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Formaldehyde → 1-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-benzyl-1-piperazinyl]-1-propanone hydrochloride

HRID 1458996
ノート
印刷プレビュー

反応式

HRID 1458996 の反応式
[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[C:8]=1[CH3:9])(=[O:3])[CH3:2].[ClH:16].[CH2:17]([N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1.[CH2:30]=O>C(O)C>[ClH:16].[CH3:9][C:8]1[N:7]([C:10]2[N:15]=[CH:14][CH:13]=[CH:12][N:11]=2)[N:6]=[CH:5][C:4]=1[C:1](=[O:3])[CH2:2][CH2:30][N:27]1[CH2:28][CH2:29][N:24]([CH2:17][C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH2:25][CH2:26]1
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 712Formaldehyde2 回HCID 27566531-Benzylpiperazine hydrochloride2 回HCID 154563751-(2-Pyrimidinyl)-4-acetyl-5-methylpyrazole

生成物 1

HCID 220973761-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-benzyl-1-piperazinyl]-1-propanone hydrochloride収率 34.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

1.01 g of 4-acetyl-1-(2-pyrimidinyl)-5-methylpyrazole was dissolved in 80 ml of anhydrous ethanol. After adding 1.25 g of 1-benzylpiperazine hydrochloride and 0.45 g of paraformaldehyde, the mixture was heated under reflux for 18 hours. Further, 0.60 g of 1-benzylpiperazine hydrochloride and 0.20 g of paraformaldehyde were added and the resulting mixture was heated under reflux for additional 8 hours. After cooling, the crystals were collected by filtration and extracted with chloroform and a saturated aqueous solution of sodium hydrogencarbonate. The extract was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate. After evaporating the solvent, the residue thus obtained was purified by silica gel column chromatography (50 g, chloroform:methanol=50:1), converted into hydrochloride by adding a 1N hydrochloric acid/ethanol solution and then recrystallized from ethanol. Thus 742 mg of the title compound was obtained.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 18 hours
  3. temperaturethe resulting mixture was heated
  4. temperatureunder reflux for additional 8 hours
  5. temperatureAfter cooling
  6. filtrationthe crystals were collected by filtration
  7. extractionextracted with chloroform
  8. washThe extract was washed with a saturated aqueous solution of sodium chloride
  9. dry with materialdried over anhydrous sodium sulfate
  10. customAfter evaporating the solvent
  11. customthe residue thus obtained
  12. customwas purified by silica gel column chromatography (50 g, chloroform:methanol=50:1)
  13. additionby adding a 1N hydrochloric acid/ethanol solution
  14. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-ba04bfafee154d15b26707097ac3c703
出典データセット
uspto-grants-1998_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05852019

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート