p-Toluenesulfonic acid → HCID 178433918, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-[1-(2-aminopyrimidin-4-yl)-3-methylindazol-6-yl]-2-[1-(oxan-2-yl)-1,2,4-triazol-3-yl]but-3-yn-2-ol (60 mg, 0.13 mmol) in methanol (3 mL) was added p-toluenesulfonic acid (25.38 mg, 0.15 mmol). The reaction mixture was stirred at 55° C. for 1 hr, and then concentrated in vacuo. The crude residue was partitioned between saturated NaHCO3 solution (2 ml) and DCM (2×5 ml). The combined organic extracts were washed with brine (2 mL), dried (Na2SO4), filtered and concentrated in vacuo. The crude product was purified by flash chromatography (Isolute column, 2-10% methanol gradient in DCM) to give the title compound: 1H NMR (500 MHz, DMSO) delta 1.92 (3H, s), 2.58 (3H, s), 6.96 (2H, s), 7.05 (1H, d, J=5.5 Hz), 7.46-7.28 (1H, m), 7.85 (1H, d, J=8.2 Hz), 8.26 (1H, d, J=5.5 Hz), 8.86 (1H, s), 14.01 (1H, s); LC-MS: m/z=+361.05 (M+H)+.

Provenance & Evidence