HCID 67255784, compound → HCID 67254470, compound

HRID 2205917Notes

Reaction equation

HRID 2205917 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:16]=[CH:17][C:18]=1[N+:19]([O-])=O)[CH2:6][N:7]([CH3:15])[C:8](=[O:14])[O:9][C:10]([CH3:13])([CH3:12])[CH3:11]>CCO.[Pd]>[NH2:19][C:18]1[CH:17]=[CH:16][C:5]([CH2:6][N:7]([CH3:15])[C:8](=[O:14])[O:9][C:10]([CH3:12])([CH3:13])[CH3:11])=[CH:4][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 67255784HCID 67255784, compound

Product 1

HCID 67254470HCID 67254470, compoundYield 96.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

10% Pd on carbon (12 mg, 0.866 mmol) was added to a solution of tert-butyl 3-methoxy-4-nitrobenzyl(methyl)carbamate (Preparation 107, 185 mg, 0.62 mmol) in EtOH (3 mL). The reaction mixture was degassed and then stirred for 1 hour at room temperature under an atmosphere of hydrogen. The reaction was filtered on a pad of Celite and the filtrate was concentrated under reduced pressure to afford the title compound (0.16 g, 96%).

Workup

  1. customThe reaction mixture was degassed
  2. filtrationThe reaction was filtered on a pad of Celite
  3. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-42b6860c70d947a48f0ba9e236edf8b5
Source dataset
uspto-grants-2016_06
Patent number
US09371319B2

Reaction notes

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