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(E)-Methyl 3-(2-amino-4-fluorophenyl)acrylate → 7-Fluoroquinolin-2(1H)-one

HRID 624516
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HRID 624516 반응식
[NH2:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[CH:10]/[C:11]([O:13]C)=O>C1COCC1.Cl>[F:8][C:6]1[CH:7]=[C:2]2[C:3]([CH:9]=[CH:10][C:11](=[O:13])[NH:1]2)=[CH:4][CH:5]=1
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참가 물질

4

반응물 1

HCID 23003313(E)-Methyl 3-(2-amino-4-fluorophenyl)acrylate

생성물 1

HCID 190675757-Fluoroquinolin-2(1H)-one수율 81.1%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
65 °C

실험 절차

A mixture of (E)-methyl 3-(2-amino-4-fluorophenyl)acrylate (30.38 g, 156 mmol) in THF (400 mL) and 3M hydrochloric acid (400 mL) was heated at 65° C. for 20 h. The mixture was cooled to RT and poured onto ice. The resulting precipitate was filtered, washed with copious amounts of water and dried in vacuo to give 20.65 g (81%) of a light-yellow amorphous solid. m/z=164 (M+1).

후처리

  1. temperatureThe mixture was cooled to RT
  2. additionpoured onto ice
  3. filtrationThe resulting precipitate was filtered
  4. washwashed with copious amounts of water
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-9ba7fd3c05aa4d91a64c2e198ff35b4b
출처 데이터셋
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09303028B2

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