diethyl(acetylamino)(2-nitrobenzyl)propanedioate → HCID 59773563, compound

HRID 2114282Notes

Reaction equation

HRID 2114282 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[C:5]([NH:21][C:22](=[O:24])[CH3:23])([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-])=O)[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2].[H][H]>CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:25])[C:5]([NH:21][C:22](=[O:24])[CH3:23])([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH2:18])[C:6]([O:8][CH2:9][CH3:10])=[O:7])[CH3:2]

Participants

5

Reactant 2

HCID 250408diethyl(acetylamino)(2-nitrobenzyl)propanedioateHCID 178418361HCID 178418361, compound

Product 1

HCID 59773563HCID 59773563, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1.0 eq. of 79 and 0.1 wt/wt eq. of 10% Pd on carbon in EtOH was hydrogenated at 10-60 psi of hydrogen for a time sufficient for reaction completion. The reaction mixture was filtered through Celite. The filtrate was concentrated by rotary evaporation. The crude material was dried under vacuum to give product 80.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationThe filtrate was concentrated by rotary evaporation
  3. dry with materialThe crude material was dried under vacuum

Sources & evidence

ORD record
ord-505ee58b8eb443f685cf484e6df70c40
Source dataset
uspto-grants-2008_10
Patent number
US07432379B2

Reaction notes

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