反応 #73027

反応方程式

Trimethylorthovalerate

pyridine hydrochloride

4-[(3-aminoquinolin-4-ylamino)methyl]tetrahydropyran-4-ol

→

4-[(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydro-2H-pyran-4-ol

溶媒

toluene

反応条件

後処理

1. 1
   温度The reaction mixture was heated
2. 2
   温度at reflux for 2.5 hours
3. 3
   その他A precipitate was isolated by filtration
4. 4
   その他dried

実験手順

Trimethylorthovalerate (1.8 mL, 10.4 mmol) and pyridine hydrochloride (92 mg, 0.8 mmol) were added to a suspension of 4-[(3-aminoquinolin-4-ylamino)methyl]tetrahydropyran-4-ol (8.0 mmol) in toluene (40 mL). The reaction mixture was heated at reflux for 2.5 hours and then cooled to ambient temperature. A precipitate was isolated by filtration and dried to provide 4-[(2-butyl-1H-imidazo[4,5-c]quinolin-1-yl)methyl]tetrahydro-2H-pyran-4-ol as a white solid, mp 180-181° C. MS (ESI) m/z 340 (M+H)+; Anal. calcd for C20H25N3O2: C, 70.77; H, 7.42; N, 12.38. Found: C, 70.58; H, 7.53; N, 12.40.

出典