Ethanolamine → HCID 118208967, compound

Participants

Reaction Conditions

Reaction Steps

Methyl (2S)-2-hydroxy-3-[4-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-1H-pyrazol-1-yl]propanoate (40 mg, 0.10 mmol) in methanol (1 mL) was treated with ethanolamine (0.03 mL, 0.48 mmol). The mixture was stirred overnight at 70° C. Upon cooling to room temperature, the mixture was filtered and purified by reverse phase HPLC (0 to 95% ACN/water with 0.1% TFA modifier) to afford (2S)-2-hydroxy-N-(2-hydroxyethyl)-3-[4-(3-methyl-5-{[4-(trifluoromethyl)pyrimidin-2-yl]amino}phenyl)-1H-pyrazol-1-yl]propanamide. MS ESI calcd. for C20H21F3N6O3 [M+H]+ 451. found 451. 1H NMR (500 MHz, DMSO-d6) δ 10.11 (s, 1H), 8.80 (d, J=4.9 Hz, 1H), 7.94 (s, 1H), 7.84 (t, J=5.6 Hz, 1H), 7.80 (s, 1H), 7.75 (s, 1H), 7.33 (s, 1H), 7.23 (d, J=6.3 Hz, 1H), 7.05 (s, 1H), 4.39 (dd, J=2.9 Hz, 13.7 Hz, 1H), 4.26 (d, J=7.7 Hz, 1H), 4.17-4.12 (m, 1H), 3.38 (t, J=5.9 Hz, 2H), 3.16 (q, J=6.1 Hz, 2H), 2.28 (s, 3H).

Provenance & Evidence