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3-Dimethylamino-3'-trifluoromethylacrylophenone → Phenyl[7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]-pyrimidin-3-yl]methanon

HRID 231500
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HRID 231500 반응식
[NH2:1][C:2]1[C:6]([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[O:8])=[CH:5][NH:4][N:3]=1.CN(C)[CH:17]=[CH:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=1)=O>C(O)(=O)C>[C:9]1([C:7]([C:6]2[CH:5]=[N:4][N:3]3[C:19]([C:21]4[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:28])([F:29])[F:30])[CH:22]=4)=[CH:18][CH:17]=[N:1][C:2]=23)=[O:8])[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenoneHCID 178509267HCID 178509267, 화합물

생성물 1

HCID 13475887Phenyl[7-[3-(trifluoromethyl)phenyl]pyrazolo[1,5-a]-pyrimidin-3-yl]methanon

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A reaction mixture of 1.87 g of (3-amino-1H-pyrazol-4-yl)phenyl-methanone and 2.43 g of 3-dimethylamino-1-[3-(trifluoromethyl)phenyl]-2-propen-1-one in 25 ml of glacial acetic acid was refluxed for 6 hours and then the solvent was removed in vacuo giving a crystalline residue. This residue was partitioned between saturated aqueous sodium bicarbonate and dichloromethane. The organic layer was dried with anhydrous sodium sulfate and then passed through a short pad of hydrous magnesium silicate. The addition of hexane to the refluxing eluate induced crystallization. After cooling, the desired product was collected as crystals, mp 148°-150° C.

후처리

  1. temperaturewas refluxed for 6 hours
  2. customthe solvent was removed in vacuo
  3. customgiving a crystalline residue
  4. customThis residue was partitioned between saturated aqueous sodium bicarbonate and dichloromethane
  5. dry with materialThe organic layer was dried with anhydrous sodium sulfate
  6. additionThe addition of hexane
  7. customto the refluxing eluate induced crystallization
  8. temperatureAfter cooling
  9. customthe desired product was collected as crystals, mp 148°-150° C.

출처 및 근거

ORD 기록
ord-a71a969994fc4bdfa078a0a0fba898a7
출처 데이터셋
uspto-grants-1989_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04847256

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