HCID 87106358, compound → HCID 87106433, compound

HRID 713698Notes

Reaction equation

HRID 713698 reaction equation
[CH3:1][O:2][N:3]([CH3:16])[C:4](=[O:15])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([N+:12]([O-])=O)[N:7]=1>C(O)C.[Pd]>[NH2:12][C:8]1[N:7]=[C:6]([CH2:5][C:4]([N:3]([O:2][CH3:1])[CH3:16])=[O:15])[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 87106358HCID 87106358, compound

Product 1

HCID 87106433HCID 87106433, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of N-methoxy-N-methyl-2-(6-nitropyridin-2-yl)acetamide (200 mg, 0.88 mmol) in 4 ml ethanol was added palladium on carbon (25 mg) and the resulting mixture set under hydrogen atmosphere and stirred vigorously at room temperature for 2 hours. The catalyst was filtered off using a 0.45 mM Oilmen PTFE syringe filter washing the solid with 10 mL of methanol. The filtrate was concentrated to dryness under reduced pressure and used for the next reaction without further purification (84.4 mg, 53%). LC-MS: C9H13N3O2 calculated 195.22 found m/z (ES) 196 (MH)+.

Workup

  1. filtrationThe catalyst was filtered off
  2. filtrationfilter
  3. washwashing the solid with 10 mL of methanol
  4. concentrationThe filtrate was concentrated to dryness under reduced pressure
  5. customused for the next reaction without further purification (84.4 mg, 53%)

Sources & evidence

ORD record
ord-1a7f242d96874600a5c464321f5726c5
Source dataset
uspto-grants-2015_11
Patent number
US09186354B2

Reaction notes

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