(4-Fluoro-2-nitro-phenyl)-carbamic acid tert-butyl ester → N1-(tert-Butoxycarbonyl)-4-fluoro-1,2-phenylenediamine

HRID 498189Notes

Reaction equation

HRID 498189 reaction equation
[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=1[N+:15]([O-])=O)([CH3:4])([CH3:3])[CH3:2]>[Pd]>[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([F:14])=[CH:10][C:9]=1[NH2:15])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 59705030(4-Fluoro-2-nitro-phenyl)-carbamic acid tert-butyl ester

Product 1

HCID 24688763N1-(tert-Butoxycarbonyl)-4-fluoro-1,2-phenylenediamine

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

The title compound was prepared from (4-fluoro-2-nitro-phenyl)-carbamic acid tert-butyl ester (Example A3) (32.54 g, 127 mmol) by hydrogenation with 10% Pd/C according to the general procedure J (method a). Obtained as a light orange solid (25.03 g).

Sources & evidence

ORD record
ord-074299a5d2b84d919b29a8e55ecc7135
Source dataset
uspto-grants-2005_09
Patent number
US06949542B2

Reaction notes

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