2-(Dimethylamino)ethanol → HCID 21106669、化合物

反応式

[CH3:1][N:2]([CH2:4][CH2:5][OH:6])[CH3:3].[CH2:7]([O:14][C:15]1[C:16](Br)=[N:17][CH:18]=[CH:19][CH:20]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.CC(C)([O-])C.[Na+]>CN(C=O)C>[CH2:7]([O:14][C:15]1[C:16]([O:6][CH2:5][CH2:4][N:2]([CH3:3])[CH3:1])=[N:17][CH:18]=[CH:19][CH:20]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

参加物

反応条件

温度: 80 °C

実験手順

To a mixture of N,N-dimethylaminoethanol (4.16 g, 46.7 mmol) and (3-benzyloxy)-2-bromopyridine (from Step 1; 8.22 g, 31.1 mmol) in dry DMF (50 mL) was sodium tert-butoxide (5.98 g, 62.2 mmol) added in one portion. The reaction mixture was stirred at 80° C. for 1.5 h, the solvent was removed under reduced pressure and the oily residue was taken up between CHCl3/water. The aqueous phase was extracted twice with CHCl3 and the combined organic layers were washed once with brine, dried (MgSO4), and concentrated under reduced pressure. This gave 8.4 g (100%) of the title compound as a light brown oil. Purity 95% (HPLC). HRMS m/z calcd for C16H20N2O2 (M)+ 272.1525. found 272.1537.