تفاعل #166649

معادلة التفاعل

3-iodo-1-((6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazole

1,10-phenanthroline

potassium fluoride

methanol

→

3-methoxy-1-((6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazole

المردود 66.0%

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىwas purged with argon
2. 2
   درجة الحرارةheated
3. 3
   درجة الحرارةat reflux for 14 hours
4. 4
   درجة الحرارةAfter cooling
5. 5
   ترشيحthe mixture was filtered through glass fiber
6. 6
   ترشيحfilter paper
7. 7
   تركيزconcentrated under reduced pressure
8. 8
   أخرىpurified by silica gel chromatography (5-25% EtOAc in hexanes)

الإجراء التجريبي

A mixture of 3-iodo-1-((6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazole (0.520 g, 1.32 mmol), 1,10-phenanthroline (0.238 g, 1.32 mmol), copper iodide (0.251 g, 1.32 mmol) and potassium fluoride (40% on alumina) (1.05 g, 7.26 mmol) in methanol (2.7 mL) and toluene (13 mL) was purged with argon and heated at reflux for 14 hours. After cooling, the mixture was filtered through glass fiber filter paper, concentrated under reduced pressure and purified by silica gel chromatography (5-25% EtOAc in hexanes) to give 3-methoxy-1-((6-methylpyridin-3-yl)methyl)-4-nitro-1H-indazole (0.260 g, 66% yield) as a brown gum.

المصدر