反応 #45833

反応方程式

pivaloyl chloride

chloroform

4,5-diamino-6-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-2-methylbiphenyl-3-carbonitrile

→

compound

収率 43.0%

N-[4-Amino-5-cyano-2-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-6-methylbiphenyl-3-yl]-2,2-dimethylpropionamide

収率 43.0%

溶媒

water

反応条件

後処理

1. 1
   その他the reaction
2. 2
   抽出followed by extraction with chloroform
3. 3
   洗浄The organic layer was washed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine
4. 4
   乾燥dried over anhydrous sodium sulfate
5. 5
   その他The solvent was evaporated away under reduced pressure
6. 6
   洗浄eluted with a mixed solvent of chloroform/methanol (95:5

実験手順

With cooling with ice, pivaloyl chloride (0.46 ml, 3.73 mmol) was dropwise added to a chloroform (40 ml) solution of 4,5-diamino-6-[(3S)-3-(dimethylamino)pyrrolidin-1-yl]-2-methylbiphenyl-3-carbonitrile (I-269) (1.25 g, 3.73 mmol). After stirring for 3 hours, water was added to the reaction liquid to stop the reaction, followed by extraction with chloroform. The organic layer was washed with an aqueous saturated sodium hydrogencarbonate solution and saturated brine, then dried over anhydrous sodium sulfate. The solvent was evaporated away under reduced pressure, then the residue was subjected to column chromatography, and eluted with a mixed solvent of chloroform/methanol (95:5, v/v) to obtain the entitled compound (675 mg, 43%) as a brown amorphous substance.

出典