反应方程式
Brc1cncc(Br)c1.CNCCOC>CC(C)(C)[O-].Cc1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>COCCN(C)c1cncc(Br)c1参与物
反应条件
- 温度
- 90 °C
实验过程
A mixture of 3,5-dibromopyridine (1.468 mL, 6.17 mmol), 2-methoxy-N- methylethanamine (0.602 mL, 5.61 mmol), TRIS(DIBENZYLIDENEACETONE)DIPALLADIUM (0.103 g, 0.11 mmol), sodium 2-methylpropan-2-olate (0.809 g, 8.41 mmol) and 2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.175 g, 0.28 mmol) in degassed toluene (15 mL) was stirred for 16 hours at 90 °C in a sealed vessel under inert atmosphere. LC MS of the crude mixture: FLA 04227-53-01. Extraction with sat. aq. Na2CO3 solution and AE, then back extraction 2x NaCl sat using DCM. The organics were dried over MgSO4 and evaporated _in vacuo_. The residue was purified by chromatography (11 cm SiO2, diameter: 3.5 cm) eluent: AE/hex 25/75to 40/60 to provide 5-bromo-N-(2-methoxyethyl)-N-methylpyridin-3-amine (0.930 g, 67.6 %) as a yellow oil. 1H NMR, LC MS: FLA-04227-53-02. OK
来源与证据
- ORD记录
- ord-3d99515de30641289be85a9d48e7a43a
- 来源数据集
- 750 AstraZeneca ELN dataset
- 原始链接
- 查看来源
关联笔记
加载中…