HCID 86632876, compound → HCID 68735878, compound

HRID 1398830Notes

Reaction equation

HRID 1398830 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][CH2:17][CH2:18][OH:19])([O-])=O>[Pd].O1CCCC1>[NH2:1][C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH2:10])[C:5]=1[NH:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:19]

Participants

4

Reactant 1

HCID 86632876HCID 86632876, compound

Product 1

HCID 68735878HCID 68735878, compoundYield 86.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Under hydrogen gas atmosphere, a mixture of 5-[(2,6-dinitrophenyl)amino]pentan-1-ol (Reference Example 109; 1.30 g, 4.82 mmol), 10% palladium on carbon (50% wet, 260 mg) and tetrahydrofuran (48 mL) was stirred at room temperature for 2 hr. The reaction mixture was filtered and concentrated in vacuo to give the title compound as an oil (873 mg, 4.17 mmol, 86%).

Workup

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

Sources & evidence

ORD record
ord-16ba8c5c8bb7413caefcc35defdfebb6
Source dataset
uspto-grants-2014_12
Patent number
US08901141B2

Reaction notes

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