(S)-3-(2-Nitro-phenylamino)-hexanoic acid ethyl ester → (S)-3-(2-Amino-phenylamino)-hexanoic acid ethyl ester

HRID 1747374Notes

Reaction equation

HRID 1747374 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C@@H:6]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[N+:17]([O-])=O)[CH2:7][CH2:8][CH3:9])[CH3:2]>CCO.[Pd]>[CH2:1]([O:3][C:4](=[O:20])[CH2:5][C@@H:6]([NH:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[NH2:17])[CH2:7][CH2:8][CH3:9])[CH3:2]

Participants

4

Reactant 1

HCID 59497566(S)-3-(2-Nitro-phenylamino)-hexanoic acid ethyl ester

Product 1

HCID 59497425(S)-3-(2-Amino-phenylamino)-hexanoic acid ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of (S)-3-(2-Nitro-phenylamino)-hexanoic acid ethyl ester (795 mg, 2.8 mmol) in EtOH (20 mL) was added Pd/C (10% wt on carbon) (300 mg). The solution was stirred at room temperature for 3 hours. The solution was filtered and the filtrate was concentrated. The residue (683 mg, 96%) was used in the next step of the synthesis without further purification.

Workup

  1. filtrationThe solution was filtered
  2. concentrationthe filtrate was concentrated
  3. customThe residue (683 mg, 96%) was used in the next step of the synthesis without further purification

Sources & evidence

ORD record
ord-82ac7aa32dfe417f86dac980a5ae2426
Source dataset
uspto-grants-2015_10
Patent number
US09150556B2

Reaction notes

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