Lawesson's reagent → tert-Butyl N-[4-(3-amino-3-thioxopropyl)-2-pyridyl]carbamate
反応式
[NH2:1][C:2](=O)[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:6]=1.COC1C=CC(P2(SP(C3C=CC(OC)=CC=3)(=S)S2)=[S:29])=CC=1>O1CCCC1>[NH2:1][C:2](=[S:29])[CH2:3][CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([NH:11][C:12](=[O:18])[O:13][C:14]([CH3:17])([CH3:16])[CH3:15])[CH:6]=1参加物
4
反応条件
- 温度
- 75 °C
実験手順
Under argon atmosphere, tert-butyl N-[4-(3-amino-3-oxopropyl)-2-pyridyl]-carbamate (11.79 g, 44.44 mmol) dissolved in tetrahydrofuran (100 ml) was added with Lawesson's reagent (9 g, 22.22 mmol) and stirred at 70-80° C. for 30 minutes. After the reaction mixture was returned to room temperature, the solvent was evaporated under reduced pressure and the resulting residue was purified by silica gel column chromatography (chloroform chloroform:methanol=20:1) to obtain 9.544 g (76%) of the title compound as pale yellow crystals.