1-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-one → Phenyl[7-(3-pyridinyl)pyrazolo[1,5-a]pyrimidin-3-yl]methanone

HRID 1247945

반응식

HRID 1247945 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:22]=[N:23][CH:24]=[CH:25][CH:26]=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:22]=[N:23][CH:24]=[CH:25][CH:26]=4)=[CH:18][CH:17]=[N:1][C:2]=23)=[O:8])[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

참가 물질

4

반응물 2

HCID 5670331-(3-Pyridyl)-3-(dimethylamino)-2-propen-1-oneHCID 178509267HCID 178509267, 화합물

생성물 1

HCID 13475883Phenyl[7-(3-pyridinyl)pyrazolo[1,5-a]pyrimidin-3-yl]methanone

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 1.76 g of 3-dimethylamino-1-(3-pyridinyl)-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 methylene chloride. 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, giving 2.45 g, mp 202°-203° 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 methylene chloride
  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
  10. customgiving 2.45 g, mp 202°-203° C.

출처 및 근거

ORD 기록
ord-6b10309a69b94dc7b98e385b4534211e
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04521422

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