HCID 68299002, compound → HCID 86703088, compound

HRID 1048991Notes

Reaction equation

HRID 1048991 reaction equation
[Si:1]([O:8][CH2:9][CH2:10][NH:11][C:12]1[CH:17]=[C:16]([F:18])[C:15]([F:19])=[CH:14][C:13]=1[N+:20]([O-])=O)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[H][H]>CO.[Pd]>[Si:1]([O:8][CH2:9][CH2:10][NH:11][C:12]1[C:13]([NH2:20])=[CH:14][C:15]([F:19])=[C:16]([F:18])[CH:17]=1)([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 2

HCID 68299002HCID 68299002, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86703088HCID 86703088, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a stirred solution of N-(2-(tert-butyldimethylsilyloxy)ethyl)-4,5-difluoro-2-nitroaniline (37) in methanol (5 ml) was added 10% palladium on carbon (catalytic amount) portion wise at room temperature. The reaction mixture was allowed to stir under the atmosphere of hydrogen gas supplied by balloon at room temperature for 2 h. The reaction mixture was filtered through celite and filtrate was concentrated to afford the desired product N1-(2-(tert-butyldimethylsilyloxy)ethyl)-4,5-difluorobenzene-1,2-diamine (0.09 g; crude). LCMS (M+1=303).

Workup

  1. filtrationThe reaction mixture was filtered through celite and filtrate
  2. concentrationwas concentrated

Sources & evidence

ORD record
ord-075d9452dee24155bd64690dcea12175
Source dataset
uspto-grants-2016_07
Patent number
US09382226B2

Reaction notes

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