Potassium Carbonate → Trifluoromethanesulfonic Acid 7-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yl Ester

HRID 2266448

반응식

HRID 2266448 반응식
ClC1C=C(O)C2C(C)=C(CC3C=CC(Cl)=CC=3)C(C)=NC=2C=1.ClC1C=C(O)C=C2C=1C(C)=C(CC1C=CC(Cl)=CC=1)C(C)=N2.C1C=CC(N(S(C(F)(F)F)(=O)=O)S(C(F)(F)F)(=O)=O)=CC=1.C(=O)([O-])[O-].[K+].[K+].[Cl:72][C:73]1[CH:82]=[C:81]([O:83][S:84]([C:87]([F:90])([F:89])[F:88])(=[O:86])=[O:85])[CH:80]=[C:79]2[C:74]=1[C:75]([CH3:100])=[C:76]([CH2:92][C:93]1[CH:98]=[CH:97][C:96]([Cl:99])=[CH:95][CH:94]=1)[C:77]([CH3:91])=[N:78]2>O1CCCC1>[Cl:72][C:73]1[CH:74]=[C:79]2[C:80]([C:75]([CH3:100])=[C:76]([CH2:92][C:93]3[CH:98]=[CH:97][C:96]([Cl:99])=[CH:95][CH:94]=3)[C:77]([CH3:91])=[N:78]2)=[C:81]([O:83][S:84]([C:87]([F:89])([F:90])[F:88])(=[O:85])=[O:86])[CH:82]=1

참가 물질

7

반응물 5

HCID 11430Potassium CarbonateHCID 142176Phenyl triflimideHCID 86631432Trifluoromethanesulfonic acid 5-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-yl esterHCID 1363359027-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-olHCID 1363359225-Chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-ol

생성물 1

HCID 86631431Trifluoromethanesulfonic Acid 7-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-yl Ester

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

반응 조건

온도
130 °C

실험 절차

A mixture of 7-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-5-ol and 5-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-ol (0.66 g), N-phenyltrifluoromethanesulfonimide (0.86 g), potassium carbonate (0.82 g) and tetrahydrofuran (10 mL) was heated by microwave irradiation at 130° C. for 20 minutes. The mixture was filtered and the filtrate concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel, eluting with 1,2-dichloroethane gave a 50:50 mixture of title compound and trifluoromethanesulfonic acid 5-chloro-3-(4-chlorobenzyl)-2,4-dimethylquinolin-7-yl ester as a honey coloured gum, 0.86 g.

후처리

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure
  3. customPurification of the residue by column chromatography on silica gel
  4. washeluting with 1,2-dichloroethane
  5. customgave

출처 및 근거

ORD 기록
ord-1a6334b0f3044ab198c2a4144dd70497
출처 데이터셋
uspto-grants-2010_12
특허 번호
US07858640B2

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