HCID 89610459, compound → HCID 71576576, compound

Participants

Reaction Steps

Ethyl 3,4-bis(benzyloxy)-5-(dimethylcarbamoyl)-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (6) (1.03 g, 1.94 mmol) was dissolved in EtOH and then treated with 10% Pd/C (37 mg). The reaction mixture was purged with N2 for 5 min then Hydrogen gas was bubbled through the mixture with stirring at RT for 1.5 h. The mixture was filtered through Celite and concentrated in vacuo. The residual yellow solid was triturated with Et2O to afford ethyl 5-(dimethylcarbamoyl)-3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2-carboxylate (UL1-012) (602 mg, 89%) as a white solid: m/z 349 (M+H)+ (ES+), 347 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 8.60 (s, 1H), 8.46 (s, 1H), 7.08-7.01 (m, 2H), 6.90-6.82 (m, 2H), 4.00 (q, J=7.0 Hz, 2H), 3.76 (s, 3H), 2.83 (br s, 6H), 0.99 (t, J=7.1 Hz, 6H).

Provenance & Evidence