HCID 53634291, compound → HCID 21201658, compound

HRID 1979334Notes

Reaction equation

HRID 1979334 reaction equation
[CH3:1][O:2][CH2:3][N:4]1[C:10]2[CH:11]=[C:12]([O:15][CH3:16])[CH:13]=[CH:14][C:9]=2[N:8]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:7][C:6](=[N:23]OC(NCCC)=O)[C:5]1=[O:31]>CO.[C].[Pd]>[CH3:1][O:2][CH2:3][N:4]1[C:10]2[CH:11]=[C:12]([O:15][CH3:16])[CH:13]=[CH:14][C:9]=2[N:8]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH2:7][CH:6]([NH2:23])[C:5]1=[O:31]

Participants

4

Reactant 1

HCID 53634291HCID 53634291, compound

Product 1

HCID 21201658HCID 21201658, compoundYield 105.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1-Methoxymethyl-2-oxo-3-propylaminocarbonyloxyimino-5-phenyl-8-methoxy-1,3,4,5-tetrahydro-2H-1,5-benzodiazepine (0.78 g) was suspended in methanol (20 ml), 10% palladium carbon (0.20 g) was added thereto, the mixture was swung for 2 hours and 30 minutes under hydrogen atmosphere (3.5-3.0 kg/cm2). The palladium carbon was removed by filtration, the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (chloroform:methanol=20:1), to thereby obtain 0.63 g of the titled compound.

Workup

  1. customThe palladium carbon was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (chloroform:methanol=20:1)

Sources & evidence

ORD record
ord-0aa4301f70b9419dafd06100fba167c8
Source dataset
uspto-grants-2001_05
Patent number
US06239131B1

Reaction notes

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