Trifluoroacetic acid → HCID 67497359, compound

Participants

Reaction Steps

To a 20 ml vial was added (2S)—N-(2-methoxy-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)pyridin-3-yl)-3-phenyl-2-(1-(pyridin-2-yl)cyclopropylamino)propanamide 14.1.D (200 mg, 0.37 mmole), 8 ml of DCM and 2 ml of TFA. The reaction was stirred at room temperature for 2 hours then refluxed for 2 seconds at which time the solvent was removed with a stream of nitrogen. The crude was purified by reverse phase preparative HPLC to give (2S)—N-(2-methoxy-5-(1H-pyrazol-5-yl)pyridin-3-yl)-3-phenyl-2-(1-(pyridin-2-yl)cyclopropylamino)propanamide 14.1. (74 mg, 44% yield) LCMS ESI (pos.) m/e: 455.2 (M+1): 1H NMR (400 MHz, MeOH-d) δ ppm 8.59 (d, J=5.48 Hz, 1H), 8.56 (d, J=2.35 Hz, 1H,) 8.28 (d, J=2.35 Hz, 1H), 8.03-8.08 (m, 1H), 7.71 (d, J=2.35 Hz, 1H), 7.53-7.57 (m, 1H), 7.36 (d, J=8.22 Hz, 1H), 7.23-7.32 (m, 5H), 6.61 (d, J=2.35 Hz, 1H), 4.33 (t, J=7.63 Hz, 1H), 3.89 (s, 3H), 3.20 (d, J=7.83 Hz, 2H), 1.62-1.70 (m, 2H), 1.50-1.57 (m, 1H), 1.32 (ddd, J=10.17, 4.11, 2.15 Hz, 1H).

Provenance & Evidence