Trifluoroacetic acid → HCID 118271826, compound

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Reaction Steps

The enantiomers of 1-(1-(3,4-dichlorophenyl)-2-hydroxy-2-methylpropyl)-3-(4-(hydroxymethyl)-3-methoxy-1H-pyrazolo[4,3-c]pyridin-6-yl)urea, TFA (15 mg, 0.033 mmol) were separated by SFC (Berger Multigram II, Column: Chiralcel OJ-H, 2.1×25 cm, 5 uM, UV wavelength: 220 nM, mobile phase: 85%/15% Methanol+0.25% dimethyl ethylamine/CO2(l), flow rate: 70 mL/Min, 10 min run time). Elution was observed at 5.8 min. The fractions were collected and the solvent evaporated in vacuo to afford (S)-1-(1-(3,4-dichlorophenyl)-2-hydroxy-2-methylpropyl)-3-(4-(hydroxymethyl)-3-methoxy-1H-pyrazolo[4,3-c]pyridin-6-yl)urea (107, 6.2 mg, 0.014 mmol, 83.0% yield). MS: [M+H]+ m/z 454. 1H NMR (600 MHz, DMSO): 7.51-7.55 (m, 2H); 7.31 (dd, J=8.3, 2.0 Hz, 1H); 7.04 (s, 1H); 4.77 (s, 2H); 4.59 (d, J=8.6 Hz, 1H); 3.94 (s, 3H); 1.16 (s, 6H).

Provenance & Evidence