HCID 178424914, compound → HCID 178424915, compound

Participants

Reaction Steps

A solution of (S)-4-((2,2-dimethyl-1,3-dioxolan-4-yl)methoxy)-2-(3,5-dimethyl-1H-indazol-4-yl)-6-(5-isopropyl-2-methylphenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (20 mg, 0.037 mmol) in TFA (0.9 mL) and H2O (0.1 mL) was stirred at room temperature for 16 h. The reaction mixture was concentrated and the residue was partitioned between DCM and saturated aqueous NaHCO3. The layers were separated and the aqueous layer was extracted with DCM. The organics were combined and concentrated. The residue was purified by reverse phase HPLC (C18, 10-100% acetonitrile in H2O with 0.1% NH4OH) to give (R)-3-((2-(3,5-dimethyl-1H-indazol-4-yl)-6-(5-isopropyl-2-methylphenyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-yl)oxy)propane-1,2-diol. 1H NMR (400 MHz, CD2Cl2) δ ppm 7.33 (d, J=8.46 Hz, 1H), 7.21 (d, J=8.59 Hz, 1H), 7.08 (d, J=7.96 Hz, 1H), 6.97 (d, J=1.52 Hz, 1H), 6.86 (dd, J=1.71, 7.77 Hz, 1H), 4.36-4.47 (m, 2H), 4.06 (s, 2H), 3.88-3.95 (m, 1H), 3.53-3.60 (m, 1H), 3.46-3.52 (m, 1H), 3.26 (t, J=5.68 Hz, 2H), 3.02-3.10 (m, 2H), 2.76-2.86 (m, 1H), 2.26 (s, 3H), 2.20 (s, 3H), 1.92 (s, 3H), 1.17 (d, J=6.95 Hz, 6H); MS (ESL) m/z 502.5 (M+H)+.

Provenance & Evidence