HCID 135665584, compound → HCID 136355261, compound

HRID 1988258Notes

Reaction equation

HRID 1988258 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([C:28]2[NH:33][C:32](=[O:34])[CH:31]=[C:30]([CH3:35])[N:29]=2)[NH:17]C(OCC2C=CC=CC=2)=O)=[CH:11][C:10]=1[C:36]([CH3:39])([CH3:38])[CH3:37])C1C=CC=CC=1.[H][H]>CO.[OH-].[OH-].[Pd+2]>[NH2:17][CH:16]([C:28]1[NH:33][C:32](=[O:34])[CH:31]=[C:30]([CH3:35])[N:29]=1)[CH2:15][C:12]1[CH:13]=[CH:14][C:9]([OH:8])=[C:10]([C:36]([CH3:37])([CH3:38])[CH3:39])[CH:11]=1

Participants

5

Reactant 2

HCID 135665584HCID 135665584, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 136355261HCID 136355261, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolvent

Procedure

A suspension of 2-[2-(4-benzyloxy-3-tert-butylphenyl)-1-benzyloxycarbonylaminoethyl]-6-methyl-4-pyrimidinone (1.76 g, 3.35 mmol) and 20% palladium hydroxide/carbon (0.15 g) in methanol (30 ml) was stirred in a hydrogen atmosphere for 16 hours. The reaction mixture was filtered and the filtrate was concentrated under reduced pressure; the thus obtained residue was subjected to silica gel column chromatography (developing solvent: methylene chloride:methanol=10:1), giving the titled compound (824 mg, 82%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-07e98cb8e67643feb131fc0b4ea1c1d2
Source dataset
uspto-grants-2009_06
Patent number
US07553969B1

Reaction notes

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