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

HRID 1743989노트

반응식

HRID 1743989 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

반응 조건

온도
90 °C

실험 절차

A mixture of 5-bromo-pyridin-2-yl-hydrazine (15.0 g, 79.8 mmol) and cyclopropane carbonyl chloride (65.0 mL, 71.8 mmol) is heated at 90° C. for 18 hours. The brown mixture is allowed to cool to room temperature, filtered, and washed with toluene to afford a light brown solid. This solid is taken up in chloroform (CHCl3), and washed with saturated NaHCO3. The organic layer is isolated, and the aqueous layer extracted twice with chloroform (CHCl3). The combined organics are 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 NaHCO3
  6. customThe organic layer is isolated
  7. extractionthe aqueous layer extracted twice with chloroform (CHCl3)
  8. washThe combined organics are washed with brine
  9. dry with materialdried over magnesium sulfate
  10. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-cf35e6820a8b4cf385666f4ade8cc9d0
출처 데이터셋
uspto-grants-2006_03
특허 번호
US07012143B2

반응 노트

불러오는 중…