تفاعل #536393

معادلة التفاعل

7-(2-chloro-5-methoxy-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamine

1-[2-(3-bromo-phenylsulfanyl)-ethyl]-pyrrolidine

Xantphos

potassium-tert-butoxide

→

solid

المردود 74.0%

[7-(2-chloro-5-methoxy-phenyl)-5-methyl-benzo[1,2,4]triazin-3-yl]-[3-(2-pyrrolidin-1-yl-ethylsulfanyl)-phenyl]-amine

المردود 74.0%

المذيبات

dioxane

ظروف التفاعل

المعالجة

1. 1
   أخرىargon was bubbled through the solution
2. 2
   درجة الحرارةThe reaction was then cooled to room temperature
3. 3
   ترشيحfiltered
4. 4
   أخرىto remove inorganics
5. 5
   استخلاصextracted
6. 6
   تجفيفdried over Na2SO4
7. 7
   تركيزconcentrated under reduced pressure
8. 8
   أخرىA crude material was precipitated

الإجراء التجريبي

7-(2-chloro-5-methoxy-phenyl)-5-methyl-benzo[1,2,4]triazin-3-ylamine (1.0 equiv., 083 mmol), 1-[2-(3-bromo-phenylsulfanyl)-ethyl]-pyrrolidine (1.5 equiv., 1.25 mmol), Xantphos (0.1 equiv., 0.084 mmol), palladium acetate (0.05 equiv., 0.042 mmol), and potassium-tert-butoxide (2.0 equiv., 1.66 mmol) were dissolved in 10 mL of dioxane, and argon was bubbled through the solution. The reaction was run under an argon blanket while refluxing at 100° C. for 18 h. The reaction was then cooled to room temperature, filtered to remove inorganics, extracted using EtOAc with saturated NaHCO3 and brine, dried over Na2SO4, and concentrated under reduced pressure. A crude material was precipitated using 1:5 (v/v) EtOAc/hexanes to afford a bright orange solid (311.8 mg, 74% yield). Rf=0.48.

المصدر