反応 #657328

反応方程式

water

acetyl chloride

4-(2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-amine

triethylamine

→

N-acetyl-N-[4-(2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-yl]acetamide

収率 37.0%

溶媒

tetrahydrofurane

反応条件

後処理

1. 1
   抽出extracted with dichloromethane (3×50 mL)
2. 2
   洗浄The combined organic layers are washed with a saturated solution of NaHCO3, brine
3. 3
   乾燥dried over anhydrous magnesium sulphate
4. 4
   ろ過filtered
5. 5
   濃縮concentrated under reduced pressure
6. 6
   その他The crude material is purified by column chromatography

実験手順

To a solution of 4-(2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-amine (420 mg, 1.46 mmol, 1 eq) in 20 mL of tetrahydrofurane is added triethylamine (0.82 mL, 5.85 mmol, 4 eq) and then acetyl chloride (234 mg, 2.92 mmol, 2 eq). The mixture is stirred overnight at room temperature and then poured into water and extracted with dichloromethane (3×50 mL). The combined organic layers are washed with a saturated solution of NaHCO3, brine, dried over anhydrous magnesium sulphate, filtered and concentrated under reduced pressure. The crude material is purified by column chromatography using silica gel in heptane and ethyl acetate (1:0 to 0:1) as eluent and 0.23 g (37%) of N-acetyl-N-[4-(2-phenylpyrazolo[1,5-a]pyrimidin-3-yl)pyridin-2-yl]acetamide are obtained as a yellow solid.

出典