HCID 89610367, compound → HCID 71599457, compound

Participants

Reaction Steps

3,4-Bis(benzyloxy)-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarbonitrile (14) (70 mg, 0.16 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 25° C. under H2 (full H2 mode). The output was concentrated in vacuo to afford the crude product. The compound was purified by preparative HPLC (C-18 column, 21.2 mm i.d.×100 mm, 5 micron particle size, gradient 5-95% MeCN in 0.1% aqueous formic acid over 16 min) to afford 3,4-dihydroxy-1-(4-methoxyphenyl)-1H-pyrrole-2,5-dicarbonitrile (UL1-034) (6 mg, 14%) as a yellow powder: m/z 254 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 7.44-7.36 (m, 2H), 7.14-7.05 (m, 2H).

Provenance & Evidence