تفاعل #1563936

معادلة التفاعل

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

المذيبات

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITwas continued at 28° C. for 16 hr
3. 3
   أخرىReaction mixture
4. 4
   ترشيحwas filtered
5. 5
   أخرىto remove the salt, filtrate
6. 6
   أخرىcollected
7. 7
   workup.ADDITIONwas diluted with EtOAc
8. 8
   غسيلwashed it with water
9. 9
   تجفيفdried over anhydrous sodium sulphate
10. 10
    تركيزconcentrated under reduced pressure
11. 11
    أخرىto afford crude
12. 12
    أخرىThe crude obtained
13. 13
    أخرىwas purified by column purification (using 60-120 silicagel and 10% EtOAc in Hexane as eluant)

الإجراء التجريبي

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.

المصدر