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Triethylamine → 3-Fluoro-7-methoxyquinoline

HRID 454133
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HRID 454133 반응식
Cl[C:2]1[C:11]([F:12])=[CH:10][C:9]2[C:4](=[CH:5][C:6]([O:13][CH3:14])=[CH:7][CH:8]=2)[N:3]=1.C(N(CC)CC)C>[Pd].C(O)C>[F:12][C:11]1[CH:2]=[N:3][C:4]2[C:9]([CH:10]=1)=[CH:8][CH:7]=[C:6]([O:13][CH3:14])[CH:5]=2
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 8471TriethylamineHCID 220305912-Chloro-3-fluoro-7-methoxyquinoline

생성물 1

HCID 220308563-Fluoro-7-methoxyquinoline수율 54%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 702Ethanol용매

실험 절차

A mixture of 2-chloro-3-fluoro-7-methoxyquinoline (310 mg, 1.47 mmol), triethylamine (310 mg, 0.4 ml, 3.07 mmol) and 10% palladium on activated charcoal (50 mg) in dry ethanol (5 ml) was stirred under hydrogen gas at ambient temperature for 24 hours. The mixture was then filtered through celite. The celite was washed with methanol and the solvent was removed by evaporation from the combined filtrates. The crude material was purified by chromatography on silica, eluting with 10% ethyl acetate in isohexane to give 3-fluoro-7-methoxyquinoline (130 mg, 54%).

후처리

  1. filtrationThe mixture was then filtered through celite
  2. washThe celite was washed with methanol
  3. customthe solvent was removed by evaporation from the combined filtrates
  4. customThe crude material was purified by chromatography on silica
  5. washeluting with 10% ethyl acetate in isohexane

출처 및 근거

ORD 기록
ord-73022471c3ff43c886d326df070c7eaf
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08492560B2

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