HCID 86759492, compound → HCID 131724500, compound

HRID 1883653Notes

Reaction equation

HRID 1883653 reaction equation
[C:1]([O:5][C:6](=[O:23])[C:7]1[CH:12]=[CH:11][C:10]([N+:13]([O-])=O)=[C:9]([CH2:16][NH:17][C:18](=[O:22])[CH:19]([CH3:21])[OH:20])[CH:8]=1)([CH3:4])([CH3:3])[CH3:2]>CO.CCOC(C)=O.[Pd]>[NH2:13][C:10]1[CH:11]=[CH:12][C:7]([C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:23])=[CH:8][C:9]=1[CH2:16][NH:17][C:18](=[O:22])[CH:19]([CH3:21])[OH:20]

Participants

5

Reactant 1

HCID 86759492HCID 86759492, compound

Product 1

HCID 131724500HCID 131724500, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of t-butyl-4-nitro-3-[(2-hydroxy-N-methylacetylamino)methyl]benzoate (7.92 g, 23.15 mmole) in CH3OH (25 mL) and EtOAc (25 mL) in a Parr hydrogenation flask was added 10% Pd/C (0.20 g). The contents were shaken on a Parr shaker under H2 (50 psi) for 4 hours. The suspension was filtered through celite, concentrated under vacuum and washed with Et2O to afford the title compound as a light orange foam which was used without further purification: MS (ES) m/e 295 (M+H)+.

Workup

  1. filtrationThe suspension was filtered through celite
  2. concentrationconcentrated under vacuum
  3. washwashed with Et2O

Sources & evidence

ORD record
ord-330740a484d545c49f34693e08f9a7d7
Source dataset
uspto-grants-2004_07
Patent number
US06762201B1

Reaction notes

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