Tetrahydrofuran → HCID 68310374, compound

Reaction equation

[CH:1]1([N:4]([CH:20]([C:22]2[CH:23]=[N:24][C:25]([O:36][CH3:37])=[C:26]([C:28]#[C:29][CH2:30][NH:31][C:32]([O:34][CH3:35])=[O:33])[CH:27]=2)[CH3:21])[C:5]([C@@H:7]2[O:12][CH2:11][CH2:10][N:9]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:8]2)=[O:6])[CH2:3][CH2:2]1.O1CCCC1>C(OCC)(=O)C.[Pd]>[CH:1]1([N:4]([CH:20]([C:22]2[CH:23]=[N:24][C:25]([O:36][CH3:37])=[C:26]([CH2:28][CH2:29][CH2:30][NH:31][C:32]([O:34][CH3:35])=[O:33])[CH:27]=2)[CH3:21])[C:5]([C@@H:7]2[O:12][CH2:11][CH2:10][N:9]([C:13]([O:15][C:16]([CH3:17])([CH3:18])[CH3:19])=[O:14])[CH2:8]2)=[O:6])[CH2:2][CH2:3]1

Participants

Procedure

to a solution of tert-butyl (2R)-2-({cyclopropyl[1-(6-methoxy-5-{3-[(methoxycarbonyl)-amino]prop-1-yn-1-yl}pyridin-3-yl)ethyl]amino}carbonyl)morpholin-4-carboxylate (150 mg) in ethyl acetate (2.5 mL)-tetrahydrofuran (2.5 mL) was added 10% palladium on carbon (30 mg), and the mixture was stirred under hydrogen for 45 minutes. An insoluble was filtered off, and then the filtrate was concentrated under reduced pressure, and the resulting residue was purified by NH-silica gel column chromatography (eluent: ethyl acetate) to give tert-butyl (2R)-2-({cyclopropyl[1-(6-methoxy-5-{3-[(methoxycarbonyl)amino]propyl}pyridin-3-yl)ethyl]amino}carbonyl)morpholine-4-carboxylate [Ex(296-5)] (159 mg) as a colorless oil.