反応 #169106

反応方程式

triethylamine

4-chloro-3-nitroquinoline

1-tetrahydro-2H-pyran-4-ylmethylamine hydrochloride

→

3-nitro-N-(tetrahydro-2H-pyran-4-ylmethyl)quinolin-4-amine

収率 89.2%

溶媒

THF

反応条件

後処理

1. 1
   濃縮concentrated under reduced pressure
2. 2
   workup.ADDITIONThe residue was diluted with THF (30 mL) and water (200 mL)
3. 3
   その他The THF was removed under reduced pressure
4. 4
   その他A solid was isolated by filtration
5. 5
   その他dried

実験手順

Under a nitrogen atmosphere THF (90 mL) and triethylamine (17.5 mL, 125.6 mmol) were added sequentially to a mixture of crude 4-chloro-3-nitroquinoline (13.10 g, 62.81 mmol) and 1-tetrahydro-2H-pyran-4-ylmethylamine hydrochloride (10.0 g, 65.95 mmol). The reaction mixture was placed in an oil bath at 45° C. for 1 hour and then concentrated under reduced pressure. The residue was diluted with THF (30 mL) and water (200 mL). The THF was removed under reduced pressure. A solid was isolated by filtration and dried to provide 16.10 g of 3-nitro-N-(tetrahydro-2H-pyran-4-ylmethyl)quinolin-4-amine as a light yellow solid.

出典