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Cesium carbonate → (S)-6-fluoro-7-(2-methoxypropoxy)-2-methylquinoline

HRID 339086
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HRID 339086 반응식
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[N:8]=[C:7]([CH3:13])[CH:6]=[CH:5]2.C([O-])([O-])=O.[Cs+].[Cs+].CC1C=CC(S(O[CH2:31][C@@H:32]([O:34][CH3:35])[CH3:33])(=O)=O)=CC=1>CN1C(=O)CCC1>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[O:12][CH2:31][C@@H:32]([O:34][CH3:35])[CH3:33])[N:8]=[C:7]([CH3:13])[CH:6]=[CH:5]2
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참가 물질

5

반응물 3

HCID 10796Cesium carbonateHCID 13896528(2S)-2-methoxypropyl 4-methylbenzene-1-sulfonateHCID 1363380756-Fluoro-2-methylquinolin-7-ol

생성물 1

HCID 70983212(S)-6-fluoro-7-(2-methoxypropoxy)-2-methylquinoline

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

반응 조건

온도
80 °C

실험 절차

To a stirred mixture of 6-fluoro-2-methylquinolin-7-ol (0.200 g, 1.13 mmol), Cs2CO3 (0.552 g, 1.69 mmol) and NMP (2.3 mL) was added (S)-2-methoxypropyl 4-methylbenzenesulfonate (0.303 g, 1.24 mmol). The reaction mixture was heated at 80° C. for 1 hour. After cooling, the reaction was partitioned between toluene and water. The aqueous layer was extracted with toluene. The combined organic layers were washed with water and brine, dried and concentrated to give the crude product, which was used in the next step without further purification.

후처리

  1. temperatureAfter cooling
  2. customthe reaction was partitioned between toluene and water
  3. extractionThe aqueous layer was extracted with toluene
  4. washThe combined organic layers were washed with water and brine
  5. customdried
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-43305870496140d0a8b4005e89522c15
출처 데이터셋
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08889704B2

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