Trifluoroacetic acid → Trifluoroacetic acid

Participants

Reaction Steps

Trifluoroacetic acid (262 μL, 3.40 mmol) was added to a solution of tert-butyl 4-hydroxy-4-[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-3-yl]piperidine-1-carboxylate (180 mg, 0.340 mmol) in dichloromethane (1.70 mL). The reaction mixture was stirred for 2 hours, diluted with 10% aqueous NH4OH (1.00 mL) and the precipitated solid was collected by filtration to yield 4-[5-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)pyridin-3-yl]piperidin-4-ol as a TFA salt. MS APCI calc'd for C22H23F3N5O [M+H]+ 430. found 430. 1H NMR (500 MHz, DMSO-d6) δ 8.82 (d, J=5.2 Hz, 1H), 8.66 (s, 2H), 8.01 (s, 1H), 7.98 (s, 1H), 7.56 (s, 1H), 7.26 (d, J=5.0 Hz, 1H), 7.20 (s, 1H), 3.04-2.92 (m, 2H), 2.76 (br m, 2H), 2.36 (s, 3H), 1.99-1.75 (br m, 2H), 1.69-1.49 (br m, 2H).

Provenance & Evidence