1,3-Dihydro-1-(4-phenoxyphenyl)-3-[2-[2-(1-pyrrolidinyl)ethyl]-2H-indazol-5-yl]-2H-imidazol-2-one → HCID 11431273, compound

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Reaction Steps

1-(4-phenoxyphenyl)-3-[2-(2-pyrrolidin-1-ylethyl)-2H-indazol-5-yl]-1,3-dihydro-2H-imidazol-2-one (Example 84) (0.100 g, 0.215 mmol) was taken up in 20 mL of AcOH along with 100 mg of Pd/C (10% mol/mol) and the mixture was subjected to an atmosphere of hydrogen gas at a pressure of 60 psi in a Parr shaker apparatus. The mixture was shaken at room temperature for 6 hours after which the mixture was filtered through a bed of celite, and the solvents removed under reduced pressure. 1H NMR (300 MHz, DMSO-D6) δ ppm 1.75–2.06 (m, 4 H) 3.02–3.15 (m, 2 H) 3.47–3.63 (m, 2 H) 3.74–3.87 (m, 2 H) 3.93–4.12 (m, 4 H) 4.82 (t, J=5.76 Hz, 2 H) 6.94–7.01 (m, 2 H) 7.03–7.14 (m, 3 H) 7.34–7.34 (m, 2 H) 7.62–7.70 (m, 4 H) 7.86 (dd, J=9.49, 2.03 Hz, 1 H) 8.39–8.46 (m, 1 H); MS (ESI) m/z 468 [M+H]+.

Provenance & Evidence