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

HRID 1458986ノート

反応式

HRID 1458986 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].[N:17]1[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=1[N:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1.[CH2:29]=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][CH2:29][N:26]1[CH2:25][CH2:24][N:23]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][N:17]=2)[CH2:28][CH2:27]1

参加物

5

反応物 3

HCID 712Formaldehyde2 回HCID 154563751-(2-Pyrimidinyl)-4-acetyl-5-methylpyrazoleHCID 220973171-(2-Pyridyl)piperazine Monohydrochloride

生成物 1

HCID 220973331-[5-Methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-[4-(2-pyridyl)-1-piperazinyl]-1-propanone hydrochloride収率 29.5%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

606 mg of 4-acetyl-1-(2-pyrimidinyl)-5-methylpyrazole was dissolved in 60 ml of ethanol and 490 mg of 2-pyridylpiperazine hydrochloride and 270 mg of paraformaldehyde were added thereto. The obtained mixture was heated under reflux for 24 hours. Further, 100 mg of paraformaldehyde was added and the obtained mixture was heated under reflux for 60 hours. Then the ethanol was almost halved by evaporation and the precipitate was filtered. To the precipitate was added chloroform. Next, it was washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate followed by evaporation. The residue was purified by silica gel column chromatography (silica gel 50 g, chloroform:methanol=50:1-40:1). Then the obtained product was converted into hydrochloride by adding 1N hydrochloric acid and recrystallized from ethanol to thereby give 300 mg of the title compound.

後処理

  1. temperatureThe obtained mixture was heated
  2. temperatureunder reflux for 24 hours
  3. temperaturethe obtained mixture was heated
  4. temperatureunder reflux for 60 hours
  5. customThen the ethanol was almost halved by evaporation
  6. filtrationthe precipitate was filtered
  7. additionTo the precipitate was added chloroform
  8. washNext, it was washed with a saturated aqueous solution of sodium hydrogencarbonate
  9. dry with materiala saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate
  10. customfollowed by evaporation
  11. customThe residue was purified by silica gel column chromatography (silica gel 50 g, chloroform:methanol=50:1-40:1)
  12. additionby adding 1N hydrochloric acid
  13. customrecrystallized from ethanol

出典と根拠

ORDレコード
ord-f99e8729e05d4870aced393920f69bc5
出典データセット
uspto-grants-1998_12
特許番号
US05852019

反応ノート

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