2-(4-Aminophenyl)-2-phenylacetonitrile → 7-[(4-((Cyano)(phenyl)methyl)phenyl)amino]-5-ethylpyrazolo[1,5-a]pyrimidine

HRID 1898904노트

반응식

HRID 1898904 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:9]#[N:10])=[CH:4][CH:3]=1.Cl[C:18]1[N:23]2[N:24]=[CH:25][CH:26]=[C:22]2[N:21]=[C:20]([CH2:27][CH3:28])[CH:19]=1>C(O)C>[C:9]([CH:8]([C:11]1[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=1)[C:5]1[CH:4]=[CH:3][C:2]([NH:1][C:18]2[N:23]3[N:24]=[CH:25][CH:26]=[C:22]3[N:21]=[C:20]([CH2:27][CH3:28])[CH:19]=2)=[CH:7][CH:6]=1)#[N:10]

참가 물질

4

반응물 2

HCID 1167712-(4-Aminophenyl)-2-phenylacetonitrileHCID 105354107-Chloro-5-ethylpyrazolo[1,5-a]pyrimidine

생성물 1

HCID 199759697-[(4-((Cyano)(phenyl)methyl)phenyl)amino]-5-ethylpyrazolo[1,5-a]pyrimidine

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

2.1 g (10.1 mmol) 2-(4-Aminophenyl)-2-phenylacetonitrile (prepared by catalytic hydrogenation of phenylcyanomethylenequinone oxime according to the method of R. B. Davis, D. D. Carlos, G. S. Mattingly, J. Org. Chem. 1965, 30, 2607) and 1.8 g (9.9 mmol) 7-Chloro-5-ethylpyrazolo[1,5-a]pyrimidine (Example 1, Step B) were dissolved in 50 ml dry ethanol and heated with reflux for 10 h. Solid materials, which precipitated after cooling to room temperature, were filtered, the filtrate evaporated in vacuo, the residue treated with 10% aqueous sodium carbonate solution, and extracted with dichloromethane. The organic layer was dried over sodium sulfate, and the solvent was removed in vacuo to afford the crude title compound as an oil, which was pure enough for the next step as detected by its 1H-NMR spectrum.

후처리

  1. temperatureheated
  2. temperaturewith reflux for 10 h
  3. customSolid materials, which precipitated
  4. filtrationwere filtered
  5. customthe filtrate evaporated in vacuo
  6. additionthe residue treated with 10% aqueous sodium carbonate solution
  7. extractionextracted with dichloromethane
  8. dry with materialThe organic layer was dried over sodium sulfate
  9. customthe solvent was removed in vacuo

출처 및 근거

ORD 기록
ord-e46042cc270944088984929384c80e96
출처 데이터셋
uspto-grants-1996_11
특허 번호
US05571813

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