HCID 10794469, compound → HCID 22013853, compound

HRID 1532726Notes

Reaction equation

HRID 1532726 reaction equation
[CH2:1]([O:3][C:4]([CH2:6][C:7]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH2:37][C:38]2[N:39]=[C:40]([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)[O:41][C:42]=2[CH3:43])=[CH:31][CH:30]=1)([C:18]([O:20]CC1C=CC=CC=1)=[O:19])[C:8]([O:10]CC1C=CC=CC=1)=[O:9])=[O:5])[CH3:2]>CO.O1CCCC1.[C].[Pd]>[CH2:1]([O:3][C:4]([CH2:6][C:7]([CH2:28][C:29]1[CH:34]=[CH:33][C:32]([O:35][CH2:36][CH2:37][C:38]2[N:39]=[C:40]([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)[O:41][C:42]=2[CH3:43])=[CH:31][CH:30]=1)([C:18]([OH:20])=[O:19])[C:8]([OH:10])=[O:9])=[O:5])[CH3:2]

Participants

5

Reactant 1

HCID 10794469HCID 10794469, compound

Product 1

HCID 22013853HCID 22013853, compoundYield 98%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

Dibenzyl 2-ethoxycarbonylmethyl-2-[4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl]malonate (29.5 g, 44.6 mmol) obtained in Example 9 was dissolved in methanol (150 ml) and tetrahydrofuran (150 ml), and 5% palladium carbon (2.0 g) was added. The mixture was vigorously stirred at room temperature under a hydrogen atmosphere (3.3-3.4 atm) for 6 hr. After stirring, the catalyst was removed with celite and the solvent was evaporated to give the title compound (21.0 g, yield 98%) as an orange-yellow solid.

Workup

  1. stirringAfter stirring
  2. customthe catalyst was removed with celite
  3. customthe solvent was evaporated

Sources & evidence

ORD record
ord-56181be107b2434b88f5511c0bdfc2e4
Source dataset
uspto-grants-2001_03
Patent number
US06204277B1

Reaction notes

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