1,2-Dibromoethane → 7-Bromo-2-ethyl-4-methoxypyrazolo[1,5-a]pyridine

HRID 1864991

반응식

HRID 1864991 반응식
C([Li])CCC.[CH2:6]([C:8]1[CH:18]=[C:11]2[C:12]([O:16][CH3:17])=[CH:13][CH:14]=[CH:15][N:10]2[N:9]=1)[CH3:7].[Br:19]CCBr.[Cl-].[NH4+]>O1CCCC1>[Br:19][C:15]1[N:10]2[N:9]=[C:8]([CH2:6][CH3:7])[CH:18]=[C:11]2[C:12]([O:16][CH3:17])=[CH:13][CH:14]=1

참가 물질

6

반응물 4

HCID 78391,2-DibromoethaneHCID 25517Ammonium ChlorideHCID 219845782-Ethyl-4-methoxypyrazolo[1,5-a]pyridineHCID 178418339Butyllithium

생성물 1

HCID 219845677-Bromo-2-ethyl-4-methoxypyrazolo[1,5-a]pyridine

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
-78 °C

실험 절차

n-Butyllithium (1.31 mL) was slowly added dropwise to a solution of 2-ethyl-4-methoxypyrazolo[1,5-a]pyridine (303 mg) in tetrahydrofuran (15 mL) at −78° C. After stirring the mixture at −78° C. for 1 hour, 1,2-dibromoethane (0.18 mL) was added and stirring was continued for 1 hour. Saturated aqueous ammonium chloride was added, extraction was performed with ethyl acetate, the extract washed with brine and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was subjected to silica gel column chromatography (20 g), and the title compound (282 mg) was obtained from the n-hexane:ethyl acetate (5:1) fraction as a colorless oil.

후처리

  1. stirringstirring
  2. waitwas continued for 1 hour
  3. extractionextraction
  4. washthe extract washed with brine
  5. dry with materialdried over magnesium sulfate
  6. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-36c761d88e6d4f768136cecaec694884
출처 데이터셋
uspto-grants-2009_12
특허 번호
US07625925B2

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