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Diethyl Ether → 2-(2,4-Difluorophenyl)-3-(2-cyanopyridin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol

HRID 1196943
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HRID 1196943 반응식
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:25])([CH:16]([C:18]1[CH:23]=[CH:22][N+:21]([O-])=[CH:20][CH:19]=1)[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1.[CH3:26][N:27](C)C(Cl)=O.C[Si](C#N)(C)C.CCOCC>ClCCl>[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9]([OH:25])([CH:16]([C:18]1[CH:23]=[CH:22][N:21]=[C:20]([C:26]#[N:27])[CH:19]=1)[CH3:17])[CH2:10][N:11]1[CH:15]=[N:14][CH:13]=[N:12]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 3283Diethyl EtherHCID 6598Dimethylcarbamoyl Chloride2회HCID 82115Trimethylsilyl cyanide2회HCID 18956544HCID 18956544, 화합물

생성물 1

HCID 189565192-(2,4-Difluorophenyl)-3-(2-cyanopyridin-4-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol수율 93.6%

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

A mixture of the product of part (i) (20.0 g) and N,N-dimethylcarbamoyl chloride (6.80 g) in dichloromethane (250 ml) was stirred at room temperature for 2.5 days, giving a clear solution. Trimethylsilyl cyanide (6.35 g) was added and stirring was continued for a further 48 hours. Additional quantities of N,N-dimethylcarbamoyl chloride (1.30 g) and trimethylsilyl cyanide (1.30 g) were then added and the solution was stirred for a further 36 hours. The reaction was then washed successively with 10% potassium carbonate solution, brine and then dried (MgSO4). Evaporation of the solvent gave a solid which was stirred with ether and filtered to give the title compound, (19.2 g), m.p. 188°-189°.

후처리

  1. customgiving a clear solution
  2. stirringstirring
  3. waitwas continued for a further 48 hours
  4. stirringthe solution was stirred for a further 36 hours
  5. washThe reaction was then washed successively with 10% potassium carbonate solution, brine
  6. dry with materialdried (MgSO4)
  7. customEvaporation of the solvent
  8. customgave a solid which
  9. filtrationfiltered

출처 및 근거

ORD 기록
ord-9724de90960f4b7e8166de0938467ec7
출처 데이터셋
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05116844

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