Water → 3-Bromo-5-chloro-1H-pyrrolo(2,3-b)pyridine

HRID 1024410노트

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HRID 1024410 반응식
[Br:1]Br.[Cl:3][C:4]1[CH:5]=[C:6]2[CH:12]=[CH:11][NH:10][C:7]2=[N:8][CH:9]=1.O>C(Cl)(Cl)Cl>[Br:1][C:12]1[C:6]2[C:7](=[N:8][CH:9]=[C:4]([Cl:3])[CH:5]=2)[NH:10][CH:11]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 24408BromineHCID 242292135-Chloro-1H-pyrrolo[2,3-b]pyridine

생성물 1

HCID 272827223-Bromo-5-chloro-1H-pyrrolo(2,3-b)pyridine수율 69%

시약·촉매·용매 1

HCID 6212Chloroform용매2회

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온도
0 °C

실험 절차

A solution of bromine (3.5 ml) in chloroform (40 ml) was added dropwise to an ice-cold solution of the 5-chloro-1H-pyrrolo[2,3-b]pyridine (3) (10 g, 65 mM) in chloroform (260 ml). The reaction mixture was stirred for 60 minutes at 0° C. The reaction mixture was then hydrolysed with water and the pH of the solution was adjusted to 10. The resulting solid was removed by filtration, and the. aqueous was extracted with dichloromethane. The organic was washed with water, dried over magnesium sulfate and concentrated in vacuo to afford the title compound (10.5 g, 69%). 1H NMR (DMSO-d6) 7.8 (1H,$), 7.9 (1H, s), 8.3 (1H, s)

후처리

  1. customThe resulting solid was removed by filtration
  2. extractionaqueous was extracted with dichloromethane
  3. washThe organic was washed with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-37590ccca7684865ac46aba9d29ac162
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722889B2

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