HCID 71599882, compound → HCID 71599543, compound

Participants

Reaction Steps

Ethyl 3,4-bis(benzyloxy)-5-cyano-1-(4-fluorophenyl)-1H-pyrrole-2-carboxylate (UL1-060) (102 mg, 0.22 mmol) in THF (5 mL) was passed through a Thales ‘H-cube’ cartridge (10% Pd/C) at a flow rate of 1.5 mL/min at 20° C. under H2 (full H2 mode). The output was concentrated in vacuo to afford the crude product. The crude residue was purified by silica gel chromatography (4 g, 0-35% EtOAc in isohexane) to afford ethyl 5-cyano-1-(4-fluorophenyl)-3,4-dihydroxy-1H-pyrrole-2-carboxylate (UL1-039) (18 mg, 29% yield) as a white solid: m/z 291 (M+H)+ (ES+); 289 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 10.14 (s, 1H), 8.99 (s, 1H), 7.44-7.36 (m, 2H), 7.35-7.26 (m, 2H), 4.05 (q, J=7.1 Hz, 2H), 1.01 (t, J=7.1 Hz, 3H).

Provenance & Evidence