Hydrochloric Acid → HCID 86671939, compound

Participants

Reaction Steps

To (2R)-2-methyl-2-(methylsulfonyl)-4-[2-oxo-4-(4-{2-[3-(tetrahydro-2H-pyran-2-yloxy)cyclobutyl]ethoxy}phenyl)pyridin-1(2H)-yl]-N-(tetrahydro-2H-pyran-2-yloxy)butanamide (386 mg, 0.597 mmol) was added 4 N hydrogen chloride in dioxane (6.0 mL) and methanol (0.60 mL). The reaction was stirred for 30 minutes and then evaporated in vacuo to give a yellow oil. The residue was dissolved in a minimal amount of methanol (0.50 mL) and diluted with ether to give a yellow precipitate. This suspension was stirred overnight at room temperature. The solid was allowed to settle and the liquid was decanted off. The solid was rinsed twice with ether and dried on a vacuum pump to give the title compound as a white solid (229 mg, 80.5%). 1H NMR (poor resolution in spectra) (400 MHz, METHANOL-d4) δ ppm 1.55-1.63 (m, 2 H) 1.69-1.73 (m, 3 H) 1.87-1.97 (m, 3 H) 2.11 (t, J=6.83 Hz, 0 H) 2.36-2.50 (m, 3 H) 2.61-2.72 (m, 1 H) 3.08-3.11 (m, 3 H) 3.99-4.10 (m, 4 H) 4.32-4.42 (m, 1 H) 6.89-6.97 (m, 1 H) 7.00-7.07 (m, 3 H) 7.67-7.73 (m, 2 H) 7.87 (t, J=10.54 Hz, 1 H). LCMS 479.6 (M+1).

Provenance & Evidence