Sodium hydride → 6-[3-[4-(Diphenylmethyl)-1-piperazinyl]propoxy][1,2,4]triazolo[4,3-b]pyridazine

HRID 397555

反応式

HRID 397555 の反応式
[C:1]1([CH:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][CH2:16][OH:17])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Cl[C:27]1[CH:28]=[CH:29][C:30]2[N:31]([CH:33]=[N:34][N:35]=2)[N:32]=1>CN(C)C=O>[C:18]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH2:15][CH2:16][O:17][C:27]3[CH:28]=[CH:29][C:30]4[N:31]([CH:33]=[N:34][N:35]=4)[N:32]=3)[CH2:12][CH2:13]2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

参加物

5

反応物 3

HCID 24758Sodium hydrideHCID 3136246-Chloro-[1,2,4]triazolo[4,3-b]pyridazineHCID 155241464-Benzhydryl-1-piperazinepropanol

生成物 1

HCID 155241476-[3-[4-(Diphenylmethyl)-1-piperazinyl]propoxy][1,2,4]triazolo[4,3-b]pyridazine収率 79%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

0.311 g of 4-(diphenylmethyl)-1-piperazinepropanol was dissolved in 5 ml of N,N-dimethylformamide; 0.048 g of 60% oily sodium hydride was added; the reaction mixture was stirred in an oil bath (60° C.) for 30 minutes. After cooling, 0.232 g of 6-chloro[1,2,4]triazolo[4,3-b]pyridazine was added; the reaction mixture was stirred in an oil bath. (bath temperature 60° C.) for 40 minutes. After cooling, ice water was added; the reaction mixture was extracted with ethyl acetate; the extract was washed with saline and dried over magnesium sulfate. After concentration under reduced pressure, the residue was subjected to silica gel column chromatography and eluted with ethyl acetate-methanol-triethylamine (90:10:1). The desired fraction was collected and concentrated; the crystal obtained was filtered, washed with ethyl ether, and dried, to yield 0.339 g of the title compound.

後処理

  1. temperatureAfter cooling
  2. stirringthe reaction mixture was stirred in an oil bath
  3. wait(bath temperature 60° C.) for 40 minutes
  4. temperatureAfter cooling
  5. extractionthe reaction mixture was extracted with ethyl acetate
  6. washthe extract was washed with saline
  7. dry with materialdried over magnesium sulfate
  8. concentrationAfter concentration under reduced pressure
  9. washeluted with ethyl acetate-methanol-triethylamine (90:10:1)
  10. customThe desired fraction was collected
  11. concentrationconcentrated
  12. customthe crystal obtained
  13. filtrationwas filtered
  14. washwashed with ethyl ether
  15. customdried

出典と根拠

ORDレコード
ord-fd7000f227e04a6cbe60a298e7d815b0
出典データセット
uspto-grants-2003_08
特許番号
US06610694B1

関連ノート

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