1,2,3,4-四氢异喹啉 → methyl 4-(3,4-dihydro-1H-isoquinolin-2-yl)benzoate

HRID 484

反应方程式

HRID 484 反应方程式
COC(=O)c1ccc(Br)cc1.c1ccc2c(c1)CCNC2>CC(=O)O.CC(=O)O.Cc1ccccc1.O=C([O-])[O-].[Cs+].[Cs+].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COC(=O)c1ccc(N2CCc3ccccc3C2)cc1

参与物

7

反应条件

温度
100 °C

实验过程

methyl 4-bromobenzoate (100 mg, 0.47 mmol), [Reactants] and Cesium carbonate (152 mg, 0.47 mmol) were mixed in toluene (4 mL) and degassed by bubbling nitrogen through solution. Palladium acetate (5.22 mg, 0.02 mmol) and rac-2,2'-Bis(diphenylphosphino)-1,1'-binaphthyl (20.27 mg, 0.03 mmol) were added and the vial was capped and heated at 100°C over 5 days. Product had formed in mixture. Workup by dilution with EtOAc, washing with water, then extraction with 2M HCl. The HCl extract was neutralized with 2M NaOH and extracted with EtOAc and the EtOAc phase was dried (K2CO3) and evaporated to give the crude product. No product. Discarded.

来源与证据

ORD记录
ord-d7ba527a2d2d4d7591368f0e50bee26a
来源数据集
750 AstraZeneca ELN dataset
原始链接
查看来源

关联笔记

加载中…