反応 #1563936

反応方程式

K2CO3

1-amino-4-((tert-butoxycarbonyl)amino)-3-fluoropyridin-1-ium 2,4-dinitrophenolate

Ethyl propiolate

→

title compound

Ethyl 5-((tert-butoxycarbonyl)amino)-4-fluoropyrazolo[1,5-a]pyridine-3-carboxylate

溶媒

THF

反応条件

後処理

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued at 28° C. for 16 hr
3. 3
   その他Reaction mixture
4. 4
   ろ過was filtered
5. 5
   その他to remove the salt, filtrate
6. 6
   その他collected
7. 7
   workup.ADDITIONwas diluted with EtOAc
8. 8
   洗浄washed it with water
9. 9
   乾燥dried over anhydrous sodium sulphate
10. 10
    濃縮concentrated under reduced pressure
11. 11
    その他to afford crude
12. 12
    その他The crude obtained
13. 13
    その他was purified by column purification (using 60-120 silicagel and 10% EtOAc in Hexane as eluant)

実験手順

K2CO3 (36.96 g, 267 mmol) was added to a solution of 1-amino-4-((tert-butoxycarbonyl)amino)-3-fluoropyridin-1-ium 2,4-dinitrophenolate (50 g, 121 mmol) in THF (500 mL) at 28° C. and continued stirring at same temperature for 30 min. Ethyl propiolate (14.3 g, 145 mmol) was added to above solution and stirring was continued at 28° C. for 16 hr. Reaction mixture was filtered to remove the salt, filtrate collected was diluted with EtOAc washed it with water followed by brine, dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford crude. The crude obtained was purified by column purification (using 60-120 silicagel and 10% EtOAc in Hexane as eluant) to afford the title compound.

出典