HCID 59497455, compound → HCID 59497570, compound

HRID 1747390Notes

Reaction equation

HRID 1747390 reaction equation
[C:1]([O:5][C:6](=[O:21])[C@@H:7]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[N+:18]([O-])=O)[CH2:8][CH2:9][CH3:10])([CH3:4])([CH3:3])[CH3:2]>CO.[Pd]>[C:1]([O:5][C:6](=[O:21])[C@@H:7]([NH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[NH2:18])[CH2:8][CH2:9][CH3:10])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 59497455HCID 59497455, compound

Product 1

HCID 59497570HCID 59497570, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Procedure

To a solution of (S)-2-(2-Nitro-phenylamino)-pentanoic acid tert-butyl ester (0.69 g, 2.4 mmol) in MeOH (10 mL) was added a slurry of Pd/C (0.2 g) in MeOH (10 mL). The reaction mixture was degassed using house vacuum. The flask was saturated with H2 and stirred under H2 balloon for 2 h. When the reaction was completed, the mixture was filtered through a pad of celite and the filtrate was concentrated to afford 0.61 g (97%) of the desired product. The resulting residue was used for the next reaction without further purification.

Workup

  1. customThe reaction mixture was degassed
  2. filtrationthe mixture was filtered through a pad of celite
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-4904e961e1814abcb682f211c067d4a6
Source dataset
uspto-grants-2015_10
Patent number
US09150556B2

Reaction notes

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