Cyclopropanecarbonyl chloride → 6-Bromo-3-cyclopropyl[1,2,4]triazolo[4,3-a]pyridine

HRID 854437노트

반응식

HRID 854437 반응식
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][NH2:9])=[N:6][CH:7]=1.[CH:10]1([C:13](Cl)=O)[CH2:12][CH2:11]1>C(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[N:6]([C:13]([CH:10]3[CH2:12][CH2:11]3)=[N:9][N:8]=2)[CH:7]=1

참가 물질

4

반응물 2

HCID 77637Cyclopropanecarbonyl chlorideHCID 115356995-Bromo-2-hydrazinopyridine

생성물 1

HCID 222368766-Bromo-3-cyclopropyl[1,2,4]triazolo[4,3-a]pyridine수율 106.5%

시약·촉매·용매 1

HCID 6212Chloroform용매

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온도
90 °C

실험 절차

A mixture of 5-bromo-pyridin-2-yl-hydrazine (15.0 g, 79.8 mmol) and cyclopropane carbonyl chloride (65 mL, 71.8 mmol) was heated at 90° C. for 18 hours. The brown mixture was allowed to cool to room temperature, filtered, and washed with toluene to afford a light brown solid. This solid was taken up in CHCl3, and washed with saturated aqueous NaHCO3. The organic layer was isolated, and the aqueous layer extracted with CHCl3 (2×). The combined organics were washed with brine, dried over magnesium sulfate, and concentrated in vacuo to give the title compound as a tan solid (18.2 g, 96%).

후처리

  1. temperatureto cool to room temperature
  2. filtrationfiltered
  3. washwashed with toluene
  4. customto afford a light brown solid
  5. washwashed with saturated aqueous NaHCO3
  6. customThe organic layer was isolated
  7. extractionthe aqueous layer extracted with CHCl3 (2×)
  8. washThe combined organics were washed with brine
  9. dry with materialdried over magnesium sulfate
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-a447c8af5326475d80224efe8bd289ae
출처 데이터셋
uspto-grants-2007_08
특허 번호
US07259171B2

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