Reaktion #45813

Reaktionsgleichung

sodium hydroxide

N-iodosuccinimide

4-Amino-6-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]biphenyl-3-carbonitrile

chloroform

→

compound

Ausbeute 63.0%

4-Amino-6-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-5-iodobiphenyl-3-carbonitrile

Ausbeute 63.0%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction liquid
2. 2
   WaschenThe organic layer was washed with saturated brine
3. 3
   Trocknendried over anhydrous sodium sulfate
4. 4
   SonstigeThe insoluble matter was separated by filtration
5. 5
   Sonstigethe solvent was evaporated away
6. 6
   Sonstigethe resulting residue was purified by preparative TLC (eluent, chloroform:methanol=9:1)

Vorschrift

4-Amino-6-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]biphenyl-3-carbonitrile (I-243) (75 mg, 0.25 mmol) was dissolved in acetic acid (1 ml), and at room temperature, N-iodosuccinimide (66 mg, 0.29 mmol) was added. After stirring under nitrogen atmosphere at the same temperature for 6 hours, the reaction liquid was fractionated with chloroform and aqueous 1 M sodium hydroxide solution. The organic layer was washed with saturated brine, then dried over anhydrous sodium sulfate. The insoluble matter was separated by filtration, the solvent was evaporated away, and the resulting residue was purified by preparative TLC (eluent, chloroform:methanol=9:1) to obtain the entitled compound (67 mg, 63%) as a brown gel.

Quelle