Dimethylformamide → 5-Bromo-2-fluoro-3-methoxypyridine

HRID 2387752노트

반응식

HRID 2387752 반응식
[F-:1].C([N+](CCCC)(CCCC)CCCC)CCC.CN(C=O)C.[Br:24][C:25]1[CH:26]=[C:27]([O:34][CH3:35])[C:28]([N+]([O-])=O)=[N:29][CH:30]=1>O>[Br:24][C:25]1[CH:30]=[N:29][C:28]([F:1])=[C:27]([O:34][CH3:35])[CH:26]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 8177745-Bromo-3-methoxy-2-nitropyridineHCID 2724141Tetrabutylammonium Fluoride

생성물 1

HCID 586266915-Bromo-2-fluoro-3-methoxypyridine

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

Tetrabutyl ammonium fluoride (1.0 M THF solution: 3.9 ml) was added to a DMF (5 ml) solution of 5-bromo-3-methoxy-2-nitropyridine (CAS No. 152684-26-9) (450 mg), and the obtained mixture was stirred at 70° C. for 72 hours. The reaction solution was cooled to room temperature. Water was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was dried over sodium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=10:1 to 2:1), so as to obtain the title compound (258 mg).

후처리

  1. temperatureThe reaction solution was cooled to room temperature
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. filtrationfiltered
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=10:1 to 2:1)

출처 및 근거

ORD 기록
ord-3788acb020a14ad0a818a7b767ddb9ed
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08268848B2

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