Ethanol → HCID 10209114, compound

HRID 395979Notes

Reaction equation

HRID 395979 reaction equation
[OH:1][C@H:2]([CH2:31][O:32]C1C=CN=C(/N=N/C2C=CC([N+]([O-])=O)=CC=2)C=1)[CH2:3][NH:4][CH2:5][CH2:6][C:7]1[CH:30]=[CH:29][C:10]([NH:11][CH:12]2[CH2:17][CH2:16][N:15]([C:18]([NH:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])=[O:19])[CH2:14][CH2:13]2)=[CH:9][CH:8]=1.[H][H].[CH2:52](O)[CH3:53]>[Pd]>[CH2:21]([NH:20][C:18]([N:15]1[CH2:16][CH2:17][CH:12]([NH:11][C:10]2[CH:9]=[CH:8][C:7]([CH2:6][CH2:5][NH:4][CH2:3][C@H:2]([OH:1])[CH2:31][O:32][C:13]3[CH:14]=[N:15][C:18]([NH2:20])=[CH:52][CH:53]=3)=[CH:30][CH:29]=2)[CH2:13][CH2:14]1)=[O:19])[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

Participants

5

Reactant 3

HCID 702EthanolHCID 178418361HCID 178418361, compoundHCID 178443647HCID 178443647, compound

Product 1

HCID 10209114HCID 10209114, compound

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

4-[4-(2-{[(2S)-2-Hydroxy-3-({2-[(E)-2-(4-nitrophenyl)diazenyl]-4-pyridinyl}oxy)propyl]amino}ethyl)anilino]-N-octyl-1-piperidinecarboxamide (0.1 g, 0.15 mmol) was dissolved in ethanol (10 mL) and 10% palladium on carbon (0.015 g) added. The solution was shaken in a Parr apparatus at 50 psi hydrogen atmosphere for 1.5 hours, filtered through a Celite pad and the solvent removed in vacuo. The residue was purified by flash chromatography on silica gel Merck-60 (eluant: 10:1 chloroform-methanol) to furnish the title compound (0.02 g, 0.037 mmol).

Workup

  1. filtrationfiltered through a Celite pad
  2. customthe solvent removed in vacuo
  3. customThe residue was purified by flash chromatography on silica gel Merck-60 (eluant: 10:1 chloroform-methanol)

Sources & evidence

ORD record
ord-3181de6c28cf4089a0a095b393625fc8
Source dataset
uspto-grants-2003_08
Patent number
US06605618B2

Reaction notes

Loading…