HCID 117642467, compound → HCID 89614821, compound

Participants

Reaction Steps

A solution of 5-acetyl-3,4-bis(benzyloxy)-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (34) (100 mg, 0.20 mmol) in MeOH (5 mL) was passed through a Thales ‘H-cube’ cartridge (10% Pd/C) at a flow rate of 1 mL/min at 20° C. under H2 (full H2 mode). The output was concentrated in vacuo. The crude 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% aq. formic acid over 16 min) to afford 5-acetyl-3,4-dihydroxy-1-(4-methoxyphenyl)-N,N-dimethyl-1H-pyrrole-2-carboxamide (UL1-091) (45 mg, 70%) as a pale yellow solid: m/z 319 (M+H)+ (ES+), 317 (M−H)− (ES−). 1H NMR (400 MHz, DMSO-d6) δ: 9.77 (s, 1H), 8.57 (s, 1H), 7.09-7.07 (m, 2H), 6.88-6.86 (m, 2H), 3.77 (s, 3H), 2.81 (br s, 6H), 2.05 (s, 3H).

Provenance & Evidence