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Sodium Bicarbonate → 1-[1-(3-Chloro-2-pyridyl)-5-methyl-4-pyrazolyl]-3-[4-(3,5-difluorophenyl)-1-piperazinyl]-1-propanone

HRID 564860
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HRID 564860 반응식
[C:1]([C:4]1[CH:5]=[N:6][N:7]([C:10]2[C:15]([Cl:16])=[CH:14][CH:13]=[CH:12][N:11]=2)[C:8]=1[CH3:9])(=[O:3])[CH3:2].[F:17][C:18]1[CH:19]=[C:20]([N:25]2[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]2)[CH:21]=[C:22]([F:24])[CH:23]=1.Cl.[CH2:32](O)C.C(=O)([O-])O.[Na+]>C(O)C>[Cl:16][C:15]1[C:10]([N:7]2[C:8]([CH3:9])=[C:4]([C:1](=[O:3])[CH2:2][CH2:32][N:28]3[CH2:29][CH2:30][N:25]([C:20]4[CH:19]=[C:18]([F:17])[CH:23]=[C:22]([F:24])[CH:21]=4)[CH2:26][CH2:27]3)[CH:5]=[N:6]2)=[N:11][CH:12]=[CH:13][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 516892Sodium BicarbonateHCID 109872191-(3,5-Difluorophenyl)piperazineHCID 118172064-Acetyl-1-(3-chloro-2-pyridyl)-5-methylpyrazoleHCID 21887872Ethanol hydrochloride

생성물 1

HCID 112361741-[1-(3-Chloro-2-pyridyl)-5-methyl-4-pyrazolyl]-3-[4-(3,5-difluorophenyl)-1-piperazinyl]-1-propanone

시약·촉매·용매 1

HCID 702
Ethanol
용매

실험 절차

In 40 ml of absolute ethanol was dissolved 0.72 g of 4-acetyl-1-(3-chloro-2-pyridyl)-5-methylpyrazole, and 1.38 g of 1-(3,5-difluorophenyl)piperazine, 7 ml of a 1N hydrochloric acid/ethanol solution, and 0.917 g of p-formaldehyde were added thereto, followed by refluxing for 20 hours. To the reaction mixture was further added 0.917 g of p-formaldehyde, followed by refluxing for 50 hours. After the reaction mixture was allowed to stand at room temperature for 21 hours, a saturated aqueous solution of sodium hydrogencarbonate was added thereto, and the mixture was extracted with chloroform three times. The organic layer was dried over anhydrous sodium sulfate, and the solvent was removed by evaporation. The residue was subjected to silica gel column chromatography using a mixture of chloroform-methanol (50:1 by volume) as a developing solvent. The fraction containing the desired compound was concentrated to yield 0.72 g of the title compound.

후처리

  1. additionwere added
  2. temperatureby refluxing for 20 hours
  3. temperatureby refluxing for 50 hours
  4. extractionthe mixture was extracted with chloroform three times
  5. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  6. customthe solvent was removed by evaporation
  7. additiona mixture of chloroform-methanol (50:1 by volume) as a developing solvent
  8. additionThe fraction containing the desired compound
  9. concentrationwas concentrated

출처 및 근거

ORD 기록
ord-ad98858e9d7a4d1a9f344b2b5034749d
출처 데이터셋
uspto-grants-2001_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06169086A

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