3-Chloro-3-(3-pyridinyl)-2-propenal → 2-Furanyl[7-(3-pyridinyl)pyrazolo[1,5-a]pyrimidin-3-yl]methanone

HRID 1247947

반응식

HRID 1247947 반응식
Cl[C:2]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[CH:3][CH:4]=O.[NH2:12][C:13]1[C:17]([C:18]([C:20]2[O:21][CH:22]=[CH:23][CH:24]=2)=[O:19])=[CH:16][NH:15][N:14]=1>C(O)(=O)C>[O:21]1[CH:22]=[CH:23][CH:24]=[C:20]1[C:18]([C:17]1[CH:16]=[N:15][N:14]2[C:2]([C:6]3[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=3)=[CH:3][CH:4]=[N:12][C:13]=12)=[O:19]

참가 물질

4

반응물 2

HCID 538697343-Chloro-3-(3-pyridinyl)-2-propenalHCID 178509268HCID 178509268, 화합물

생성물 1

HCID 134758992-Furanyl[7-(3-pyridinyl)pyrazolo[1,5-a]pyrimidin-3-yl]methanone

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A mixture of 0.02 mole of 3-chloro-3-(3-pyridinyl)-2-propenal and 0.02 mole of (3-amino-1H-pyrazol-4-yl)-2-furanyl-methanone in 30 ml of glacial acetic acid was refluxed for 5 hours. The solvent was removed in vacuo and the residue partitioned between saturated aqueous sodium bicarbonate and dichloromethane. The dichloromethane layer was dried over sodium sulfate and passed through a short pad of hydrous magnesium silicate. The eluent was concentrated and the residue crystallized from dichloromethane:hexane to give the desired product as crystals, mp 228°-229° C.

후처리

  1. temperaturewas refluxed for 5 hours
  2. customThe solvent was removed in vacuo
  3. customthe residue partitioned between saturated aqueous sodium bicarbonate and dichloromethane
  4. dry with materialThe dichloromethane layer was dried over sodium sulfate
  5. concentrationThe eluent was concentrated
  6. customthe residue crystallized from dichloromethane

출처 및 근거

ORD 기록
ord-ab10334a5142416eb34194ec17d02478
출처 데이터셋
uspto-grants-1985_06
특허 번호
US04521422

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