HRID1481182
反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To a mixture of 4-benzyloxy-7-bromo-isoquinoline-3-carboxylic acid methyl ester (150 mg, 0.40 mmol), Pd(PPh3)4 (47 mg, 0.040 mmol) and THF (4 mL) was added benzylzinc bromide (2 mL, 1.0 mmol, 0.5 M in THF), and the resulting mixture was refluxed for 16 h under nitrogen atmosphere. After cooling the mixture to r.t., saturated NH4Cl (50 mL) and CH2Cl2 (50 mL) were added. The aqueous layer was extracted with additional CH2Cl2, and the organic layers were combined and dried over MgSO4. After evaporating the solvent, the crude product was purified by column chromatography (0-35% EtOAc/hexanes) to give 19 mg of the title compound as a yellow solid. MS: (+) m/z 294.05 (M+1).
WORKUP
后处理
- temperaturethe resulting mixture was refluxed for 16 h under nitrogen atmosphere
- extractionThe aqueous layer was extracted with additional CH2Cl2
- dry with materialdried over MgSO4
- customAfter evaporating the solvent
- customthe crude product was purified by column chromatography (0-35% EtOAc/hexanes)