Potassium trimethylsilanolate → [3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-yloxy]acetic Acid

HRID 2266635ノート

反応式

HRID 2266635 の反応式
C[O:2][C:3](=[O:26])[CH2:4][O:5][C:6]1[CH:15]=[C:14]([CH3:16])[CH:13]=[C:12]2[C:7]=1[C:8]([CH3:25])=[C:9]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=1)[CH:10]=[N:11]2.C[Si](C)(C)[O-].[K+]>O1CCCC1>[Cl:24][C:21]1[CH:20]=[CH:19][C:18]([CH2:17][C:9]2[CH:10]=[N:11][C:12]3[C:7]([C:8]=2[CH3:25])=[C:6]([O:5][CH2:4][C:3]([OH:26])=[O:2])[CH:15]=[C:14]([CH3:16])[CH:13]=3)=[CH:23][CH:22]=1

参加物

4

反応物 2

HCID 23668039Potassium trimethylsilanolateHCID 68782397[3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-yloxy]acetic Acid Methyl Ester

生成物 1

HCID 57742511[3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-yloxy]acetic Acid

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
100 °C

実験手順

A mixture of [3-(4-chlorobenzyl)-4,7-dimethylquinolin-5-yloxy]acetic acid methyl ester (1.8 g), tetrahydrofuran and potassium trimethylsilanolate (0.19 g) was heated at 100° C. in a microwave reactor for 5 minutes. The mixture was concentrated under reduced pressure, diluted with water and acidified by the addition of concentrated hydrochloric acid. The resulting precipitate was collected by filtration and purified by preparative reverse-phase HPLC, using a gradient over 30 minutes of acetonitrile in water (35% to 95% organic modifier) to afford title compound, 0.015 g.

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. additiondiluted with water
  3. additionacidified by the addition of concentrated hydrochloric acid
  4. filtrationThe resulting precipitate was collected by filtration
  5. custompurified by preparative reverse-phase HPLC
  6. customover 30 minutes

出典と根拠

ORDレコード
ord-498f70889cdf42a89140fb26f29ca368
出典データセット
uspto-grants-2010_12
特許番号
US07858640B2

反応ノート

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