HCID 66789405, compound → HCID 66789429, compound

HRID 1360246Notes

Reaction equation

HRID 1360246 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[C:7]([N+:19]([O-])=O)[CH:6]=1)[CH3:2]>C(O)C.[Pd]>[CH2:1]([O:3][C:4](=[O:22])[C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([O:14][C:15]([CH3:17])([CH3:16])[CH3:18])=[O:13])=[C:7]([NH2:19])[CH:6]=1)[CH3:2]

Participants

4

Reactant 1

HCID 66789405HCID 66789405, compound

Product 1

HCID 66789429HCID 66789429, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

4-Tert-butoxycarbonylamino-3-nitro-benzoic acid ethyl ester (3.5 g, 11.3 mmol) was dissolved in ethanol (300 mL) and 10% palladium on carbon was added (0.45 g, 0.42 mmol). The mixture was evacuated and filled with hydrogen, then stirred at room temperature for 1 hour. The catalyst was filtered, washing with ethanol, and the solvent was evaporated. The crude 3-amino-4-tert-butoxycarbonylamino-benzoic acid ethyl ester thus obtained [3.1 g, 95%, MS (ISP): m/e=279.3 (M−H)] was used as such in the following reaction.

Workup

  1. customThe mixture was evacuated
  2. additionfilled with hydrogen
  3. filtrationThe catalyst was filtered
  4. washwashing with ethanol
  5. customthe solvent was evaporated

Sources & evidence

ORD record
ord-c362afca05204c4f90363f552b6bc11a
Source dataset
uspto-grants-2011_02
Patent number
US07879845B2

Reaction notes

Loading…