HCID 67582072, compound → HCID 57078778, compound

HRID 1416504Notes

Reaction equation

HRID 1416504 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:34])[C@@H:30]([OH:33])[CH2:31][OH:32])[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>CO.[Pd]>[OH:34][C@H:29]([C@@H:30]([OH:33])[CH2:31][OH:32])[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[CH2:15][CH2:16][NH:11][CH2:12][CH2:13]2)[N:26]=1

Participants

4

Reactant 1

HCID 67582072HCID 67582072, compound

Product 1

HCID 57078778HCID 57078778, compoundYield 74.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-[4-(Benzyloxycarbonyl)piperazin-1-yl]-4-[(2S,3S)-(2,3,4-trihydroxybutan-1-yl)oxy]quinazoline (1.5 g) is dissolved in methanol (30 ml), and thereto is added 10% palladium/carbon (0.15 g), and the mixture is stirred under hydrogen atmosphere and under atmospheric pressure at room temperature for 17 hours. The reaction mixture is filtered, and the filtrate is evaporated to dryness under reduced pressure to give 4-[(2S,3S)-(2,3,4-trihydroxybutan-1-yl)oxy]-2-(1-piperazinyl)quinazoline (0.8 g).

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-8154021f18b346b98ff7d5530fc1be5f
Source dataset
uspto-grants-1999_06
Patent number
US05912247

Reaction notes

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