HRID2277599

反应详情

EQUATION

反应方程式

HRID 2277599 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

1

PROCEDURE

实验过程

2-Chloro-7,8-dihydro-5H-[1,6]naphthyridine-6-carboxylic acid methyl ester (226.7 mg, 1 mmol) was dissolved in CCl4 (3.57 mL) and MeCN (0.357 mL) at room temperature before adding NaIO4 (0.643 g) in 1 mL of H2O, followed by RuCl3.hydrate (62.2 mg). The reaction mixture was stirred vigorously at room temperature for 2 hours. After dilution with DCM, it was filtered through Celite and the filter cake was washed three times with DCM. The combined organic solution was concentrated in vacuo to give a crude product. Flash column chromatography separation (silica gel, 12 g, 20% EtOAc in hexane) then afforded the tile compound (143 mg, 60%) as a white solid. MS: 241.1 (M+H+).

WORKUP

后处理

  1. filtrationAfter dilution with DCM, it was filtered through Celite
  2. washthe filter cake was washed three times with DCM
  3. concentrationThe combined organic solution was concentrated in vacuo
  4. customto give a crude product
  5. customFlash column chromatography separation (silica gel, 12 g, 20% EtOAc in hexane)