反応 #11461

反応方程式

2,4-dichloro-5,6-dimethyl-3-nitropyridine

Triethylamine

tert-butyl 2-aminoethylcarbamate

→

tert-butyl 2-[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]ethylcarbamate

収率 77.4%

溶媒

N,N-dimethylformamide

ethyl acetate

反応条件

後処理

1. 1
   その他After 30 minutes the ice bath was removed
2. 2
   温度The reaction was heated at 60° C. overnight
3. 3
   濃縮it was concentrated under reduced pressure
4. 4
   その他to provide an orange oil
5. 5
   洗浄washed with water (3×500 mL)
6. 6
   乾燥dried over magnesium sulfate
7. 7
   濃縮concentrated under reduced pressure
8. 8
   その他to provide a yellow oil
9. 9
   その他The oil was triturated with methanol (˜100 mL)
10. 10
    その他The resulting solid was isolated by filtration
11. 11
    洗浄washed with cold methanol

実験手順

A solution of 2,4-dichloro-5,6-dimethyl-3-nitropyridine (60 g, 271 mmol) in anhydrous N,N-dimethylformamide (600 mL) was cooled to 0° C. Triethylamine (44.8 mL, 326 mmol) was added drop wise followed by tert-butyl 2-aminoethylcarbamate (52.2 g, 326 mmol). After 30 minutes the ice bath was removed and the reaction mixture was heated to 60° C. The reaction was heated at 60° C. overnight and then it was concentrated under reduced pressure to provide an orange oil. The oil was dissolved in ethyl acetate (1 L), washed with water (3×500 mL), dried over magnesium sulfate and then concentrated under reduced pressure to provide a yellow oil. The oil was triturated with methanol (˜100 mL). The resulting solid was isolated by filtration and washed with cold methanol to provide 72.3 g of tert-butyl 2-[(2-chloro-5,6-dimethyl-3-nitropyridin-4-yl)amino]ethylcarbamate as a solid.

出典