HCID 54465667, compound → HCID 19918369, compound

HRID 1755645Notes

Reaction equation

HRID 1755645 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6]([N:13]2[CH2:18][CH2:17][CH:16]([CH3:19])[CH2:15][CH2:14]2)=[N:5][C:4](=[N:20]O)[C:3]1=[O:22]>CO.[Ru]>[NH2:20][CH:4]1[N:5]=[C:6]([N:13]2[CH2:18][CH2:17][CH:16]([CH3:19])[CH2:15][CH2:14]2)[C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[N:2]([CH3:1])[C:3]1=[O:22]

Participants

4

Reactant 1

HCID 54465667HCID 54465667, compound

Product 1

HCID 19918369HCID 19918369, compound

Reagents, catalysts & solvents 2

HCID 23950RutheniumCatalystHCID 887MethanolSolvent

Procedure

A suspension of 1,2-dihydro-1-methyl-3-oximino-5-(4-methylpiperidin-1-yl)-3H-1,4-benzodiazepin-2-one (0.27 g) and 5% ruthenium on carbon (0.16 g) in methanol (50 ml) was hydrogenated at 55 psi H2 at 70° for 24 h. The catalyst was then removed by filtration and the solvent evaporated. The residue was purified by filtration and the solvent evaporated. The residue was purified by column chromatography on silica with CH2Cl2:MeOH 98:2∆9:1 as eluant to afford product.

Workup

  1. customThe catalyst was then removed by filtration
  2. customthe solvent evaporated
  3. filtrationThe residue was purified by filtration
  4. customthe solvent evaporated
  5. customThe residue was purified by column chromatography on silica with CH2Cl2:MeOH 98:2∆9:1 as eluant
  6. customto afford product

Sources & evidence

ORD record
ord-a301f5eded46424e9ac9bc65e7727393
Source dataset
uspto-grants-1995_08
Patent number
US05438055

Reaction notes

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