HCID 67095286, compound → HCID 67095155, compound

HRID 2112087Notes

Reaction equation

HRID 2112087 reaction equation
[NH2:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([N+:22]([O-])=O)[C:3]=1[C:4]([NH:6][CH:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:8]([OH:10])=[O:9])=[O:5]>CO.[Pd]>[NH2:1][C:2]1[CH:21]=[CH:20][CH:19]=[C:18]([NH2:22])[C:3]=1[C:4]([NH:6][CH:7]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:8]([OH:10])=[O:9])=[O:5]

Participants

4

Reactant 1

HCID 67095286HCID 67095286, compound

Product 1

HCID 67095155HCID 67095155, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

410 mg (1.25 mmol) 2-(2-amino-6-nitro-benzoylamino)-3-phenyl-propionic acid are dissolved in 50 ml of methanol and combined with 40 mg palladium on charcoal (10% Pd). The reaction mixture is hydrogenated for 9 h at 5 bar H2 pressure and 25° C. Then the catalyst is filtered off, the solvent is eliminated in vacuo and the crude product is purified by chromatography. The carrier used is C18-RP-silica gel and a gradient is run through which consists of 95% water and 5% acetonitrile at the starting point and consists of 5% water and 95% acetonitrile at the finishing point.

Workup

  1. filtrationThen the catalyst is filtered off
  2. customthe crude product is purified by chromatography

Sources & evidence

ORD record
ord-c80088afcebc4e33b2ed8a13c1ca4330
Source dataset
uspto-grants-2009_04
Patent number
US07521457B2

Reaction notes

Loading…