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

HRID 2266448ノート

反応式

HRID 2266448 の反応式
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

参加物

7

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
130 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-1a6334b0f3044ab198c2a4144dd70497
出典データセット
uspto-grants-2010_12
特許番号
US07858640B2

反応ノート

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