Sulfuric Acid → HCID 118208734, compound

Participants

Reaction Conditions

Reaction Steps

Concentrated sulfuric acid (16 uL, 0.3 mmol) was added to a stirred solution of 3-[4-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-1H-pyrazol-1-yl]-L-alanine (100 mg, 0.3 mmol) in MeOH (1 mL). The reaction mixture was heated to 70° C. overnight, cooled to room temperature, and treated with aqueous sodium bicarbonate solution. The mixture was extracted with EtOAc, washed with sodium hydroxide solution (1N, 2×) and brine, dried over sodium sulfate, concentrated under reduced pressure to afford methyl 3-[4-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-1H-pyrazol-1-yl]-L-alaninate. MS ESI calcd. for C19H26F3N6O2 [M+H]+ 421. found 421. 1H NMR (500 MHz, DMSO-d6) δ 10.13 (s, 1H), 8.82 (d, J=4.9 Hz, 1H), 8.00 (s, 1H), 7.81 (s, 1H), 7.76 (s, 1H), 7.34 (s, 1H), 7.26 (d, J=4.6 Hz, 1H), 7.06 (s, 1H), 4.25-4.34 (m, 2H), 3.78-3.80 (m, 1H), 3.62 (s, 3H), 2.30 (s, 3H).

Provenance & Evidence