1,4-Dioxane → HCID 57153789, compound

Reaction equation

C(OC([N:11]1[CH2:16][CH2:15][N:14]([C:17]2[N:26]=[C:25]([O:27][CH2:28][C@H:29]([OH:33])[C@@H:30]([OH:32])[CH3:31])[C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[N:18]=2)[CH2:13][CH2:12]1)=O)C1C=CC=CC=1.O1CCOCC1>CO.[Pd]>[OH:33][C@H:29]([C@@H:30]([OH:32])[CH3:31])[CH2:28][O:27][C:25]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:18]=[C:17]([N:14]2[CH2:13][CH2:12][NH:11][CH2:16][CH2:15]2)[N:26]=1

Participants

Procedure

2-[4-(Benzyloxycarbonyl)piperazin-1-yl]-4-[(2S,3S)-(2,3-dihydroxybutan-1-yl)oxy]quinazoline (5.1 g) is dissolved in methanol (90 ml)--dioxane (10 ml), and thereto is added 10% palladium/carbon (0.5 g), and the mixture is stirred under hydrogen atmosphere and under atmospheric pressure at room temperature for 16 hours. The reaction mixture is filtered, and the filtrate is evaporated to dryness under reduced pressure to give 4-[(2S,3S)-(2,3-dihydroxybutan-1-yl)oxy]-2-(1-piperazinyl)quinazoline (3.3 g).