HCID 18658175, compound → HCID 70041689, compound

HRID 1768865Notes

Reaction equation

HRID 1768865 reaction equation
[ClH:1].[CH3:2][O:3][C:4]1[CH:31]=[CH:30][C:7]([CH2:8][C@H:9]([CH2:20][C:21]([N:23]2[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]2)=[O:22])[C:10]([O:12]CC2C=CC=CC=2)=[O:11])=[CH:6][CH:5]=1>C(O)C.[Pd]>[ClH:1].[CH3:2][O:3][C:4]1[CH:31]=[CH:30][C:7]([CH2:8][C@H:9]([CH2:20][C:21]([N:23]2[CH2:28][CH2:27][N:26]([CH3:29])[CH2:25][CH2:24]2)=[O:22])[C:10]([OH:12])=[O:11])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 18658175HCID 18658175, compound

Product 1

HCID 70041689HCID 70041689, compoundYield 56.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 0.55 g of benzyl 2(R)-(4-methoxybenzyl)-3-(N-methylpiperazinocarbonyl)propionate hydrochloride (prepared as described in Preparation 23) in 20 ml of ethanol was stirred at room temperature for 4 hours under an atmosphere of hydrogen and in the presence of 0.2 g of 10% w/w palladium-on-charcoal. After removing the catalyst by filtration, the filtrate was concentrated by distillation under reduced pressure. The residue was mixed with ethanol and, after the mixture had been allowed to stand, 0.25 g of the title compound was obtained as a colorless powder, melting at 117°-118° C. (with decomposition)

Workup

  1. customAfter removing the catalyst
  2. filtrationby filtration
  3. concentrationthe filtrate was concentrated by distillation under reduced pressure
  4. additionThe residue was mixed with ethanol

Sources & evidence

ORD record
ord-85bed71f441849e1878c758acc45b690
Source dataset
uspto-grants-1995_01
Patent number
US05378689

Reaction notes

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