HCID 18631020, compound → HCID 18630991, compound

HRID 1059946Notes

Reaction equation

HRID 1059946 reaction equation
[Si:1]([O:8][C:9]1[C:10]([C:15]2[CH:16]=[C:17]([N+:21]([O-])=O)[CH:18]=[CH:19][CH:20]=2)=[N:11][CH:12]=[CH:13][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]>C(O)C.[Pd]>[Si:1]([O:8][C:9]1[C:10]([C:15]2[CH:16]=[C:17]([CH:18]=[CH:19][CH:20]=2)[NH2:21])=[N:11][CH:12]=[CH:13][CH:14]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 18631020HCID 18631020, compound

Product 1

HCID 18630991HCID 18630991, compoundYield 100.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 3-(3-tert-butyldimethylsilyloxypyridin-2-yl)-nitrobenzene (332 mg) in ethanol (5 ml) was hydrogenated over palladium on carbon (10% w/w, 50% wet, 150 mg) under a hydrogen atmosphere for 4 hours. The catalyst was filtered off, and the filtrate was evaporated under reduced pressure to give 3-(3-tert-butyldimethylsilyloxypyridin-2-yl)aniline (303 mg).

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-51ec454ff1c54d1d8961038c30949216
Source dataset
uspto-grants-2003_02
Patent number
US06521643B1

Reaction notes

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