HCID 178418361, compound → HCID 178428192, compound

Participants

Reaction Steps

3-(5-(4-Methylpiperidin-1-yl)-1H-benzo[d]imidazol-2-yl)-5-nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (100 mg, 0.217 mmol) was added to 10% Pd/C (2.302 mg, 0.022 mmol) in ethanol (25 mL) and then hydrogen gas (60 psi) was applied for 8 h at room temperature. The reaction mixture was filtered through Celite, and the solvent was removed in vacuo. Purification by flash chromatography (5% CH3OH/CH2Cl2) afforded the title compound (75 mg) as a solid. 1H NMR: (400 MHz, CD3OD): δ 7.66 (d, 1H, J=2.0 Hz), 7.51 (m, 2H), 7.17 (bs, 1H), 7.05-7.00 (m, 2H), 5.78 (dd, 1H, J=2.4 & 9.2 Hz), 3.98 (m, 1H), 3.78 (m, 1H), 3.56 (m, 2H), 2.67 (m, 3H), 2.14-2.03 (m, 2H), 1.76 (m, 3H), 1.65 (m, 2H), 1.40 (m, 3H), 0.98 (d, 3H, J=6.0 Hz); ESI-MS [M+H]+: 431.3.

Provenance & Evidence