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Water → 6-((4-Chlorobenzyl)amino)-2-fluoronicotinaldehyde

HRID 1256740
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반응식

HRID 1256740 반응식
[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]2[N:13]=[C:12]([F:14])[C:11]([CH2:15][OH:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.O>O1CCCC1>[Cl:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]2[N:13]=[C:12]([F:14])[C:11]([CH:15]=[O:16])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1
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참가 물질

5

반응물 3

HCID 962WaterHCID 159087TriacetoxyperiodinaneHCID 59593272[6-(4-Chloro-benzylamino)-2-fluoro-pyridin-3-yl]-methanol

생성물 1

HCID 595932856-((4-Chlorobenzyl)amino)-2-fluoronicotinaldehyde

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To [6-(4-Chloro-benzylamino)-2-fluoro-pyridin-3-yl]-methanol (63, 1.0 g, 3.7 mmol) in tetrahydrofuran (50.0 mL) was added Dess-Martin periodinane (1.75 g, 4.12 mmol). The reaction was stirred at room temperature for 10 minutes, then poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated and purified by silica gel column chromatography eluting with 20% ethyl acetate in hexane to give a white solid (64, 0.67 g, 68.0%).

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated
  5. custompurified by silica gel column chromatography
  6. washeluting with 20% ethyl acetate in hexane
  7. customto give a white solid (64, 0.67 g, 68.0%)

출처 및 근거

ORD 기록
ord-2734787a2f9b4180a552365f845ed1ba
출처 데이터셋
uspto-grants-2013_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08461169B2

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