HCID 76155194, compound → HCID 76155192, compound

Participants

Reaction Steps

A mixture of tert-butyl 3-(5-(benzyloxy)pyridin-2-yl)-1-(4-(4-(hydroxyamino)-4-oxobutyl)phenylamino)-1-oxopropan-2-ylcarbamate (0.1 g, 0.19 mmol) and 10 mg of 10% Pd/C in 2 mL of methanol was vigorously stirred under H2 for 4 h at room temperature (monitored by TLC). It was filtered through Celite. The solvent was evaporated. The residue was purified by chromatography to give Compound 4 (0.09 g, 89%). Mp: 166-167° C.; NMR (400 MHz in CDCl3, Bruker AVANCE-400): δ 1.31 (s, 9H, Boc), 1.75 (m, 2H, CH2), 1.93 (t, 1H, CH2, J=7.10 Hz), 2.52 (t, 2H, CH2, J=7.10 Hz), 2.94 (m, 2H, CH2), 4.41 (m, 1H, CH), 6.94 (d, 1H, Ar—H, J=7.99 Hz), 7.05 (m, 1H, Ar—H), 7.08 (d, 2H, Ar—H, J=7.88 Hz), 7.21 (m, 1H, Ar—H), 7.46 (d, 2H, Ar—H, J=8.15 Hz), 8.03 (br, 1H, NH), 9.88 (br, 1H, NH), 10.32 (br, 1H, OH).

Provenance & Evidence