تفاعل #2468016

معادلة التفاعل

diethyl azodicarboxylate

toluene

3-chloro-N′-(4-iodopyridin-2-yl)isonicotinohydrazide

triphenyl phosphine

trimethylsilylazide

→

title compound

المردود 55.0%

3-(3-Chloropyridin-4-yl)-7-iodo[1,2,4]triazolo[4,3-a]pyridine

المردود 55.0%

المذيبات

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   ترشيحThe mixture was filtered
2. 2
   غسيلrinsed with ethyl acetate
3. 3
   تركيزconcentrated under reduced pressure
4. 4
   أخرىthe resulting crude was purified by flash chromatography
5. 5
   غسيلeluting with hexanes:isopropyl alcohol (3:2)

الإجراء التجريبي

To a mixture of 3-chloro-N′-(4-iodopyridin-2-yl)isonicotinohydrazide (1.53 g, 4.08 mmol) and polymer supported triphenyl phosphine (2.83 g, 6.19 mmol) in tetrahydrofuran (35 mL) was added trimethylsilylazide (0.82 mL, 6.20 mmol) and a 40% solution of diethyl azodicarboxylate in toluene (3.40 mL, 7.42 mmol) and it was stirred in an orbital stirrer at room temperature for 2.5 hours. The mixture was filtered and rinsed with ethyl acetate, concentrated under reduced pressure and the resulting crude was purified by flash chromatography eluting with hexanes:isopropyl alcohol (3:2) to give the title compound (0.80 g, 55%) as a yellowish solid.

المصدر