Formic Acid → HCID 178492388, compound

Participants

Reaction Steps

To a stirring solution of 80 mg (0.11 mmol) of 2-[3-(1-benzyl-1H-Indazol-3-ylmethyl)-3-methoxy-2,4-dioxo-5-phenyl-2,3,4,5-tetrahydro-benzo[b][1,4]diazepin-1-yl]-N-isopropyl-N-(4-methoxy-phenyl) acetamide in 10 mL of a 10% solution of formic acid in absolute ethanol is added 70 mg of 10% palladium on carbon. The resulting black suspension is heated at reflux for 6 h, and then cooled to RT. The reaction mixture is filtered through Celite to remove the catalyst and the solvent removed in vacuo. Purification of the residue via silica gel MPLC using an Si60 column and hexane/EtOAc 1/1 as eluent followed by lyophilization afforded 41 mg of the title compound as a white amorphous solid: 1H NMR (DMSO-d6, 300 MHz) δ7.83 (d, 1H, J=8.3), 7.38-6.94 (m, 16H), 6.59 (d, 1H, J=7.1), 4.76 (m, 1H), 4.19 (s, br, 2H), 3.85 (d, 1H), J=15.7), 3.73 (m, 4H), 2.88 (s, 3H), 0.93 (m, 6H); low resolution MS (FAB)m/e 618 (MH+).

Provenance & Evidence