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Pyridine → 1-(3-Methoxy phenyl)-2-(1-piperazinyl)-indole 3-carboxylic acid (4-methyl)-piperazide

HRID 26205
ノート
印刷プレビュー

反応式

HRID 26205 の反応式
Cl[C:2]1[N:3]([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=2)[C:4]2[C:9]([C:10]=1[C:11](Cl)=[O:12])=[CH:8][CH:7]=[CH:6][CH:5]=2.[CH3:22][N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.N1C=CC=CC=1.[NH:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1>C(Cl)(Cl)Cl.C(Cl)Cl>[CH3:22][N:23]1[CH2:28][CH2:27][N:26]([C:11]([C:10]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[N:3]([C:14]3[CH:19]=[CH:18][CH:17]=[C:16]([O:20][CH3:21])[CH:15]=3)[C:2]=2[N:35]2[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]2)=[O:12])[CH2:25][CH2:24]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1049PyridineHCID 4837PiperazineHCID 531671-MethylpiperazineHCID 53923702HCID 53923702、化合物

生成物 1

HCID 867364561-(3-Methoxy phenyl)-2-(1-piperazinyl)-indole 3-carboxylic acid (4-methyl)-piperazide

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒2 回
HCID 6344Dichloromethane溶媒

実験手順

To a solution of 3.2 g (10 mmols) of 2-chloro-1-(3-methoxyphenyl)-indole 3-carboxylic acid chloride in 20 ml of chloroform, a mixture pf 2.2 ml of N-methyl-piperazine, 2.4 ml of pyridine and 5 ml of chloroform was added while cooling. After standing for 1 hour at room temperature, the mixture was washed twice with water, and the solvent was evaporated in vacuo. The resinous residue, which was uniform according to thin-layer chromatography and consisted of 2-chloro-1-(3-methoxyphenyl)-indole 3-carboxylic acid (4-methyl)-piperazide, was dissolved in 40 ml of diglym, and after addition of 13 g (0.15 mol) of piperazine, the solution was heated to the boil. The cooled solution was diluted with methylene chloride, washed three times with water, and the solvent was eliminated in vacuo. The resinous residue was dissolved in chloroform, and an excess of ethanolic hydrochloric acid was added. The solvent was eliminated in vacuo, the crystallized residue was digested with acetone, suction-filtered and washed with acetone. The yield of faintly grey-colored dihydrochloride of the above compound amounted to 3.7 g (73% of the theoretical yield), m.p. 228°-230° C.

後処理

  1. temperaturewhile cooling
  2. washthe mixture was washed twice with water
  3. customthe solvent was evaporated in vacuo
  4. dissolutionwas dissolved in 40 ml of diglym
  5. temperaturethe solution was heated to the boil
  6. washwashed three times with water
  7. dissolutionThe resinous residue was dissolved in chloroform
  8. additionan excess of ethanolic hydrochloric acid was added
  9. filtrationsuction-filtered
  10. washwashed with acetone
  11. customtheoretical yield), m.p. 228°-230° C.

出典と根拠

ORDレコード
ord-2c8b5b82730646d2bf426bb8c3202b96
出典データセット
uspto-grants-1979_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04148895

反応ノート

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