反応 #71337

反応方程式

8-(2,6-dichloro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-amide

HCl

Na2CO3

→

title compound

収率 79.1%

8-(2,6-Dichloro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid (1H-imidazol-2-yl)-amide

収率 79.1%

溶媒

EtOH

反応条件

後処理

1. 1
   温度to cool to rt
2. 2
   抽出extracted with DCM
3. 3
   洗浄The combined organic phase was washed with H2O and brine
4. 4
   乾燥dried (Na2SO4)
5. 5
   ろ過filtered
6. 6
   濃縮concentrated
7. 7
   その他The residue was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 94:5:1)

実験手順

A mixture of 8-(2,6-dichloro-3,5-dimethoxy-phenyl)-quinoxaline-5-carboxylic acid [1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazol-2-yl]-amide (Step 14.1) (0.527 g, 0.82 mmol), 5 N HCl (7 mL), and EtOH (4 mL) was stirred at 65° C. for 10 h. The reaction mixture was allowed to cool to rt, basified by addition of a saturated aqueous solution of Na2CO3, and extracted with DCM. The combined organic phase was washed with H2O and brine, dried (Na2SO4), filtered and concentrated. The residue was purified by silica gel column chromatography (DCM/MeOH/NH3aq, 94:5:1) to afford 0.288 g of the title compound as a yellow solid: ESI-MS: 443.9/445.9 [M+H]+; tR=3.74 min (System 1); TLC: Rf=0.30 (DCM/MeOH/NH3aq, 94:5:1).

出典