Reaction #45830

Reaction equation

(3S)-3-(Dimethylamino)pyrrolidine

dimethyl sulfoxide

2-amino-5-bromo-4-fluoro-6-methyl-3-nitrobenzonitrile

triethylamine

→

compound

Yield 97.5%

2-Amino-5-bromo-4-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-methyl-3-nitrobenzonitrile

Yield 97.5%

Solvents

water

Conditions

Workup

1. 1
   OtherThe reaction liquid
2. 2
   Filtrationthe precipitated solid was collected by filtration
3. 3
   Washwashed with water
4. 4
   Otherdried

Procedure

(3S)-3-(Dimethylamino)pyrrolidine (140 μl, 1.10 mmol) was added to a dimethyl sulfoxide (2 ml) solution of 2-amino-5-bromo-4-fluoro-6-methyl-3-nitrobenzonitrile (I-266) (274 mg, 1.00 mmol) and triethylamine (209 μl, 1.50 mmol), followed by stirring at room temperature for 30 minutes. The reaction liquid was poured into water, and the precipitated solid was collected by filtration, washed with water, and dried to obtain the entitled compound (359 mg, 97%) as a yellow solid.

Source