Chlorosuccinimide → 6-Bromo-5-chloropyridin-2-amine

HRID 1521933노트

반응식

HRID 1521933 반응식
[Br:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][CH:3]=1.[Cl:9]N1C(=O)CCC1=O>C(#N)C>[Br:1][C:2]1[N:7]=[C:6]([NH2:8])[CH:5]=[CH:4][C:3]=1[Cl:9]

참가 물질

4

반응물 2

HCID 31398ChlorosuccinimideHCID 3008092-Amino-6-bromopyridine

생성물 1

HCID 534011936-Bromo-5-chloropyridin-2-amine

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
80 °C

실험 절차

To a solution of 6-bromopyridin-2-amine (1 g, 5.78 mmol) in acetonitrile (10 mL) was added N-chlorosuccinimide (0.849 g, 6.36 mmol) and the mixture was heated at 80° C. for 12 hours. The mixture was filtered through diatomaceous earth and concentrated and the residue was dissolved in ethyl acetate and washed with water and brine. Drying over anhydrous sodium sulfate, filtration, concentration and purification by column chromatography (silica gel, 30% ethyl acetate in hexane) afforded the title compound. LCMS: 209.1 (M+2)+.

후처리

  1. filtrationThe mixture was filtered through diatomaceous earth
  2. concentrationconcentrated
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washwashed with water and brine
  5. dry with materialDrying over anhydrous sodium sulfate, filtration, concentration and purification by column chromatography (silica gel, 30% ethyl acetate in hexane)

출처 및 근거

ORD 기록
ord-2d5fb1cc5f4c4a46be44fd6fc7fba095
출처 데이터셋
uspto-grants-2015_07
특허 번호
US09073922B2

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