تفاعل #1980637

معادلة التفاعل

3-{[1-ethynyl-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl]amino}propan-1-ol

trimethylsilylazide

→

title compound

المردود 13.0%

3-{[1-(1H-1,2,3-triazol-5-yl)-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl]amino}propan-1-ol

المردود 13.0%

المذيبات

methanol

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe reaction mixture was then stirred at 105° C. for 24 h
2. 2
   درجة الحرارةto cool to room temperature
3. 3
   تركيزconcentrated under vacuum
4. 4
   أخرىThe crude product was purified by preparative TLC (silica gel, dichloromethane/methanol 90/10)
5. 5
   أخرىto afford a solid
6. 6
   أخرىFurther purification
7. 7
   غسيلby washing with dichloromethane

الإجراء التجريبي

A suspension of the 3-{[1-ethynyl-7-(trifluoromethyl)imidazo[1,2-a]quinoxalin-4-yl]amino}propan-1-ol as prepared in example 30 (20 mg, 0.06 mmol) in neat trimethylsilylazide (200 μL) was stirred at 100° C. for 65 h in a reaction vial. The reaction mixture was then stirred at 105° C. for 24 h to go to completion, and was then allowed to cool to room temperature, diluted in methanol (2 mL) and concentrated under vacuum. The crude product was purified by preparative TLC (silica gel, dichloromethane/methanol 90/10) to afford a solid. Further purification by washing with dichloromethane afforded the title compound (3 mg, 13%) as a yellow solid.

المصدر