反応 #494913

反応方程式

1-(2-bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazole

1-(2-Bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazole

2,2-difluoroethanamine

DMSO

→

135a

収率 80.0%

5-(2,2-Difluoroethyl)-2-nitro-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrazine

収率 80.0%

溶媒

water

反応条件

後処理

1. 1
   その他A sealed tube equipped with a magnetic stirrer
2. 2
   温度The mixture was cooled to room temperature
3. 3
   抽出The resulting mixture was extracted with ethyl acetate (3×20 mL)
4. 4
   その他The combiner organic layer was dried
5. 5
   ろ過filtered
6. 6
   濃縮The filtrate was concentrated under reduced pressure
7. 7
   その他the residue was purified by silica-gel column chromatography
8. 8
   洗浄eluting with 50:1 dichloromethane/methanol

実験手順

A sealed tube equipped with a magnetic stirrer was charged with 1-(2-bromoethyl)-5-(bromomethyl)-3-nitro-1H-pyrazole 124c (632 mg, 2.0 mmol), 2,2-difluoroethanamine (486 mg, 6.0 mmol), and DMSO (5 mL). It was heated at 120° C. for 2 h. The mixture was cooled to room temperature and diluted with water (20 mL). The resulting mixture was extracted with ethyl acetate (3×20 mL). The combiner organic layer was dried and filtered. The filtrate was concentrated under reduced pressure and the residue was purified by silica-gel column chromatography eluting with 50:1 dichloromethane/methanol to afford 135a (371 mg, 80%) as a yellow solid. MS-ESI: [M+H]+ 233.2

出典