Toluene → 2-Dimethylaminoethyl 2-(7-chloro-4-quinolinylamino)-5-fluorobenzoate

HRID 224588ノート

反応式

HRID 224588 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][C:13]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:14]=3[C:15]([O:17][CH3:18])=[O:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:24][N:25]([CH2:27]CO)[CH3:26].C1(C)C=CC=CC=1.[H-].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[CH:11]=[C:10]2[C:5]([C:6]([NH:12][C:13]3[CH:22]=[CH:21][C:20]([F:23])=[CH:19][C:14]=3[C:15]([O:17][CH2:18][CH2:24][N:25]([CH3:27])[CH3:26])=[O:16])=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 1140TolueneHCID 79022-(Dimethylamino)ethanolHCID 24758Sodium hydrideHCID 23331682Methyl 2-(7-chloro-4-quinolinylamino)-5-fluoro-benzoate

生成物 1

HCID 233316842-Dimethylaminoethyl 2-(7-chloro-4-quinolinylamino)-5-fluorobenzoate

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
50 °C

実験手順

A mixture of 4 g of the ester of Example 1, 2.45 ml of dimethylaminoethanol and 50 ml of anhydrous toluene was heated to reflux and then cooled to 50° C. and 95 mg of a 50% sodium hydride oil suspension was added thereto. The mixture was again heated to reflux and was then cooled to 40° C. and 0.2 ml of acetic acid were added thereto. The mixture was evaporated to dryness and the residue was dissolved in methylene chloride. The solution was filtered and the filtrate was washed with water, dried and filtered. The filtrate was evaporated to dryness to obtain 4.01 g of 2-dimethylaminoethyl 2-(7-chloro-4-quinolinylamino)-5-fluorobenzoate.

後処理

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureThe mixture was again heated
  4. temperatureto reflux
  5. temperaturewas then cooled to 40° C.
  6. customThe mixture was evaporated to dryness
  7. dissolutionthe residue was dissolved in methylene chloride
  8. filtrationThe solution was filtered
  9. washthe filtrate was washed with water
  10. customdried
  11. filtrationfiltered
  12. customThe filtrate was evaporated to dryness

出典と根拠

ORDレコード
ord-a64622601a574964a44d47d361a9de22
出典データセット
uspto-grants-1980_11
特許番号
US04233305

反応ノート

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