2-Methyl-2-(2-nitro-phenylamino)-propionic acid tert-butyl ester → HCID 59497586, compound

HRID 1747409Notes

Reaction equation

HRID 1747409 reaction equation
[C:1]([O:5][C:6](=[O:20])[C:7]([CH3:19])([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N+:16]([O-])=O)[CH3:8])([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[C:1]([O:5][C:6](=[O:20])[C:7]([NH:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[NH2:16])([CH3:19])[CH3:8])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 594976512-Methyl-2-(2-nitro-phenylamino)-propionic acid tert-butyl ester

Product 1

HCID 59497586HCID 59497586, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-methyl-2-(2-nitro-phenylamino)-propionic acid tert-butyl ester (638 mg, 2.3 mmol), 10% Pd/C (110 mg) in EtOH (25 mL) under H2 atmosphere at room temperature was stirred for 30 min. The reaction mixture was filtered and the organic layer was concentrated to give the desired 2-(2-amino-phenylamino)-2-methyl-propionic acid tert-butyl ester (570 mg, 100%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe organic layer was concentrated

Sources & evidence

ORD record
ord-09e0868281784916bad716eda4ebc45d
Source dataset
uspto-grants-2015_10
Patent number
US09150556B2

Reaction notes

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