Sodium Hydroxide → 2-(4-Fluorophenethyl)-5-[1-(thiazol-2-yl)-2-(1-methylimidazol-5-yl)ethoxymethyl]benzoic acid

HRID 1251934노트

반응식

HRID 1251934 반응식
[F:1][C:2]1[CH:34]=[CH:33][C:5]([CH2:6][CH2:7][C:8]2[CH:17]=[CH:16][C:15]([CH:18]([O:24][CH2:25][CH2:26][C:27]3[N:31]([CH3:32])[CH:30]=[N:29][CH:28]=3)[C:19]3[S:20][CH:21]=[CH:22][N:23]=3)=[CH:14][C:9]=2[C:10]([O:12]C)=[O:11])=[CH:4][CH:3]=1.[OH-].[Na+]>CO.O>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][CH2:7][C:8]2[CH:17]=[CH:16][C:15]([CH:18]([O:24][CH2:25][CH2:26][C:27]3[N:31]([CH3:32])[CH:30]=[N:29][CH:28]=3)[C:19]3[S:20][CH:21]=[CH:22][N:23]=3)=[CH:14][C:9]=2[C:10]([OH:12])=[O:11])=[CH:33][CH:34]=1

참가 물질

5

실험 절차

A mixture of methyl 2-(4-fluorophenethyl)-5-[1-(thiazol-2-yl)-2-(1-methylimidazol-5-yl)ethoxymethyl]benzoate (3.32 g, 6.92 mmol), sodium hydroxide (1.38 g, 34.61 mmol) in methanol (150 ml) and water (15 ml) was stirred under a nitrogen atmosphere at reflux for 18 hours, cooled to ambient temperature and the methanol evaporated off. The residue was treated with aqueous citric acid (1M, 40 ml) and extracted with dichloromethane. The organic extracts were dried and evaporated to dryness to give 2-(4-fluorophenethyl)-5-[1-(thiazol-2-yl)-2-(1-methylimidazol-5-yl)ethoxymethyl]benzoic acid as a yellow foam (2.85, 88%).

후처리

  1. temperatureat reflux for 18 hours
  2. customthe methanol evaporated off
  3. additionThe residue was treated with aqueous citric acid (1M, 40 ml)
  4. extractionextracted with dichloromethane
  5. customThe organic extracts were dried
  6. customevaporated to dryness

출처 및 근거

ORD 기록
ord-a6e980b505614ce78696056961e1ecd2
출처 데이터셋
uspto-grants-2002_01
특허 번호
US06342765B1

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