Pyridine → 6-(2-Methyl-pyridin-4-yloxy)-naphthalene-1-carboxylic acid methyl ester

반응식

[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:15][C:16]3[CH:21]=[C:20](Cl)[N:19]=[C:18]([CH3:23])N=3)=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)=[O:4].N1C=CC=C[CH:25]=1>C1COCC1.[Pd]>[CH3:1][O:2][C:3]([C:5]1[C:14]2[C:9](=[CH:10][C:11]([O:15][C:16]3[CH:23]=[CH:18][N:19]=[C:20]([CH3:25])[CH:21]=3)=[CH:12][CH:13]=2)[CH:8]=[CH:7][CH:6]=1)=[O:4]

참가 물질

실험 절차

9.7 g (29.5 mMol) 6-(6-chloro-2-methyl-pyrimidin-4-yloxy)-naphthalene-1-carboxylic acid methyl ester in 950 ml THF and 24 ml (0.30 Mol) pyridine is hydrogenated in presence of 1.9 g Pd/C (10%, Engelhard 4505) during 15 h. The mixture is filtered, the solid washed extensively with THF and the filtrate concentrated. The residue is re-dissolved in EtOAc and 5% citric acid, the aq. layer separated off and extracted with EtOAc. The organic layers are washed with water and brine, dried (Na2SO4) and concentrated to the title compound: HPLC: tRet=12.8.