Ethylene Glycol → Ethanesulfonic acid [6-(2-hydroxy-ethoxy)-5-p-tolyl-pyrimidin-4-yl]-amide

HRID 2252721ノート

反応式

HRID 2252721 の反応式
Cl[C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][S:9]([CH2:12][CH3:13])(=[O:11])=[O:10])[C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1.CC(C)([O-])C.[K+].[CH2:27]([OH:30])[CH2:28][OH:29]>>[OH:29][CH2:28][CH2:27][O:30][C:2]1[N:7]=[CH:6][N:5]=[C:4]([NH:8][S:9]([CH2:12][CH3:13])(=[O:11])=[O:10])[C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([CH3:20])=[CH:16][CH:15]=1

参加物

4

反応物 3

HCID 174Ethylene GlycolHCID 23665647Potassium tert-butoxideHCID 59645274Ethanesulfonic acid (6-chloro-5-p-tolyl-pyrimidin-4-yl)-amide

生成物 1

HCID 59645277Ethanesulfonic acid [6-(2-hydroxy-ethoxy)-5-p-tolyl-pyrimidin-4-yl]-amide

反応条件

温度
100 °C

実験手順

Ethanesulfonic acid (6-chloro-5-p-tolyl-pyrimidin-4-yl)-amide (363 mg) was added to a solution of potassium tert.-butoxide (427 mg) in ethylene glycol (7 ml) and stirred at 100° C. for 7 days. The reaction mixture was then poured onto ice/water and extracted with ethyl acetate. The crude product was purified by chromatography over silicagel with DCM/MeOH=9/1 to give ethanesulfonic acid [6-(2-hydroxy-ethoxy)-5-p-tolyl-pyrimidin-4-yl]-amide (310 mg) as a white powder. LC-MS: tR: 3.47, [M+H]+: 338.13.

後処理

  1. additionThe reaction mixture was then poured onto ice/water
  2. extractionextracted with ethyl acetate
  3. customThe crude product was purified by chromatography over silicagel with DCM/MeOH=9/1

出典と根拠

ORDレコード
ord-1eec02ef45494ea5958f5f53f6737d22
出典データセット
uspto-grants-2008_01
特許番号
US07323465B2

反応ノート

読み込み中…