HCID 135966859, compound → HCID 136082986, compound

HRID 1721348Notes

Reaction equation

HRID 1721348 reaction equation
[NH2:1][C:2](=[N:12][N:13]=[CH:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([O:24]CC3C=CC=CC=3)[CH:22]=2)[NH:17][CH:16]=1)[N:3]([CH3:11])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]>CCO.[Pd]>[NH2:1][C:2](=[N:12][N:13]=[CH:14][C:15]1[C:23]2[C:18](=[CH:19][CH:20]=[C:21]([OH:24])[CH:22]=2)[NH:17][CH:16]=1)[N:3]([CH3:11])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 1

HCID 135966859HCID 135966859, compound

Product 1

HCID 136082986HCID 136082986, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 0.48 g 5-benzyloxy-indole-3-carboxaldehyde amino(N-methyl-N-heptylamino)methylene hydrazone (1.1 mmol) in EtOH there is added 0.25 g 10% Pd/C. The suspension is hydrogenated overnight at 45° C. Afterwards the suspension is filtered over silica gel, the solvent is evaporated and the residue is chromatographed over silica gel (eluant:toluene/EtOH/NH3 85:15:1) to yield the title compound. The pure material is crystallized from CH2Cl2 /Hexane 2: 8.

Workup

  1. filtrationAfterwards the suspension is filtered over silica gel
  2. customthe solvent is evaporated
  3. customthe residue is chromatographed over silica gel (eluant:toluene/EtOH/NH3 85:15:1)

Sources & evidence

ORD record
ord-db80eedf766c48cc9330685627fcd2b7
Source dataset
uspto-grants-1996_04
Patent number
US05510353

Reaction notes

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