HCID 89995999, compound → HCID 89996191, compound

HRID 1480825Notes

Reaction equation

HRID 1480825 reaction equation
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-])=O)=[CH:7][CH:6]=[C:5]([S:12]([CH3:15])(=[O:14])=[O:13])[N:4]=1.[H][H]>CCOC(C)=O.CCO.[Pd]>[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[CH:7][CH:6]=[C:5]([S:12]([CH3:15])(=[O:14])=[O:13])[N:4]=1

Participants

5

Reactant 2

HCID 89995999HCID 89995999, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 89996191HCID 89996191, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584252Ethanol ethylacetateSolvent

Procedure

To a solution of 2-methoxy-6-(methylsulfonyl)-3-nitropyridine (Preparation 83, 290 mg, 1.249 mmol) in EtOAc/EtOH (1:1, 10 mL) was added palladium on charcoal (10%, 100 mg). The flask was charged with hydrogen and the reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was filtered through Celite® and concentrated in vacuo to give the title compound (245 mg, 97%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite®
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-13714e800af24bba8feaf8f30b69ac1c
Source dataset
uspto-grants-2016_08
Patent number
US09409907B2

Reaction notes

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