3-bromo-6-methoxybenzene-1,2-diamine

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 1.12 g (4.04 mmol) 1-bromo-4-methoxy-2,3-dinitro-benzene in 25 ml THF is hydrogenated in the presence of 100 mg Raney-Nickel (B113W Degussa) at normal pressure for 3 h. The catalyst is filtered off and the filtrate is concentrated in vacuo to afford 871 mg of the title compound as a grey crystalline solid. The catalyst is filtered off the filtrate is concentrated in vacuo

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: A solution of 870 mg (4.01 mmol) 3-bromo-6-methoxy-benzene-1,2-diamine, 1.16 g (6.0 mmol) EDC, 744 mg (6.0 mmol) DMAP and 707 mg (4.01 mmol) 4-isopropylbenzoic acid in 20 ml dichloromethane is stirred at room temperature for 72 h. The reaction mixture is concentrated in vacuo. The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=2:1) to afford 1.44 g of the title compound as a slightly reddish solid. The reaction mixture is concentrated in vacuo The residue is purified by flash-chromatography on silica gel (hexane:EtOAc=2:1)