反応 #42442

反応方程式

1-iodobutane

NaH

methyl 1H-indazole-6-carboxylate

1-iodobutane

→

title compound

Methyl 1-butyl-1H-indazole-6-carboxylate

溶媒

DMF

反応条件

後処理

1. 1
   温度The mixture was heated at 60° C. for 72 h
2. 2
   その他The mixture was removed
3. 3
   温度from heat
4. 4
   温度cooled to room temperature
5. 5
   その他partitioned between water and ethyl acetate
6. 6
   その他The layers were separated
7. 7
   洗浄the organic layer washed three times with brine
8. 8
   乾燥dried over anhydrous magnesium sulfate
9. 9
   濃縮concentrated under reduced pressure

実験手順

To a mixture of methyl 1H-indazole-6-carboxylate (0.95 g) in DMF (10 mL) was added 60% NaH (0.216 g). The mixture was heated to 60° C. and 1-iodobutane (0.61 mL) was added. The mixture was heated at 60° C. for 72 h and 1-iodobutane (0.61 mL) was added every 24 h. The mixture was removed from heat and cooled to room temperature and partitioned between water and ethyl acetate. The layers were separated and the organic layer washed three times with brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. Column chromatography on silica gel (100 mL) using 5% ethyl acetate in hexanes as eluent to give 0.356 g of the title compound: 1H NMR (CDCl3) δ 0.938, 1.34, 1.92, 3.97, 4.43, 7.73, 7.79, 8.03, 8.18.

出典