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

HRID 2266635노트

반응식

HRID 2266635 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-498f70889cdf42a89140fb26f29ca368
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858640B2

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