반응 #1563936

반응 방정식

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

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued at 28° C. for 16 hr
3. 3
   기타Reaction mixture
4. 4
   여과was filtered
5. 5
   기타to remove the salt, filtrate
6. 6
   기타collected
7. 7
   workup.ADDITIONwas diluted with EtOAc
8. 8
   세척washed it with water
9. 9
   건조dried over anhydrous sodium sulphate
10. 10
    농축concentrated under reduced pressure
11. 11
    기타to afford crude
12. 12
    기타The crude obtained
13. 13
    기타was purified by column purification (using 60-120 silicagel and 10% EtOAc in Hexane as eluant)

실험 절차

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.

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