HCID 178480294, compound → HCID 178480293, compound

Participants

Reaction Steps

A mixture of Example 106 (740 mg, 1.63 mmol) and palladium hydroxide (50 mg) in ethyl alcohol (10 mL) was stirred under an atmosphere of hydrogen (balloon) at room temperature for 4 hours. The reaction mixture was filtered and the filtrate was concentrated. The residue was purified on Analogix® Intelliflash280™ (SiO2, 15-100% gradient of solvent A in hexanes, solvent A=10:1:0.5 ethyl acetate:methanol:triethylamine) to provide the title compound (540 mg, 78%). 1H NMR (300 MHz, DMSO-d6) δ ppm 1.38 (s, 9H) 1.73-1.83 (m, 3H) 1.89-1.97 (m, 1H) 3.60-3.68 (m, 1H) 3.73-3.81 (m, 1H) 3.89 (s, 3H) 4.18-4.25 (m, 1H) 4.35-4.48 (m, 2H) 5.50 (s, 2H) 6.83-6.86 (m, 2H) 7.56 (d, J=1.70 Hz, 2H); MS (DCI/NH3) m/z 425 (M+H)+. Anal. calcd C21H27F3N4O2.0.5H2O: C, 58.19; H, 6.51; N, 12.33. Found: C, 57.88; H, 6.56; N, 12.63.

Provenance & Evidence