Sodium Hydroxide → 3-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol

HRID 572885노트

반응식

HRID 572885 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([OH:12])[C:9](O)=O)[CH:5]=[CH:6][CH:7]=1.[F:13][C:14]1[C:19]([F:20])=[CH:18][C:17]([NH2:21])=[C:16]([NH2:22])[CH:15]=1.[OH-].[Na+]>>[Br:1][C:2]1[CH:3]=[C:4]([CH:8]([C:9]2[NH:21][C:17]3[CH:18]=[C:19]([F:20])[C:14]([F:13])=[CH:15][C:16]=3[N:22]=2)[OH:12])[CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 3

HCID 14798Sodium HydroxideHCID 27367551,2-Diamino-4,5-difluorobenzeneHCID 27570282-(3-Bromophenyl)-2-hydroxyacetic acid

생성물 1

HCID 668357463-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol

실험 절차

A mixture of (3-bromophenyl)hydroxyacetic acid (809 mg) and 4,5-difluoro-ortho-phenylenediamine (500 mg) in 5N aqueous hydrochloric solution (2 mL) is heated under reflux for 15 h and cooled back to room temperature. The mixture is basified with concentrated sodium hydroxide and extracted with ethyl acetate. The organic phase is then dried over magnesium sulfate and concentrated under reduced pressure. The residue is purified by trituration in dichloromethane to afford the pure 3-bromophenyl(5,6-difluoro-1H-benzimidazol-2-yl)methanol.

후처리

  1. temperatureis heated
  2. temperatureunder reflux for 15 h
  3. extractionextracted with ethyl acetate
  4. dry with materialThe organic phase is then dried over magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue is purified by trituration in dichloromethane

출처 및 근거

ORD 기록
ord-697fe51aa7314b00ac31c501d4258ef9
출처 데이터셋
uspto-grants-2015_05
특허 번호
US09029357B2

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