HCID 86632924, compound → HCID 86632925, compound

HRID 1398943Notes

Reaction equation

HRID 1398943 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-])=O)[C:5]=1[NH:13][CH2:14][CH2:15][CH2:16][NH:17][C:18](=[O:24])[O:19][C:20]([CH3:23])([CH3:22])[CH3:21])([O-])=O>[Pd].O1CCCC1>[NH2:10][C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([NH2:1])[C:5]=1[NH:13][CH2:14][CH2:15][CH2:16][NH:17][C:18](=[O:24])[O:19][C:20]([CH3:22])([CH3:21])[CH3:23]

Participants

4

Reactant 1

HCID 86632924HCID 86632924, compound

Product 1

HCID 86632925HCID 86632925, compoundYield 98%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Under hydrogen gas atmosphere, a mixture of tert-butyl {3-[(2,6-dinitrophenyl)amino]propyl}carbamate (6.79 g, 20.0 mmol) and 10% palladium on carbon (50% wet, 1.4 g) in tetrahydrofuran (200 mL) was stirred at room temperature for 2 h. The reaction mixture was filtered and concentrated in vacuo to give the title compound as an orange oil (5.47 g, 19.5 mmol, 98%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3490451fe37e4c658ceffc2d44133ea5
Source dataset
uspto-grants-2014_12
Patent number
US08901141B2

Reaction notes

Loading…