-carboxylate at room temperature and stirred for 2 hours. The reaction was concentrated under reduced pressure and the residue was purified by reverse phase chromatography (5-50% acetonitrile in water+0.05% TFA) to yield N-[3-methyl-5-(pyridin-3-yl)phenyl]-4-(piperidin-4-yloxy)pyrimidin-2-amine as a TFA salt. MS APCI calc'd for C21H24N5O [M+H]+ 362. found 362. 1H NMR (500 MHz, DMSO-d6) δ 9.67 (s, 1H), 8.91 (s, 1H), 8.65 (d, J=3.7 Hz, 1H), 8.47 (s, 2H), 8.25 (d, J=5.7 Hz, 1H), 8.19 (d, J=8.0 Hz, 1H), 7.87 (s, 1H), 7.71-7.61 (m, 1H), 7.59 (s, 1H), 7.17 (s, 1H), 6.31 (d, J=5.7 Hz, 1H), 5.24 (s, 1H), 3.19 (s, 2H), 2.97 (s, 2H), 2.36 (s, 2H), 2.09 (s, 3H), 1.90 (s, 2H).

Provenance & Evidence