HCID 71062654, compound → HCID 71062169, compound

Participants

Reaction Steps

To a solution of benzyl 4-(4-(dibutylcarbamoyl)-1-(2-ethoxy-2-oxoethyl)-1H-imidazol-2-yl)-3-(1,2,3,4-tetrahydroisoquinoline-2-carbonyl)benzoate (250 mg, 0.36 mmol) in MeOH (5.0 mL) was added Pd/C (10%). The resulting reaction mixture was stirred under H2 atmosphere for 2 h. The reaction mixture was filtered through a small pad of CELITE®, washed thoroughly with MeOH and concentrated in vacuo to provide the title compound (190 mg, 88%). 1H NMR (DMSO-d6, 1:1 mixture of amide rotamers) δ 13.4 (br s, 1H), 8.07 (d, J=8.0 Hz, 1H), 7.94 (d, J=9.6 Hz, 1H), 7.71 (s, 0.5H), 7.65 (s, 0.5H), 7.50 (t, J=8.6 Hz, 1H), 7.19-7.08 (m, 3.5H), 6.95 (d, J=7.6 Hz, 0.5H), 4.93 (br s, 2H), 4.63 (br s, 1H), 4.40-4.30 (br s, 1H), 4.15 (q, J=14.0, 6.8 Hz, 2H), 3.68 (br s, 2H), 3.46-3.42 (m, 2H), 3.30-3.20 (m, 2H), 2.74-2.62 (m, 2H), 1.44-1.27 (m, 4H), 1.22-1.20 (m, 3H), 1.19-1.16 (m, 4H), 0.95-0.72 (m, 6H); MS(ESI+) m/z 589.6 (M+H)+.

Provenance & Evidence